Dereplication strategies in natural product research: How many tools and methodologies behind the same concept?

Phytochemistry Reviews

Volumn 16, Issue 1, 2017, Pages 55-95

  Hubert, Jane ^a   Nuzillard, Jean Marc ^a   Renault, Jean Hugues ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

Author keywords

Dereplication; Drug discovery; Metabolomics; Natural products; Taxonomic classification

Indexed keywords

ALKALOID; BASTADIN; BETAINE DERIVATIVE; BUTYLPHTHALIDE; CARDENOLIDE; CITRININ; CYCLOPEPTIDE; DEBROMOAPLYSIATOXIN; ELLAGIC ACID; FLAVONOID GLYCOSIDE; HECTOCHLORIN; HUPERZINE A; INDOLE DERIVATIVE; JAMACAMIDE; LEPORIZINE; NAPHTHOCOUMARIN; NATURAL PRODUCT; NEOCNIDILIDE; NEW DRUG; PHORBOL ESTER; RESORCINOL; SAPONIN; SENKYUNOLIDE A; SESQUITERPENE; SESQUITERPENE LACTONE; STILBENOID; TRACHELOSIDE; TRITERPENE; TUBERCIDIN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANALYTIC METHOD; BIODIVERSITY; BIOLOGICAL ACTIVITY; DEREPLICATION; DRUG DEVELOPMENT; DRUG IDENTIFICATION; DRUG RESEARCH; DRUG SCREENING; FOREST; GENE SEQUENCE; GENETIC STRAIN; HUMAN; METHODOLOGY; MICROORGANISM; NONHUMAN; REVIEW; SEA; SOIL; TAXONOMIC IDENTIFICATION;

EID: 84947591905     PISSN: 15687767     EISSN: 1572980X     Source Type: Journal    
DOI: 10.1007/s11101-015-9448-7     Document Type: Review

References (341)

1. Abbet C, Slacanin I, Hamburger M, Potterat O (2013) Comprehensive analysis of Phyteuma orbiculare L., a wild Alpine food plant. Food Chem 136(2):595–603
2. Abbet C, Slacanin I, Corradi E, De Mieri M, Hamburger M, Potterat O (2014) Comprehensive analysis of Cirsium spinosissimum Scop., a wild alpine food plant. Food Chem 160:165–170
3. Abdelmohsen UC, Viegelmann C, Zhang T, Grkovic T, Ahmed S, Quinn RJ, Hentschel U, Edrada-Ebel R (2014) Dereplication strategies for targeted isolation of new antitrypanosomal actinosporins A and B from a marine sponge associated-Actinokineospora sp EG49. Mar Drugs 12(3):1220–1244
4. Ackermann BL, Regg BT, Colombo L, Stella S, Coutant JE (1996) Rapid analysis of antibiotic-containing mixtures from fermentation broths by using liquid chromatography electrospray ionization-mass spectrometry and matrix-assisted laser desorption ionization-time-of-flight-mass spectrometry. J Am Soc Mass Spec 7(12):1227–1237
5. Adhami HR, Scherer U, Kaehlig H, Hettich T, Schlotterbeck G, Reich E, Krenn L (2013) Combination of bioautography with HPTLC–MS/NMR: a fast identification of acetylcholinesterase inhibitors from galbanum dagger. Phytochem Anal 24(4):395–400
6. Adnani N, Michel CR, Bugni TS (2012) Universal quantification of structurally diverse natural products using an evaporative light scattering detector. J Nat Prod 75(4):802–806
7. Agarwal A, D’Souza P, Johnson TS, Dethe SM, Chandrasekaran CV (2014) Use of in vitro bioassays for assessing botanicals. Curr Opin Biotechnol 25:39–44
8. Aguiar GP, Wakabayashi KAL, Luz GF, Oliveira VB, Mathias L, Vieira IJC, Braz R, Crotti AEM (2010) Fragmentation of plumeran indole alkaloids from Aspidosperma spruceanum by electrospray ionization tandem mass spectrometry. Rap Commun Mass Spectrom 24(3):295–308
9. Alali FQ, Gharaibeh A, Ghawanmeh A, Tawaha K, Oberlies NH (2008) Colchicinoids from colchicum crocifolium boiss: a case study in dereplication strategies for (-)-colchicine and related analogues using LC–MS and LC–PDA techniques. Phytochem Anal 19(5):385–394
10. Alvi KA, Peterson J, Hofmann B (1995) Rapid identification of elaiophylin and geldanamycin in streptomyces fermentation broths using CPC coupled with a photodiode array detector and LC–MS methodologies. J Ind Microbiol 15(2):80–84
11. Andersen MR, Nielsen JB, Klitgaard A, Petersen LM, Zachariasen M, Hansen TJ, Blicher LH, Gotfredsen CH, Larsen TO, Nielsen KF, Mortensen UH (2013) Accurate prediction of secondary metabolite gene clusters in filamentous fungi. Proc Natl Acad Sci USA 110(1):E99–E107
12. Antonio J, Molinski TF (1993) Screening of marine-invertebrates for the presence of ergosterol-sensitive antifungal compounds. J Nat Prod 56(1):54–61
13. Antony-Babu S, Stach JEM, Goodfellow M (2010) Computer-assisted numerical analysis of colour-group data for dereplication of streptomycetes for bioprospecting and ecological purposes. Int J Gen Mol Microbiol 97(3):231–239
14. Appleton DR, Buss AD, Butler MS (2007) A simple method for high-throughput extract prefractionation for biological screening. Chimia 61(6):327–331
15. Ashforth EJ, Fu CZ, Liu XY, Dai HQ, Song FH, Guo H, Zhang LX (2010) Bioprospecting for antituberculosis leads from microbial metabolites. Nat Prod Rep 27(11):1709–1719
16. Ayuso A, Clark D, Gonzalez I, Salazar O, Anderson A, Genilloud O (2005) A novel actinomycete strain de-replication approach based on the diversity of polyketide synthase and nonribosomal peptide synthetase biosynthetic pathways. Appl Microbiol Biotechnol 67(6):795–806
17. Baltz RH (2010) Streptomyces and saccharopolyspora hosts for heterologous expression of secondary metabolite gene clusters. J Ind Microbiol Biotechnol 37(8):759–772
18. Berdy J (2005) Bioactive microbial metabolites—a personal view. J Antibiot 58(1):1–26
19. Bertrand S, Schumpp O, Bohni N, Bujard A, Azzollini A, Monod M, Gindro K, Wolfender JL (2013a) Detection of metabolite induction in fungal co-cultures on solid media by high-throughput differential ultra-high pressure liquid chromatography-time-of-flight mass spectrometry fingerprinting. J Chromatogr A 1292:219–228
20. Bertrand S, Schumpp O, Bohni N, Monod M, Gindro K, Wolfender JL (2013b) De Novo production of metabolites by fungal co-culture of Trichophyton rubrum and Bionectria ochroleuca. J Nat Prod 76(6):1157–1165
21. Bertrand S, Petit C, Marcourt L, Ho R, Gindro K, Monod M, Wolfender JL (2014) HPLC profiling with At-line microdilution assay for the early identification of anti-fungal compounds in plants from French Polynesia. Phytochem Anal 25(2):106–112
22. Beutler JA, Alvarado AB, Schaufelberger DE, Andrews P, McCloud TG (1990) Dereplication of phorbol bioactives—Lyngbya majuscula and Croton cuneatus. J Nat Prod 53(4):867–874
23. Beutler JA, McKee TC, Fuller RW, Tischler M, Cardellina JH, Snader KM, McCloud TG, Boyd MR (1993) Frequent occurrence of HIV-inhibitory sulfated polysaccharides in marine invertebrates. Antivir Chem Chemoth 4(3):167–172
24. Bitzer J, Kopcke B, Stadler M, Heilwig V, Ju YM, Seip S, Henkel T (2007) Accelerated dereplication of natural products, supported by reference libraries. Chimia 61(6):332–338
25. Bladt TT, Kildgaard S, Knudsen PB, Gotfredsen CH, Durr C, Seiffert M, Larsen TO (2012) Fungal natural products targeting chronic lymphocytic leukemia. Planta Med 78(11):1158
26. Bladt TT, Durr C, Knudsen PB, Kildgaard S, Frisvad JC, Gotfredsen CH, Seiffert M, Larsen TO (2013) Bio-activity and dereplication-based discovery of ophiobolins and other fungal secondary metabolites targeting leukemia cells. Molecules 18(12):14629–14650
27. Blunt JW, Munro MHG (2013) Data, H-1-NMR databases, data manipulation. Phytochem Rev 12(3):435–447
28. Bobzin SC, Yang S, Kasten TP (2000a) LC–NMR: a new tool to expedite the dereplication and identification of natural products. J Ind Microbiol Biotechnol 25(6):342–345
29. Bobzin SC, Yang ST, Kasten TP (2000b) Application of liquid chromatography-nuclear magnetic resonance spectroscopy to the identification of natural products. J Chromatogr B 748(1):259–267
30. Boroczky K, Laatsch H, Wagner-Dobler I, Stritzke K, Schulz S (2006) Cluster analysis as selection and dereplication tool for the identification of new natural compounds from large sample sets. Chem Biodiv 3(6):622–634
31. Boudreau PD, Dorrestein PC, Gerwick WH (2012) Spectroscopic networking based dereplication applied to a strain of Moorea producens affords a fuller picture of its metabolome. Planta Med 78(11):1268–1269
32. Bradshaw J, Butina D, Dunn AJ, Green RH, Hajek M, Jones MM, Lindon JC, Sidebottom PJ (2001) A rapid and facile method for the dereplication of purified natural products. J Nat Prod 64(12):1541–1544
33. Brkljaca R, Urban S (2011) Recent advancements in HPLC–NMR and applications for natural product profiling and identification. J Liq Chromatogr Relat Technol 34(13):1063–1076
34. Butler MS, Yoganathan K, Buss AD, Ng S (2012) Identification of aluminium dioxalate in fungal cultures grown on vermiculite. J Antibiot 65(5):275–276
35. Cakova V, Wehrung P, Urbain A, Andre P, Bonte F, Lobstein A (2012) Rapid on-line dereplication by HPTLC–MS interface in orchid extracts. Planta Med 78(11):1271–1272
36. Calcul L, Chow R, Oliver AG, Tenney K, White KN, Wood AW, Fiorilla C, Crews P (2009) NMR strategy for unraveling structures of bioactive sponge-derived oxy-polyhalogenated diphenyl ethers. J Nat Prod 72(3):443–449
37. Calcul L, Inman WD, Morris AA, Tenney K, Ratnam J, McKerrow JH, Valeriote FA, Crews P (2010) Additional insights on the bastadins: isolation of analogues from the sponge ianthella cf. reticulata and exploration of the oxime configurations. J Nat Prod 73(3):365–372
38. Calcul L, Waterman C, Ma WS, Lebar MD, Harter C, Mutka T, Morton L, Maignan P, Van Olphen A, Kyle DE, Vrijmoed L, Pang KL, Pearce C, Baker BJ (2013) Screening mangrove endophytic fungi for antimalarial natural products. Mar Drugs 11(12):5036–5050
39. Cardellina JH, Munro MHG, Fuller RW, Manfredi KP, McKee TC, Tischler M, Bokesch HR, Gustafson KR, Beutler JA, Boyd MR (1993) A chemical screening strategy for the dereplication and prioritization of HIV-inhibitory aqueous natural product extracts. J Nat Prod 56(7):1123–1129
40. Carter GT (2014) NP/MS since 1970: from the basement to the bench top. Nat Prod Rep 31(6):711–717
41. Case RJ, Wang YH, Franzblau SG, Soejarto DD, Matainaho L, Piskaut P, Pauli GF (2007) Advanced applications of counter-current chromatography in the isolation of anti-tuberculosis constituents from Dracaena angustifolia. J Chromatogr A 1151(1–2):169–174
42. Castellanos L, Mayorga H, Duque C (2010) Study of the chemical composition and antifouling activity of the marine sponge Cliona delitrix extract. Vit Rev Fac Quim Farm 17(2):209–224
43. Castro-Gamboa I, Burgos R, Cardoso P, Carnevale F, Pilon A, Lopes MN, Silva D, Bolzani V (2010) Dereplication of Brazilian plants from Cerrado and Atlantic forest using NMR virtual design and hyphenated techniques. Planta Med 76(12):1188–1189
44. Castro-Gamboa I, Neto FC, Freire R, Pilon AC, Cardoso P, Bolzani V (2012) How to separate the wheat from the chaff? Exploring Brazilian biodiversity using NMR dereplication techniques. Pharm Biol 50(5):566–567
45. Cech NB, Yu K (2013) Mass spectrometry for natural products research: challenges, pitfalls, and opportunities. Lc Gc North Am 31(11):938–947
46. Challal S, Bohni N, Buenafe OE, Esguerra CV, de Witte PAM, Wolfender JL, Crawford AD (2012) Zebrafish bioassay-guided microfractionation for the rapid in vivo identification of pharmacologically active natural products. Chimia 66(4):229–232
47. Chlipala GE, Sturdy M, Krunic A, Lantvit DD, Shen Q, Porter K, Swanson SM, Orjala J (2010) Cylindrocyclophanes with proteasome inhibitory activity from the Cyanobacterium Nostoc sp. J Nat Prod 73(9):1529–1537
48. Chlipala GE, Krunic A, Mo SY, Sturdy M, Orjala J (2011) CYANOS: a data management system for natural product drug discovery efforts using cultured microorganisms. J Chem Inf Model 51(1):171–180
49. Chung MS, Kim NC, Long L, Shamon L, Ahmad WY, SagreroNieves L, Kardono LBS, Kennelly EJ, Pezzuto JM, Soejarto DD, Kinghorn AD (1997) Dereplication of saccharide and polyol constituents of candidate sweet-tasting plants: isolation of the sesquiterpene glycoside mukurozioside IIb as a sweet principle of Sapindus rarak. Phytochem Anal 8(2):49–54
50. Clarkson C, Staerk D, Hansen SH, Jaroszewski JW (2005) Hyphenation of solid-phase extraction with liquid chromatography and nuclear magnetic resonance: application of HPLC–DAD–SPE–NMR to identification of constituents of Kanahia laniflora. Anal Chem 77(11):3547–3553
51. Clendinen CS, Lee-McMullen B, Williams CM, Stupp GS, Vandenborne K, Hahn DA, Walter GA, Edison AS (2014) C-13 NMR metabolomics: applications at natural abundance. Anal Chem 86(18):9242–9250
52. Clos LJ II, Jofre MF, Ellinger JJ, Westler WM, Markley JL (2013) NMRbot: python scripts enable high-throughput data collection on current Bruker BioSpin NMR spectrometers. Metabolomics 9(3):558–563
53. Colquhoun JA, Zulu J, Goodfellow M, Horikoshi K, Ward AC, Bull AT (2000) Rapid characterisation of deep-sea actinomycetes for biotechnology screening programmes. Int J Gen Mol Microbiol 77(4):359–367
54. Constant HL, Beecher CWW (1995) A method for the dereplication of natural product extracts using electrospray HPLC/MS. Nat Prod Lett 6(3):193–196
55. Constant HL, Slowing K, Graham JG, Pezzuto JM, Cordell GA, Beecher CWW (1997) A general method for the dereplication of flavonoid glycosides utilizing high performance liquid chromatography mass spectrometric analysis. Phytochem Anal 8(4):176–180
56. Cordell GA, Shin YG (1999) Finding the needle in the haystack. The dereplication of natural product extracts. Pure Appl Chem 71(6):1089–1094
57. Corley DG, Durley RC (1994) Strategies for database dereplication of natural products. J Nat Prod 57(11):1484–1490
58. Cos PV, Vanden AJ, Berghe D, Maes L (2006) Anti-infective potential ofnatural products: how to develop a stronger in vitro ‘proof-of-concept’. J Ethnopharmacol 106:290–302
59. Cox DG, Oh J, Keasling A, Colson KL, Hamann MT (2014) The utility of metabolomics in natural product and biomarker characterization. Biochim Biophys Acta 1840(12):3460–3474
60. Creek DJ, Dunn WB, Fiehn O, Griffin JL, Hall RD, Lei ZT, Mistrik R, Neumann S, Schymanski EL, Sumner LW et al (2014) Metabolite identification: Are you sure? And how do your peers gauge your confidence? Metabolomics 10(3):350–353
61. Crevelin E, de Moraes LB, de Melo IS (2010) Mass spectrometry in microbial metabolomic analysis as an analytical tool for dereplication strategy. Planta Med 76(12):1332
62. Crevelin EJ, Crotti AEM, Zucchi TD, Melo IS, Moraes LAB (2014) Dereplication of streptomyces sp AMC 23 polyether ionophore antibiotics by accurate-mass electrospray tandem mass spectrometry. J Mass Spectrom 49(11):1117–1126
63. Cui BL, Chai HB, Constant HL, Santisuk T, Reutrakul V, Beecher CWW, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD (1998) Limonoids from Azadirachta excelsa. Phytochem 47(7):1283–1287
64. da Silva FMA, Koolen HHF, de Almeida RA, de Souza ADL, Pinheiro MLB, Costa EV (2012) Dereplication of aporphine and oxoaporphine alkaloids from Unonopsis guatterioides BY ESI-IT-MS. Quim Nova 35(5):944–947
65. Dalsgaard PW, Nielsen KF, Larsen TO (2005) UV-guided isolation of fungal metabolites by HSCCC. J Liq Chromatogr Relat Technol 28(12–13):2029–2039
66. Dashti Y, Grkovic T, Abdelmohsen UR, Hentschel U, Quinn RJ (2014) Production of induced secondary metabolites by a Co-culture of sponge-associated actinomycetes, Actinokineospora sp EG49 and Nocardiopsis sp RV163. Mar Drugs 12(5):3046–3059
67. de Moraes SL, Tomaz JC, Lopes NP (2007) Liquid chromatography-tandem mass spectrometric method for determination of the anti-inflammatory compound vicenin-2 in the leaves of L-ericoides Mart. Biomed Chromatogr 21(9):925–930
68. Decosterd L, Gustafson KR, Cardellina JH, Cragg GM, Boyd MR (1994) The differential cyttoxicity of cardenolides from thevetia ahouia. Phytoth Res 8(2):74–77
69. deVries DJ, Rao KS, Willis RH (1997) Application of a radioreceptor assay to the screening and characterisation of compounds from marine organisms with activity at the phorbol ester binding site of protein kinase C. Toxicon 35(3):347–354
70. Dias DA, Urban S (2009) Application of HPLC–NMR for the rapid chemical profiling of a Southern Australian Sponge, Dactylospongia sp. J Sep Sci 32(4):542–548
71. Dieckmann R, Graeber I, Kaesler I, Szewzyk U, von Dohren H (2005) Rapid screening and dereplication of bacterial isolates from marine sponges of the Sula Ridge by Intact-Cell-MALDI-TOF mass spectrometry (ICM-MS). Appl Microbiol Biotechnol 67(4):539–548
72. Dijoux MG, Schnabel PC, Hallock YF, Boswell JL, Johnson TR, Wilson JA, Ireland CM, van Soest R, Boyd MR, Barrows LR, Cardellina JH (2005) Antitumor activity and distribution of pyrroloiminoquinones in the sponge genus Zyzzya. Bioorg Med Chem 13(21):6035–6044
73. Donadio S, Monciardini P, Alduina R, Mazza P, Chiocchini C, Cavaletti L, Sosio M, Puglia AM (2002) Microbial technologies for the discovery of novel bioactive metabolites. J Biotechnol 99(3):187–198
74. Duarte K, Rocha-Santos TAP, Freitas AC, Duarte AC (2012) Analytical techniques for discovery of bioactive compounds from marine fungi. Trends Anal Chem 34:97–110
75. Dunkel RWuXZ (2007) Identification of organic molecules from a structure database using proton and carbon NMR analysis results. J Magn Res 188(1):97–110
76. Dunn WB, Erban A, Weber RJM, Creek DJ, Brown M, Breitling R, Hankemeier T, Goodacre R, Neumann S, Kopka J et al (2013) Mass appeal: metabolite identification in mass spectrometry-focused untargeted metabolomics. Metabolomics 9(1):S44–S66
77. El-Elimat T, Ehrmann BM, Cech NB, Pearce CJ, Oberlies NH (2012) De-inventing the wheel: dereplication tools for natural products research. Planta Med 78(11):1263
78. El-Elimat T, Figueroa M, Ehrmann BM, Cech NB, Pearce CJ, Oberlies NH (2013) High-resolution MS, MS/MS, and UV database of fungal secondary metabolites as a dereplication protocol for bioactive natural products. J Nat Prod 76(9):1709–1716
79. Elyashberg M, Blinov K, Molodtsov S, Smurnyy Y, Williams AJ, Churanova T (2009) Computer-assisted methods for molecular structure elucidation: realizing a spectroscopist’s dream. J Cheminf 1:3
80. Esquenazi E, Coates C, Simmons L, Gonzalez D, Gerwick WH, Dorrestein PC (2008) Visualizing the spatial distribution of secondary metabolites produced by marine cyanobacteria and sponges via MALDI-TOF imaging. Mol Biosys 4(6):562–570
81. Eugster P, Martel S, Guillarme D, Carrupt PA, Wolfender JL (2009) Rapid log P determination of natural products in crude plant extracts from UHPLC–TOF–MS profiling data—an additional parameter for dereplication and bioavailability. Planta Med 75(9):913–914
82. Eugster P, Funari C, Mattioli F, Durigan G, Martel S, Carrupt P, Silva D, Wolfender J (2011) Combination of LC retention, high resolution TOF–MS information and web database search as dereplication tools in a chemotaxonomic study of Lippia spp. Planta Med 77(12):1274
83. Eugster PJ, Boccard J, Debrus B, Breant L, Wolfender JL, Martel S, Carrupt PA (2014) Retention time prediction for dereplication of natural products (CxHyOz) in LC–MS metabolite profiling. Phytochem 108:196–207
84. Fiehn O (2002) Metabolomics—the link between genotypes and phenotypes. Plant Mol Biol 48(1–2):155–171
85. Forner D, Berrue F, Correa H, Duncan K, Kerr RG (2013) Chemical dereplication of marine actinomycetes by liquid chromatography-high resolution mass spectrometry profiling and statistical analysis. Anal Chim Acta 805:70–79
86. Franklin MA, Penn SG, Lebrilla CB, Lam TH, Pessah IN, Molinski TF (1996) Bastadin 20 and bastadin O-sulfate esters from ianthella basta: novel modulators of the Ry(1)R FKBP12 receptor complex. J Nat Prod 59(12):1121–1127
87. Fredenhagen A, Derrien C, Gassmann E (2005) An MS/MS library on an ion-trap instrument for efficient dereplication of natural products. Different fragmentation patterns for [M+H](+) and [M+Na](+) ions. J Nat Prod 68(3):385–391
88. Fuller RW, Cardellina JH, Cragg GM, Boyd MR (1994) Cucurbitacins—differential cytotoxicity, dereplication and first isolation from Gonystylus keithii. J Nat Prod 57(10):1442–1445
89. Funari CS, Eugster PJ, Martel S, Carrupt PA, Wolfender JL, Silva DHS (2012a) High resolution ultra high pressure liquid chromatography-time-of-flight mass spectrometry dereplication strategy for the metabolite profiling of Brazilian Lippia species. J Chromatogr A 1259:167–178
90. Funari CS, Gullo FP, Napolitano A, Carneiro RL, Mendes-Giannini MJS, Fusco-Almeida AM, Piacente S, Pizza C, Silva DHS (2012b) Chemical and antifungal investigations of six Lippia species (Verbenaceae) from Brazil. Food Chem 135(3):2086–2094
91. Funari CS, Castro-Gamboa I, Cavalheiro AJ, Bolzani VD (2013) Metabolomics, an optimized approach for the rational exploitation of Brazilian biodiversity: state of the art, new scenarios, and challenges. Quim Nova 36(10):1605–1609
92. Garcia-Descalzo L, Garcia-Lopez E, Postigo M, Baquero F, Alcazar A, Cid C (2013) Eukaryotic microorganisms in cold environments: examples from Pyrenean glaciers. Front Microbiol 4:14
93. Garg N, Kapono CA, Lim YW, Koyama N, Vermeij MJA, Conrad D, Rohwer F, Dorrestein PC (2015) Mass spectral similarity for untargeted metabolomics data analysis of complex mixtures. Int J Mass Spec 377:719–727
94. Gautschi JT, Amagata T, Amagata A, Valeriote FA, Mooberry SL, Crews P (2004) Expanding the strategies in natural product studies of marine-derived fungi: a chemical investigation of Penicillium obtained from deep water sediment. J Nat Prod 67(3):362–367
95. Geiger M, Guitton Y, Vansteelandt M, Kerzaon I, Blanchet E, du Pont TR, Frisvad JC, Hess P, Pouchus YF, Grovel O (2013) Cytotoxicity and mycotoxin production of shellfish-derived Penicillium spp., a risk for shellfish consumers. Lett Appl Microbiol 57(5):385–392
96. Genilloud O (2014) The re-emerging role of microbial natural products in antibiotic discovery. Int J Gen Mol Microbiol 106(1):173–188
97. Genilloud O, Gonzalez I, Salazar O, Martin J, Tormo JR, Vicente F (2011) Current approaches to exploit actinomycetes as a source of novel natural products. J Ind Microbiol Biotechnol 38(3):375–389
98. Gharaibeh AA, Al-Serini A, Qasaymeh RM, Ma’aya’h AS, Tawaha K, El-Elimat T, Alali FQ (2012) Liquid chromatography-mass spectroscopy and liquid chromatography-ultraviolet/visible photodiode array analysis of selected Colchicum species. Z Naturfr 67(9–10):451–460
99. Ghyselinck J, Van Hoorde K, Hoste B, Heylen K, De Vos P (2011) Evaluation of MALDI-TOF MS as a tool for high-throughput dereplication. J Microbiol Met 86(3):327–336
100. Gilbert JR, Lewer P, Duebelbeis DO, Carr AW, Snipes CE, Williamson RT (2003) Identification of biologically active compounds from nature using liquid chromatography/mass spectrometry. Liquid chromatography/mass spectrometry, Ms/Ms and time-of-flight Ms. Ferrer I and Thurman EM. Wash Am Chem Soc 850:52–65
101. Gobbo-Neto L, Lopes NP (2008) Online identification of chlorogenic acids, sesquiterpene lactones, and flavonoids in the Brazilian arnica Lychnophora ericoides Mart. (Asteraceae) leaves by HPLC–DAD–MS and HPLC–DAD–MS/MS and a validated HPLC–DAD method for their simultaneous analysis. J Agric Food Chem 56(4):1193–1204
102. Goedecke T, Nikolic D, Lankin DC, Chen SN, Powell SL, Dietz B, Bolton JL, van Breemen RB, Farnsworth NR NR, Pauli GF (2009) Phytochem of cimicifugic acids and associated Bases in cimicifuga racemosa root extracts. Phytochem Anal 20(2):120–133
103. Gomez-Romero M, Zurek G, Schneider B, Baessmann C, Segura-Carretero A, Fernandez-Gutierrez A (2011) Automated identification of phenolics in plant-derived foods by using library search approach. Food Chem 124(1):379–386
104. Gori K, Ryssel M, Arneborg N, Jespersen L (2013) Isolation and identification of the microbiota of Danish farmhouse and industrially produced surface-ripened cheeses. Microb Ecol 65(3):602–615
105. Gu JQ, Wang YH, Franzblau SG, Montenegro G, Timmermann BN (2006) Dereplication of pentacyclic triterpenoidls in plants by GC-EI/MS. Phytochem Anal 17(2):102–106
106. Hakvag S, Fjaervik E, Josefsen KD, Ian E, Ellingsen TE, Zotchev SB (2008) Characterization of Streptomyces spp. Isolated from the Sea surface microlayer in the Trondheim Fjord, Norway. Mar Drugs 6(4):620–635
107. Halabalaki M, Vougogiannopoulou K, Mikros E, Skaltsounis AL (2014) Recent advances and new strategies in the NMR-based identification of natural products. Curr Opin Biotechnol 25:1–7
108. Handelsman J, Rondon MR, Brady SF, Clardy J, Goodman RM (1998) Molecular biological access to the Chem of unknown soil microbes: a new frontier for natural products. Chem Biol 5(10):R245–R249
109. Hansen ME, Smedsgaard J, Larsen TO (2005) X-hitting: an algorithm for novelty detection and dereplication by UV spectra of complex mixtures of natural products. Anal Chem 77(21):6805–6817
110. Hao CL, Huang S, Deng ZX, Zhao CM, Yu Y (2014) Mining of the pyrrolamide antibiotics analogs in streptomyces netropsis reveals the amidohydrolase-dependent “iterative strategy” underlying the pyrrole polymerization. PLoS One 9(6):e99077
111. Har LW, Shaari K, Boon LH, Kamarulzaman FA, Ismail IS (2012) Two new phloroglucinol derivatives and five photosensitizing pheophorbides from syzygium polyanthum leaves (Salam). Nat Prod Commun 7(8):1033–1036
112. Harinantenaina L, Brodie PJ, Maharavo J, Bakary G, TenDyke K, Shen YC, Kingston DGI (2013) Antiproliferative homoscalarane sesterterpenes from two Madagascan sponges. Bioorg Med Chem 21(11):2912–2917
113. Harnett SM, Oosthuizen V, de Venter MV (2005) Anti-HIV activities of organic and aqueous extracts of Sutherlandia frutescens and Lobostemon trigonus. J Ethnopharmacol 96(1–2):113–119
114. Harrigan GG, Goetz GH (2005) Chemical and biological integrity in natural products screening. Comb Chem High Through Screen 8(6):529–534
115. Hazalin N, Ramasamy K, Lim SM, Cole AUJ, Majeed ABA (2012) Induction of apoptosis against cancer cell lines by four ascomycetes (endophytes) from Malaysian rainforest. Phytomed 19(7):609–617
116. Helfrich ER, Piel J (2014) Recent advances in genome-based polyketide discovery. Curr Opin Biotechnol 29C:107–115
117. Helfrich EJN, Reiter S, Piel J (2014) Recent advances in genome-based polyketide discovery. Curr Opin Biotechnol 29:107–115
118. Hoffmann T, Krug D, Huttel S, Muller R (2014) Improving natural products identification through targeted LC–MS/MS in an untargeted secondary metabolomics workflow. Anal Chem 86(21):10780–10788
119. Hook DJ (1998) Approaches to automating the dereplication of bioactive natural products—the key step in high throughput screening of bioactive materials from natural sources (vol 2, pg 145, 1997). J Biomol Screen 3(1):78
120. Hook DJ, Pack EJ, Yacobucci JJ, Guss J (1997) Approaches to automating the dereplication of bioactive natural products—the key step in high throughput screening of bioactive materials from natural sources. J Biomol Screen 2(3):145–152
121. Hopp DC, Rabenstein J, Rhea J, Smith C, Romari K, Clarke M, Francis L, Irigoyen M, Milanowski D, Luche M, Carr GJ, Mocek U (2008) Mutactimycin E, a new anthracycline antibiotic with gram-positive activity. J Antibiot 61(11):675–679
122. Hostettmann K, Wolfender JL, Terreaux C (2001) Modern screening techniques for plant extracts. Pharm Biol 39:18–32
123. Hostettmann K, Marston A, Wolfender JL (2005) Strategy in the search for new lead compounds and drugs from plants. Chimia 59(6):291–294
124. Hou Y, Braun DR, Michel CR, Klassen JL, Adnani N, Wyche TP, Bugni TS (2012) Microbial strain prioritization using metabolomics tools for the discovery of natural products. Anal Chem 84(10):4277–4283
125. Houbraken J, Frisvad JC, Seifert KA, Overy DP, Tuthill DM, Valdez JG, Samson RA (2012) New penicillin-producing Penicillium species and an overview of section Chrysogena. Persoonia 29:78–100
126. Houghton PJHM, Lee CC, Steventon G (2007) Uses and abuses of in vitro tests in ethnopharmacology: visualizing an elephant. J Ethnopharmacol 110:391–400
127. Hu JF, Garo E, Goering MG, Pasmore M, Yoo HD, Esser T, Sestrich J, Cremin PA, Hough GW, Perrone P, Lee YSL, Le NT, O’Neil-Johnson M, Costerton JW, Eldridge GR (2006a) Bacterial biofilm inhibitors from Diospyros dendo. J Nat Prod 69(1):118–120
128. Hu JF, Garo E, Hough GW, Goering MG, O’Neil-Johnson M, Eldridge GR (2006b) Antibacterial, partially acetylated oligorhamnosides from Cleistopholis patens. J Nat Prod 69(4):585–590
129. Hu JF, Patel R, Li B, Garo E, Hough GW, Goering MG, Yoo HD, O’Neil-Johnson M, Eldridge GR (2007) Anti-HCV bioactivity of pseudoguaianolides from Parthenium hispitum. J Nat Prod 70(4):604–607
130. Hu JF, Eldridge GR, Yu YH, O’Neil-Johnson M (2008) High-throughput natural product chem methods and the application of the capillary NMR probe. Prog Chem 20(4):429–440
131. Hu JF, Starks CM, Williams RB, Rice SM, Norman VL, Olson KM, Hough GW, Goering MG, O’Neil-Johnson M, Eldridge GR (2009) Secoiridoid glycosides from the pitcher plant sarracenia alata. Helv Chim Acta 92(2):273–280
132. Hubert J, Nuzillard JM, Purson S, Hamzaoui M, Borie N, Reynaud R, Renault JH (2014) Identification of natural metabolites in mixture: a pattern recognition strategy based on C-13 NMR. Anal Chem 86(6):2955–2962
133. Hufsky FS, Böcker S (2014) New kids on the block: novel informatics methods for natural product discovery. Nat Prod Rep 31(6):807–817
134. Huys G, Bartie K, Cnockaert M, Oanh DTH, Phuong NT, Somsiri T, Chinabut S, Yusoff FM, Shariff M, Giacomini M, Teale A, Swings J (2007) Biodiversity of chloramphenicol-resistant mesophilic heterotrophs from Southeast Asian aquaculture environments. Res Microbiol 158(3):228–235
135. Ibrahim A, Yang L, Johnston C, Liu XW, Ma B, Magarvey NA (2012) Dereplicating nonribosomal peptides using an informatic search algorithm for natural products (iSNAP) discovery. Proc Nat Ac Sci USA 109(47):19196–19201
136. Ibrahim A, Sorensen D, Jenkins HA, McCarry BE, Sumarah MW (2014) New diplosporin and agistatine derivatives produced by the fungal endophyte Xylaria sp isolated from Vitis labrusca. Phytochem Lett 9:179–183
137. Ingkaninan K, Hazekamp A, Hoek AC, Balconi S, Verpoorte R (2000) Application of centrifugal partition chromatography in a general separation and dereplication procedure for plant extracts. J Liq Chromatogr Relat Technol 23(14):2195–2208
138. Inui T, Wang YH, Nikolic D, Smith DC, Franzblau SG, Pauli GF (2010) Sesquiterpenes from Oplopanax horridus. J Nat Prod 73(4):563–567
139. Ito T, Masubuchi M (2014) Dereplication of microbial extracts and related analytical technologies. J Antibiot 67(5):353–360
140. Ito T, Odake T, Katoh H, Yamaguchi Y, Aoki M (2011) High-throughput Profiling of microbial extracts. J Nat Prod 74(5):983–988
141. Jain SK, Pathania AS, Parshad R, Raina C, Ali A, Gupta AP, Kushwaha M, Aravinda S, Bhushan S, Bharate SB, Vishwakarma RA (2013) Chrysomycins A-C, antileukemic naphthocoumarins from Streptomyces sporoverrucosus. Rsc Adv 3(43):21046–21053
142. Jaki B, Franzblau S, Pauli GF (2004) An NMR method towards the routine chiral determination of natural productst. Phytochem Anal 15(4):213–219
143. Jansen R, Mohr KI, Bernecker S, Stadler M, Muller R (2014) Indothiazinone, an indolyl thiazolyl ketone from a novel myxobacterium belonging to the sorangiineae. J Nat Prod 77(4):1054–1060
144. Jaroszewski JW (2005a) Hyphenated NMR methods in natural products research, Part 1: direct hyphenation. Planta Med 71(8):691–700
145. Jaroszewski JW (2005b) Hyphenated NMR methods in natural products research, Part 2: HPLC–SPE–NMR and other new trends in NMR hyphenation. Planta Med 71(9):795–802
146. Jarussophon S, Acoca S, Gao JM, Deprez C, Kiyota T, Draghici C, Purisima E, Konishi Y (2009) Automated molecular formula determination by tandem mass spectrometry (MS/MS). Analyst 134(4):690–700
147. Jaspars M (1999) Computer assisted structure elucidation of natural products using two-dimensional NMR spectroscopy. Nat Prod Rep 16(2):241–247
148. Jennessen J, Nielsen KF, Houbraken J, Lyhne EK, Schnurer J, Frisvad JC, Samson RA (2005) Secondary metabolite and mycotoxin production by the Rhizopus microsporus group. J Agric Food Chem 53(5):1833–1840
149. Ji ZQ, Wei SP, Zhang JW, Wu WJ, Wang MG (2008) Identification of streptothricin class antibiotics in the early-stage of antibiotics screening by electrospray ionization mass spectrometry. J Antibiot 61(11):660–667
150. Johansen KT, Wubshet SG, Nyberg NT, Jaroszewski JW (2011) From retrospective assessment to prospective decisions in natural product isolation: HPLC–SPE–NMR analysis of carthamus oxyacantha. J Nat Prod 74(11):2454–2461
151. Johansen KT, Ebild SJ, Christensen SB, Godejohann M, Jaroszewski JW (2012) Alkaloid analysis by high-performance liquid chromatography-solid phase extraction-nuclear magnetic resonance: new strategies going beyond the standard. J Chromatogr A 1270:171–177
152. Johansen KT, Wubshet SG, Nyberg NT (2013) HPLC–NMR revisited: using time-slice high-performance liquid chromatography-solid-phase extraction-nuclear magnetic resonance with database-assisted dereplication. Anal Chem 85(6):3183–3189
153. Johnson TA, Sohn J, Inman WD, Estee SA, Loveridge ST, Vervoort HC, Tenney K, Liu JK, Ang KKH, Ratnam J, Bray WM, Gassner NC, Shen YY, Lokey RS, McKerrow JH, Boundy-Mills K, Nukanto A, Kanti A, Julistiono H, Kardono LBS, Bjeldanes LF, Crews P (2011) Natural product libraries to accelerate the high-throughput discovery of therapeutic leads. J Nat Prod 74(12):2545–2555
154. Juola M, Kinnunen K, Nielsen KF, von Wright A (2014) Surfactins in natto: the surfactin production capacity of the starter strains and the actual surfactin contents in the products. J Food Prot 77(12):2139–2143
155. Kamenik Z, Hadacek F, Mareckova M, Ulanova D, Kopecky J, Chobot V, Plhackova K, Olsovska J (2010) Ultra-high-performance liquid chromatography fingerprinting method for chemical screening of metabolites in cultivation broth. J Chromatogr A 1217(51):8016–8025
156. Khosrokhavar R, Ghasemi JB, Shiri F (2010) 2D quantitative structure-property relationship study of mycotoxins by multiple linear regression and support vector machine. Int J Mol Sci 11(9):3052–3068
157. Kildgaard S, Mansson M, Dosen I, Klitgaard A, Frisvad JC, Larsen TO, Nielsen KF (2014) Accurate dereplication of bioactive secondary metabolites from marine-derived fungi by UHPLC–DAD–QTOFMS and a MS/HRMS library. Mar Drugs 12(6):3681–3705
158. Kim HJ, Baburin I, Khom S, Hering S, Hamburger M (2008) HPLC-based activity profiling approach for the discovery of GABA(A) receptor ligands using an automated two microelectrode voltage clamp assay on Xenopus oocytes. Planta Med 74(5):521–526
159. Kinghorn AD, Farnsworth NR, Beecher CWW, Soejarto DD, Cordell GA, Pezzuto JM, Wall ME, Wani MC, Brown DM, Oneill MJ, Lewis JA, Besterman JM (1995) Novel strategies for plant-derived anticancer agents. Int J Pharmacogn 33:48–58
160. Kinghorn AD, Farnsworth NR, Soejarto DD, Cordell GA, Pezzuto JM, Udeani GO, Wani MC, Wall ME, Navarro HA, Kramer RA, Menendez AT, Fairchild CR, Lane KE, Forenza S, Vyas DM, Lam KS, Shu YZ (1999) Novel strategies for the discovery of plant-derived anticancer agents. Pure Appl Chem 71(9):1611–1618
161. Kirst HA (2013) Developing new antibacterials through natural product research. Exp Opin Drug Discov 8(5):479–493
162. Klausmeyer P, McCloud TG, Tucker KD, Cardellina JH, Shoemaker RH (2005) Aspirochlorine class compounds from Aspergillus flavus inhibit azole-resistant Candida albicans. J Nat Prod 68(8):1300–1302
163. Klausmeyer P, McCloud TG, Melillo G, Scudiero DA, Cardellina JH, Shoemaker RH (2007) Identification of a new natural camptothecin analogue in targeted screening for HIF-1 alpha inhibitors. Planta Med 73(1):49–52
164. Klausmeyer P, McCloud TG, Uranchimeg B, Melillo G, Scudiero DA, Cardellina JH, Shoemaker RH (2008) Separation and SAR study of HIF-1 alpha inhibitory tubulosines form Alangium cf. longiflourm. Planta Med 74(3):258–263
165. Klausmeyer P, McCloud TG, Scudiero DA, Currens MJ, Cardellina JH, Shoemaker RH (2012) Discovery and preliminary SAR of bisbenzylisoquinoline alkaloids as inducers of C/EBP alpha. Bioorg Med Chem 20(15):4646–4652
166. Klitgaard A, Iversen A, Andersen MR, Larsen TO, Frisvad JC, Nielsen KF (2014) Aggressive dereplication using UHPLC–DAD–QTOF: screening extracts for up to 3000 fungal secondary metabolites. Anal Bioanal Chem 406(7):1933–1943
167. Klitgaard A, Nielsen JB, Frandsen RJN, Andersen MR, Nielsen KF (2015) Combining stable isotope labeling and molecular networking for biosynthetic pathway characterization. Anal Chem 87(13):6520–6526
168. Klos M, van de Venter M, Milne PJ, Traore HN, Meyer D, Oosthuizen V (2009) In vitro anti-HIV activity of five selected South African medicinal plant extracts. J Ethnopharmacol 124(2):182–188
169. Knight V, Sanglier JJ, DiTullio D, Braccili S, Bonner P, Waters J, Hughes D, Zhang L (2003) Diversifying microbial natural products for drug discovery. Appl Microbiol Biotechnol 62(5–6):446–458
170. Kokkotou K, Loannou E, Nomikou M, Pitterl F, Vonaparti A, Siapi E, Zervou M, Roussis V (2014) An integrated approach using UHPLC–PDA–HRMS and 2D HSQC NMR for the metabolic profiling of the red alga Laurencia: dereplication and tracing of natural products. Phytochem 108:208–219
171. Konczol A, Muller J, Foldes E, Beni Z, Vegh K, Kery A, Balogh GT (2013) Applicability of a blood-brain barrier specific artificial membrane permeability assay at the early stage of natural product-based CNS drug discovery. J Nat Prod 76(4):655–663
172. Konishi Y, Kiyota T, Draghici C, Gao JM, Yeboah F, Acoca S, Jarussophon S, Purisima E (2007) Molecular formula analysis by an MS/MS/MS technique to expedite dereplication of natural products. Anal Chem 79(3):1187–1197
173. Kreiss W, Frode R, Mohrle V, Eberz G (2010) Chromatography-bioluminescence coupling reveals surprising bioactivity of inthomycin A. Bioanal Chem 398(5):2081–2088
174. Krug D, Zurek G, Schneider B, Garcia R, Muller R (2008) Efficient mining of myxobacterial metabolite profiles enabled by liquid chromatography-electrospray ionisation-time-of-flight mass spectrometry and compound-based principal component analysis. Anal Chim Acta 624(1):97–106
175. Lang G, Mayhudin NA, Mitova MI, Sun L, van der Sar S, Blunt JW, Cole ALJ, Ellis G, Laatsch H, Munro MHG (2008) Evolving trends in the dereplication of natural product extracts: new methodology for rapid, small-scale investigation of natural product extracts. J Nat Prod 71(9):1595–1599
176. Larsen TSJ, Nielsen KF, Hansen ME, Frisvad JC (2005) Phenotypic taxonomy and metabolite profiling in microbial drug discovery. Nat Prod Rep 22(6):672–695
177. Larsen TO, Lange L, Schnorr K, Stender S, Frisvad JC (2007) Solistatinol, a novel phenolic compactin analogue from Penicillium solitum. Tetrahed Lett 48(7):1261–1264
178. Larsson J, Gottfries J, Bohlin L, Backlund A (2005) Expanding the ChemGPS chemical space with natural products. J Nat Prod 68(7):985–991
179. Le Ven J, Schmitz-Afonso I, Lewin G, Laprevote O, Brunelle A, Touboul D, Champy P (2012) Annonaceous acetogenins within extracts: dereplication by HPLC–ESI–LTQ-Orbitrap (R) using post-column lithium infusion. Planta Med 78(11):1263
180. Le Ven J, Schmitz-Afonso I, Lewin G, Brunelle A, Touboul D, Champy P (2014) Identification of the environmental neurotoxins annonaceous acetogenins in an annona cherimolia mill. Alcoholic beverage using HPLC–ESI–LTQ-orbitrap. J Agric Food Chem 62(34):8696–8704
181. Leeds JA, Schmitt EK, Krastel P (2006) Recent developments in antibacterial drug discovery: microbe-derived natural products—from collection to the clinic. Exp Opin Invest Drugs 15(3):211–226
182. Li J, Mahdi F, Du L, Datta S, Nagle DG, Zhou YD (2011) Mitochondrial respiration inhibitors suppress protein translation and hypoxic signaling via the hyperphosphorylation and inactivation of translation initiation factor eIF2 alpha and elongation factor eEF2. J Nat Prod 74(9):1894–1901
183. Lin S, Zhang ZX, Chen T, Ye J, Dai WX, Shan L, Su J, Shen YH, Li HL, Liu RH, Xu XK, Wang H, Zhang WD (2013) Characterization of chlorinated valepotriates from Valeriana jatamansi. Phytochem 85:185–193
184. Lirio SB, Macabeo APG, Paragas EM, Knorn M, Kohls P, Franzblau SG, Wang YH, Aguinaldo MAM (2014) Antitubercular constituents from Premna odorata Blanco. J Ethnopharmacol 154(2):471–474
185. Liu L, Li YF, Cheng YY (2008) A method for the production and characterization of fractionated libraries from Chinese herbal formulas. J Chromatogr B 862(1–2):196–204
186. Liu XY, Ashforth E, Ren BA, Song FH, Dai HQ, Liu M, Wang JA, Xie QO, Zhang LX (2010a) Bioprospecting microbial natural product libraries from the marine environment for drug discovery. J Antibiot 63(8):415–422
187. Liu YF, Xiao YS, Xue XY, Zhang XL, Liang XM (2010b) Systematic screening and characterization of novel bufadienolides from toad skin using ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Spectrom 24(5):667–678
188. Liu XT, Bolla K, Ashforth EJ, Zhuo Y, Gao H, Huang P, Stanley SA, Hung DT, Zhang LX (2012) Systematics-guided bioprospecting for bioactive microbial natural products. Antonie Van Leeuwenhoek Int J Gen Mol Microbiol 101(1):55–66
189. Liu YX, Rakotondraibe LH, Brodie PJ, Wiley JD, Cassera MB, Goetz M, Kingston DGI (2014) Antiproliferative and antimalarial sesquiterpene lactones from Piptocoma antillana from Puerto Rico. Nat Prod Commun 9(10):1403–1406
190. Lopez-Perez JL, Theron R, del Olmo E, Diaz D (2007) NAPROC-13: a database for the dereplication of natural product mixtures in bioassay-guided protocols. Bioinformatics 23(23):3256–3257
191. Macintyre L, Zhang T, Viegelmann C, Martinez IJ, Cheng C, Dowdells C, Abdelmohsen UR, Gernert C, Hentschel U, Edrada-Ebel R (2014) Metabolomic tools for secondary metabolite discovery from marine microbial symbionts. Mar Drugs 12(6):3416–3448
192. Mahyudin NA, Blunt JW, Cole ALJ, Munro MHG (2012) The isolation of a new S-methyl benzothioate compound from a marine-derived Streptomyces sp. J Biomed Biotechnol 2012:1–4
193. Maldonado LA, Stach JEM, Ward AC, Bull AT, Goodfellow M (2008) Characterisation of micromonosporae from aquatic environments using molecular taxonomic methods. Antonie Van Leeuwenhoek Int J Gen Mol Microbiol 94(2):289–298
194. Mansson M, Phipps RK, Gram L, Munro MHG, Larsen TO, Nielsen KF (2010) Explorative solid-phase extraction (E-SPE) for accelerated microbial natural product discovery, dereplication, and purification. J Nat Prod 73(6):1126–1132
195. Martin J, Perez-Victoria I, Gonzalez V, de Pedro N, Vicente F, Bills G, Reyes F (2012) Applying LC–MS de-replication strategies for the discovery of new natural products. Planta Med 78(11):1161
196. Masoko P, Eloff JN (2005) The diversity of antifungal compounds of six South African Terminalia species (Combretaceae) determined by bioautography. Afr J Biotechnol 4(12):1425–1431
197. Massi FP, Vieira MLC, Sartori D, Penha RE, Munhoz CD, Ferreira JM, Iamanaka BT, Taniwaki MH, Frisvad JC, Fungaro MHP (2014) Brazil nuts are subject to infection with B and G aflatoxin-producing fungus, Aspergillus pseudonomius. Int J Food Microbiol 186:14–21
198. McGarvey BD, Liao H, Ding KY, Wang XL (2012) Dereplication of known pregnane glycosides and structural characterization of novel pregnanes in Marsdenia tenacissima by high-performance liquid chromatography and electrospray ionization-tandem mass spectrometry. J Mass Spectrom 47(6):687–693
199. Michel T, Halabalaki M, Skaltsounis AL (2013) New concepts, experimental approaches, and dereplication strategies for the discovery of novel phytoestrogens from natural sources. Planta Med 79(7):514–532
200. Minguzzi S, Barata LES, Shin YG, Jonas PF, Chai HB, Park EJ, Pezzuto JM, Cordell GA (2002) Cytotoxic withanolides from Acnistus arborescens. PhytoChem 59(6):635–641
201. Molyneux RJ, Schieberle P (2007) Compound identification: a journal of agricultural and food chemistry perspective. J Agric Food Chem 55(12):4625–4629
202. Monciardini P, Montanini N, Sosio M, Donadio S (2008) Ribonuclease P RNA gene sequencing as a tool for molecular dereplication of myxobacterial strain collections. Lett Appl Microbiol 46(1):87–94
203. Moree WJ, Phelan VV, Wu CH, Bandeira N, Cornett DS, Duggan BM, Dorrestein PC (2012) Interkingdom metabolic transformations captured by microbial imaging mass spectrometry. Proc Natl Acad Sci USA 109(34):13811–13816
204. Moss S, Bovermann G, Denay R, France J, Guenat C, Oberer L, Ponelle M, Schroder H (2007) Efficient structure elucidation of natural products in the pharmaceutical industry. Chimia 61(6):346–349
205. Motti CA, Freckelton ML, Tapiolas DM, Willis RH (2009) FTICR-MS and LC–UV/MS–SPE–NMR Applications for the rapid dereplication of a crude extract from the sponge Ianthella flabelliformis. J Nat Prod 72(2):290–294
206. Murgu M, Rodrigues E (2006) Dereplication of glycosides from Sapindus saponaria using liquid chromatography-mass spectrometry. J Braz Chem Soc 17(7):1281–1290
207. Musharraf SG, Goher M, Shahnaz S, Choudhary MI, Attaur R (2013) Structure-fragmentation relationship and rapid dereplication of Buxus steroidal alkaloids by electrospray ionization-quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Spectrom 27(1):169–178
208. Neto FC, Siquitelli CD, Pilon AC, Silva DHS, Bolzani VDS, Gamboa I (2013) Dereplication of phenolic derivatives of Qualea grandiflora and Qualea cordata (Vochysiaceae) using liquid chromatography coupled with ESI–QToF–MS/MS. J Braz Chem Soc 24(5):758–764
209. Ng J, Bandeira N, Liu WT, Ghassemian M, Simmons TL, Gerwick WH, Linington R, Dorrestein PC, Pevzner PA (2009) Dereplication and de novo sequencing of nonribosomal peptides. Nat Met 6(8):596–599
210. Nguyen DD, Wu CH, Moree WJ, Lamsa A, Medema MH, Zhao XL, Gavilan RG, Aparicio M, Atencio L, Jackson C et al (2013) MS/MS networking guided analysis of molecule and gene cluster families. Proc Natl Acad Sci USA 110(28):E2611–E2620
211. Nielsen KF, Smedsgaard J (2003) Fungal metabolite screening: database of 474 mycotoxins and fungal metabolites for dereplication by standardised liquid chromatography-UV-mass spectrometry methodology. J Chromatogr A 1002(1–2):111–136
212. Nielsen KF, Larsen TO, Frisvad JC (2004) Lightweight expanded clay aggregates (LECA), a new up-scaleable matrix for production of microfungal metabolites. J Antibiot 57(1):29–36
213. Nielsen KF, Grafenhan T, Zafari D, Thrane U (2005) Trichothecene production by Trichoderma brevicompactum. J Agric Food Chem 53(21):8190–8196
214. Nielsen KF, Mansson M, Rank C, Frisvad JC, Larsen TO (2011) Dereplication of microbial natural products by LC–DAD–TOFMS. J Nat Prod 74(11):2338–2348
215. Niemitz M, Laatikainen R, Chen SN, Kleps R, Kozikowski AP, Pauli GF (2007) Complete H-1 NMR spectral fingerprint of huperzine A. Magn Res Chem 45(10):878–882
216. Nikolic D, Godecke T, Chen SN, White J, Lankin DC, van Pauli GF, Breemen RB (2012) Mass spectrometric dereplication of nitrogen-containing constituents of black cohosh (Cimicifuga racemosa L.). Fitoterapia 83(3):441–460
217. Niu KY, Wang LY, Liu SZ, Zhao WM (2013) New iridoid glycoside and triterpenoid glycoside from Premna fulva. J Asian Prod Res 15(1):1–8
218. Novakova J, Farkasovsky M (2013) Bioprospecting microbial metagenome for natural products. Biologia 68(6):1079–1086
219. O’Donnell F, Ramachandran VN, Smyth TJR, Smyth WF, Brooks R (2009) An investigation of bioactive phytochemicals in the leaves of Melicope vitiflora by electrospray ionisation ion trap mass spectrometry. Anal Chim Acta 634(1):115–120
220. Oettl SK, Hubert J, Nuzillard JM, Stuppner H, Renault JH, Rollinger JM (2014) Dereplication of depsides from the lichen Pseudevernia furfuracea by centrifugal partition chromatography combined to C-13 nuclear magnetic resonance pattern recognition. Anal Chim Acta 846:60–67
221. Orelle C, Carlson S, Kaushal B, Almutairi MM, Liu HP, Ochabowicz A, Quan S, Pham VC, Squires CL, Murphy BT, Mankin AS (2013) Tools for characterizing bacterial protein synthesis inhibitors. Antimicrob Agents Chemother 57(12):5994–6004
222. Overy DP, Enot DP, Tailliart K, Jenkins H, Parker D, Beckmann J (2008) Explanatory signal interpretation and metabolite identification strategies for nominal mass FIE-MS metabolite fingerprints. Nat Protoc 3(3):471–485
223. Pan L, Yong Y, Deng Y, Lantvit DD, Ninh TN, Chai H, de Blanco EJC, Soejarto DD, Swanson SM, Kinghorn AD (2012) Isolation, structure elucidation, and biological evaluation of 16,23-epoxycucurbitacin constituents from eleaocarpus chinensis. J Nat Prod 75(3):444–452
224. Pan L, Acuna UM, Li J, Jena N, Ninh TN, Pannell CM, Chai H, Fuchs JR, de Blanco EJC, Soejarto DD, Kinghorn AD (2013) Bioactive flavaglines and other constituents isolated from aglaia perviridis. J Nat Prod 76(3):394–404
225. Pauli GF, Kuczkowiak U, Nahrstedt A (1999) Solvent effects in the structure dereplication of caffeoyl quinic acids. Magn Res Chem 37(11):827–836
226. Pauli GCSN, Lankin DC, Bisson J, Case RJ, Chadwick LR, Gödecke T, Inui T, Krunic A, Jaki BU, McAlpine JB, Mo S, Napolitano JG, Orjala J, Lehtivarjo J, Korhonen SP, Niemitz M (2014) Essential parameters for structural analysis and dereplication by (1)h NMR spectroscopy. J Nat Prod 77(6):1473–1487
227. Pavana P, Sethupathy S, Santha K, Manoharan S (2009) Effects of tephrosia purpurea aqueous seed extract on blood glucose and antioxidant enzyme activities in streptozotocin induced diabetic rats. Afr J Tradit Complem Altern Med 6(1):78–86
228. Pawlus AD, Cantos-Villar E, Richard T, Bisson J, Poupard P, Papastamoulis Y, Monti JP, Teissedre PL, Waffo-Teguo P, Merillon JM (2013) Chemical dereplication of wine stilbenoids using high performance liquid chromatography-nuclear magnetic resonance spectroscopy. J Chromatogr A 1289:19–26
229. Pedersen MM, Chukwujekwu JC, Lategan CA, van Staden J, Smith PJ, Staerk D (2009) Antimalarial sesquiterpene lactones from Distephanus angulifolius. Phytochem 70(5):601–607
230. Penesyan A, Kjelleberg S, Egan S (2010) Development of novel drugs from marine surface associated microorganisms. Mar Drugs 8(3):438–459
231. Petersen LM, Hoeck C, Frisvad JC, Gotfredsen CH, Larsen TO (2014) Dereplication guided discovery of secondary metabolites of mixed biosynthetic origin from Aspergillus aculeatus. Molecules 19(8):10898–10921
232. Petit KE, Mondeguer F, Roquebert MF, Biard JF, Pouchus YF (2004) Detection of griseofulvin in a marine strain of Penicillium waksmanii by ion trap mass spectrometry. J Microbiol Met 58(1):59–65
233. Pieri V, Sturm S, Seger C, Schneider P, Stuppner H (2009) Rapid dereplication of secondary metabolites from Thymus vulgaris L. using LC–SPE–NMR as discriminators identification tool in NMR based metabolic profiling. Planta Med 75(9):996
234. Pieri V, Sturm S, Seger C, Franz C, Stuppner H (2012) H-1 NMR-based metabolic profiling and target analysis: a combined approach for the quality control of Thymus vulgaris. Metabolomics 8(2):335–346
235. Pilon AC, Carneiro RL, Neto FC, Bolzani VD, Castro-Gamboa I (2013) Interval multivariate curve resolution in the dereplication of HPLC–DAD data from Jatropha gossypifolia. Phytochem Anal 24(4):401–406
236. Politi M, Groves P, Chavez MI, Canada FJ, Jimenez-Barbero J (2006) Useful applications of DOSY experiments for the study of mushroom polysaccharides. Carb Res 341(1):84–89
237. Popplewell WL, Northcote PT (2009) Colensolide A: a new nitrogenous bromophenol from the New Zealand marine red alga Osmundaria colensoi. Tetrahed Lett 50(49):6814–6817
238. Potterat O, Wagner K, Haag H (2000) Liquid chromatography-electrospray time-of-flight mass spectrometry for on-line accurate mass determination and identification of cyclodepsipeptides in a crude extract of the fungus Metarrhizium anisopliae. J Chromatogr A 872(1–2):85–90
239. Qiu F, Imai A, McAlpine JB, Lankin DC, Burton I, Karakach T, Farnsworth NR, Chen SN, Pauli GF (2012) Dereplication, residual complexity, and rational naming: the case of the Actaea triterpenes. J Nat Prod 75(3):432–443
240. Qiu F, McAlpine JB, Lankin DC, Burton I, Karakach T, Chen SN, Pauli GF (2014) 2D NMR barcoding and differential analysis of complex mixtures for chemical identification: the Actaea triterpenes. Anal Chem 86(8):3964–3972
241. Queiroz EW, Hostettmann K (2009) Modern approaches in the search for new lead antiparasitic compounds from higher plants. Curr Drug Targets 10(3):202–211
242. Radulovic NS, Mladenovic MZ, Stojanovic-Radic ZZ (2014) Synthesis of small libraries of natural products: new esters of long-chain alcohols from the essential oil of Scandix pecten-veneris L. (Apiaceae). Flav Fragr J 29(4):255–266
243. Rakshith D, Santosh P, Tarman K, Gurudatt DM, Satish S (2013) Dereplication strategy for antimicrobial metabolite using thin-layer chromatography-bioautography and LC–PDA–MS analysis. Jpc-J Planar Chromatogr Mod TLC 26(6):470–474
244. Ramakrishna NVS, Nadkarni SR, Bhat RG, Naker SD, Kumar E, Lal B (1999) Screening of natural product extracts for antibacterial activity: early identification and elimination of known compounds by dereplication. Indian J Chem Sect B Org Chem 38(12):1384–1387
245. Reategui R, Rhea J, Adolphson J, Waikins K, Newell R, Rabenstein J, Mocek U, Luche M, Carr G (2013) Leporizines A-C: epithiodiketopiperazines isolated from an Aspergillus species. J Nat Prod 76(9):1523–1527
246. Ritacco FV, Haltli B, Janso JE, Greenstein M, Bernan VS (2003) Dereplication of streptomyces soil isolates, and detection of specific biosynthetic genes using an automated ribotyping instrument. J Ind Microbiol Biotechnol 30(8):472–479
247. Robinson SJ, Tenney K, Yee DF, Martinez L, Media JE, Valeriote FA, van Soest RWM, Crews P (2007) Probing the bioactive constituents from chemotypes of the sponge Psammocinia aff. bulbosa. J Nat Prod 70(6):1002–1009
248. Rocha-Martin J, Harrington C, Dobson AD, WO’Gara F (2014) Emerging strategies and integrated systems microbiology technologies for biodiscovery of marine bioactive compounds. Mar Drugs 12(6):3516–3559
249. Roemer TXD, Singh SB, Parish CA, Harris G, Wang H, Davies JE, Bills GF (2011) Confronting the challenges of natural product-based antifungal discovery. Chem Biol 18(2):148–164
250. Rojas-Cherto M, Peironcely JE, Kasper PT, van der Hooft JJJ, de Vos RCH, Vreeken R, Hankemeier T, Reijmers T (2012) Metabolite identification using automated comparison of high-resolution multistage mass spectral trees. Anal Chem 84(13):5524–5534
251. Roldan C, de la Torre A, Mota S, Morales-Soto A, Menendez J, Segura-Carretero A (2013) Identification of active compounds in vegetal extracts based on correlation between activity and HPLC–MS data. Food Chem 136(2):392–399
252. Sahu R, Dewanjee S, Dua TK, Gangopadhyay M, Das AK, Dey SP (2012) Dereplication coupled with in vitro antioxidant assay of two flavonoid glycosides from Diospyros peregrina fruit. Nat Prod Res 26(5):454–459
253. Samat N, Tan PJ, Shaari K, Abas F, Lee HB (2014) Prioritization of natural extracts by LC–MS–PCA for the identification of new photosensitizers for photodynamic therapy. Anal Chem 86(3):1324–1331
254. Sandiford SK (2014) Advances in the arsenal of tools available enabling the discovery of novel lantibiotics with therapeutic potential. Exp Opin Drug Discov 9(3):283–297
255. Sarker SD, Nahar L (2012) Hyphenated techniques and their applications in natural products analysis. Met Mol Biol 864:301–340
256. Sashidhara KV, Rosaiah JN (2007) Various dereplication strategies using LC–MS for rapid natural product lead identification and drug discovery. Nat Prod Commun 2(2):193–202
257. Schenk T, Appels N, van Elswijk DA, Irth H, Tjaden UR, van der Greef J (2003a) A generic assay for phosphate-consuming or releasing enzymes coupled on-line to liquid chromatography for lead finding in natural products. Anal Biochem 316(1):118–126
258. Schenk T, Breel J, Koevoets P, van den Berg S, Hogenboom AC, Irth H, Tjaden UR, van der Greef J (2003b) Screening of natural products extracts for the presence of phosphodiesterase inhibitors using liquid chromatography coupled online to parallel biochemical detection and chemical characterization. J Biomol Screen 8(4):421–429
259. Schobel U, Frenay M, Van Elswijk DA, McAndrews JM, Long KR, Olson LM, Bobzin SC, Irth H (2001) High resolution screening of plant natural product extracts for estrogen receptor alpha and beta binding activity using an online HPLC–MS biochemical detection system. J Biomol Screen 6(5):291–303
260. Scio E, Ribeiro A, Alves TMA, Romanha AJ, Shin YG, Cordell GA, Zani CL (2003) New bioactive coumarins from Kielmeyera albopunctata. J Nat Prod 66(5):634–637
261. Seiber JN, Molyneux RJ, Schieberle P (2014) Targeted metabolomics: a new section in the J of agricultural and food chem. J Agric Food Chem 62(1):22–23
262. Seo EK, Lee D, Shin YG, Chai HB, Navarro HA, Kardono LBS, Rahman I, Cordell GA, Farnsworth NR, Pezzuto JM, Kinghorn AD, Wani MC, Wall ME (2003) Bioactive prenylated flavonoids from the stem bark of Artocarpus kemando. Arch Pharm Res 26(2):124–127
263. Sheffield C, Andrews K, Harvey R, Crippen T, Nisbet D (2006) Dereplication by automated ribotyping of a competitive exclusion culture bacterial isolate library. J Food Prot 69(1):228–232
264. Sheridan H, Krenn L, Jiang RW, Sutherland I, Ignatova S, Marmann A, Liang XM, Sendker J (2012) The potential of metabolic fingerprinting as a tool for the modernisation of TCM preparations. J Ethnopharmacol 140(3):482–491
265. Shin YG, van Breemen RB (2001) Analysis and screening of combinatorial libraries using mass spectrometry. Biopharm Drug Dispos 22(7–8):353–372
266. Shin YG, Cordell GA, Dong Y, Pezzuto JM, Rao A, Ramesh M, Kumar BR, Radhakishan M (1999) Rapid identification of cytotoxic alkenyl catechols in Semecarpus anacardium using bioassay-linked high performance liquid chromatography-electrospray/mass spectrometric analysis. Phytochem Anal 10(4):208–212
267. Short DPG, O’Donnell K, Thrane U, Nielsen KF, Zhang N, Juba JH, Geiser DM (2013) Phylogenetic relationships among members of the Fusarium solani species complex in human infections and the descriptions of F. keratoplasticum sp nov and F. petroliphilum stat. nov. Fungal Gen Biol 53:59–70
268. Silva MM, Bergamasco J, Lira SP, Lopes NP, Hajdu E, Peixinho S, Berlinck RGS (2010) Dereplication of bromotyrosine-derived metabolites by LC–PDA–MS and analysis of the chemical profile of 14 aplysina sponge specimens from the Brazilian coastline. Aust J Chem 63(6):886–894
269. Silver LL (2006) Natural product screening for antibacterial agents. In: Proceedings of the first international symposium on natural preservatives in food systems. HavkinFrenkel D, Frenkel C and Dudai N: 115–123
270. Singh MP (2006) Rapid test for distinguishing membrane-active antibacterial agents. J Microbiol Met 67(1):125–130
271. Singh MP (2009) Application of biolog FF microplate for substrate utilization and metabolite profiling of closely related fungi. J Microbiol Met 77(1):102–108
272. Singh SB, Zhang CW, Zink DL, Herath K, Ondeyka J, Masurekar P, Jayasuriya H, Goetz MA, Tormo JR, Vicente F, Martin J, Gonzalez I, Genilloud O (2013) Occurrence, distribution, dereplication and efficient discovery of thiazolyl peptides by sensitive-resistant pair screening. J Antibiot 66(10):599–607
273. Singh N, Ravichandran S, Spelman K, Fugmann SD, Moaddel R (2014) The identification of a novel SIRT6 modulator from Trigonella foenum-graecum using ligand fishing with protein coated magnetic beads. J Chromatogr B 968:105–111
274. Sladic G, Urukalo M, Kirn M, Lesnik U, Magdevska V, Benicki N, Pelko M, Gasparic A, Raspor P, Polak T, Fujs S, Hoskisson PA, Petkovic H (2014) Identification of lipstatin-producing ability in streptomyces virginiae CBS 314.55 using dereplication approach. Food Technol Biotechnol 52(3):276–284
275. Smyth TJP, Ramachandran V, Brooks P, Smyth WF (2012a) Investigation of antibacterial phytochemicals in the bark and leaves of Ficus coronata by high-performance liquid chromatography-electrospray ionization-ion trap mass spectrometry (HPLC–ESI–MSn) and ESI–MSn. Electrophoresis 33(4):713–718
276. Smyth WF, Smyth TJP, Ramachandran VN, O’Donnell F, Brooks P (2012b) Dereplication of phytochemicals in plants by LC–ESI–MS and ESI–MSn. Trac-Trends Anal Chem 33:46–54
277. Solieri L, Bianchi A, Giudici P (2012) Inventory of non starter lactic acid bacteria from ripened Parmigiano Reggiano cheese as assessed by a culture dependent multiphasic approach. Syst Appl Microbiol 35(4):270–277
278. Staerk D, Kesting JR, Sairafianpour M, Witt M, Asili J, Emami SA, Jaroszewski JW (2009) Accelerated dereplication of crude extracts using HPLC–PDA–MS–SPE–NMR: quinolinone alkaloids of Haplophyllum acutifolium. Phytochem 70(8):1055–1061
279. Stafsnes MH, Dybwad M, Brunsvik A, Bruheim P (2013) Large scale MALDI-TOF MS based taxa identification to identify novel pigment producers in a marine bacterial culture collection. Antonie Van Leeuwenhoek Int J Gen Mol Microbiol 103(3):603–615
280. Stavri M, Schneider R, O’Donnell G, Lechner D, Bucar F, Gibbons S (2004) The antimycobacterial components of hops (Humulus lupulus) and their dereplication. Phytother Res 18(9):774–776
281. Stefanowicz P, Prasain JK, Yeboah KF, Konishi Y (2001) Detection and partial structure elucidation of basic taxoids from Taxus wallichiana by electrospray ionization tandem mass spectrometry. Anal Chem 73(15):3583–3589
282. Steinbeck C (2004) Recent developments in automated structure elucidation of natural products. Nat Prod Rep 21(4):512–518
283. Stessman CC, Ebel R, Corvino AJ, Crews P (2002) Employing dereplication and gradient 1D NMR methods to rapidly characterize sponge-derived sesterterpenes. J Nat Prod 65(8):1183–1186
284. Stets MI, Pinto AS, Huergo LF, de Souza EM, Guimaraes VF, Alves AC, Steffens MBR, Monteiro RA, Pedrosa FD, Cruz LM (2013) Rapid identification of bacterial isolates from wheat roots by high resolution whole cell MALDI-TOF MS analysis. J Biotechnol 165(3–4):167–174
285. Stintzing FC, Kugler F, Carle R, Conrad J (2006) First C-13-NMR assignments of betaxanthins. Helv Chim Acta 89(5):1008–1016
286. Strege MA (1999) High-performance liquid chromatographic electrospray ionization mass spectrometric analyses for the integration of natural products with modern high-throughput screening. J Chromatogr B 725(1):67–78
287. Strobel GA (2002) Useful products from rainforest microorganisms. Part 2. Unique bioactive molecules from endophytes. Agro Food Ind Hi-Tech 13(3):12–17
288. Su BN, Jones WP, Cuendet M, Kardono LBS, Ismail R, Riswan S, Fong HHS, Farnsworth NR, Pezzuto JM, Kinghorn AD (2004) Constituents of the stems of macrococculus pomiferus and their inhibitory activities against cyclooxygenases-1 and -2. Phytochemistry 65(21):2861–2866
289. Sultan S, Sun L, Blunt JW, Cole ALJ, Munro MHG, Ramasamy K, Weber JFF (2014) Evolving trends in the dereplication of natural product extracts. 3: further lasiodiplodins from Lasiodiplodia theobromae, an endophyte from Mapania kurzii. Tetrahed Lett 55(2):453–455
290. Sumner LW, Amberg A, Barrett D, Beale MH, Beger R, Daykin CA, Fan TWM, Fiehn O, Goodacre R, Griffin JL et al (2007) Proposed minimum reporting standards for chemical analysis. Metabolomics 3(3):211–221
291. Sy-Cordero AA, Graf TN, Wani MC, Kroll DJ, Pearce CJ, Oberlies NH (2010) Dereplication of macrocyclic trichothecenes from extracts of filamentous fungi through UV and NMR profiles. J Antibiot 63(9):539–544
292. Tan PJ, Ong CY, Danial A, Yusof HM, Neoh BK, Lee HB (2011) Cyclic tetrapyrrolic photosensitisers from the leaves of Phaeanthus ophthalmicus. Chem Cent J 5(1):32
293. Tan PJ, Appleton DR, Mustafa MR, Lee HB (2012) Rapid identification of cyclic Tetrapyrrolic photosensitisers for photodynamic therapy using on-line hyphenated LC–PDA–MS coupled with photo-cytotoxicity assay. Phytochem Anal 23(1):52–59
294. Tatsis EC, Boeren S, Exarchou V, Troganis AN, Vervoort J, Gerothanassis IP (2007) Identification of the major constituents of hypericum perforatum by LC/SPE/NMR and/or LC/MS. PhytoChem 68(3):383–393
295. Tawfike AV, Edrada-Ebel R (2013) Metabolomics and dereplication strategies in natural products. In: Roessner U, Dias DA (eds) Metabolomics tools for natural product discovery: methods and protocols: methods in molecular biology. Humana Press, New York, NY, pp 227–244
296. Tchoumtchoua J, Njamen D, Mbanya JC, Skaltsounis AL, Halabalaki M (2013) Structure-oriented UHPLC–LTQ Orbitrap-based approach as a dereplication strategy for the identification of isoflavonoids from Amphimas pterocarpoides crude extract. J Mass Spectrom 48(5):561–575
297. Timmers M, Urban S (2011) On-line (HPLC–NMR) and off-line phytochemical profiling of the Australian plant, Lasiopetalum macrophyllum. Nat Prod Com 6(11):1605–1616
298. Timmers M, Urban S (2012) On-line (HPLC–NMR) and off-line phytochemical profiling of the Australian plant, Lasiopetalum macrophyllum. Nat Prod Commun 7(5):551–560
299. Urban S, Timmers M (2013) HPLC–NMR chemical profiling and dereplication studies of the marine brown alga, Cystophora torulosa. Nat Prod Commun 8(6):715–719
300. Uruena C, Cifuentes C, Castaneda D, Arango A, Kaur P, Asea A, Fiorentino S (2008) Petiveria alliacea extracts uses multiple mechanisms to inhibit growth of human and mouse tumoral cells. BMC Complement Alt Med 8(1):60
301. Valli M, dos Santos RN, Figueira LD, Nakajima CH, Castro-Gamboa I, Andricopulo AD, Bolzani VS (2013) Development of a natural products database from the biodiversity of Brazil. J Nat Prod 76(3):439–444
302. van der Hooft JJJ, de Vos RCH, Ridder L, Vervoort J, Bino RJ (2013) Structural elucidation of low abundant metabolites in complex sample matrices. Metabolomics 9(5):1009–1018
303. van Elswijk DA, Schobel UP, Lansky EP, Irth H, van der Greef J (2004) Rapid dereplication of estrogenic compounds in pomegranate (Punica granatum) using on-line biochemical detection coupled to mass spectrometry. Phytochem 65(2):233–241
304. Vansteelandt M, Kerzaon I, Blanchet E, Tankoua OF, Du Pont TR, Joubert Y, Monteau F, Le Bizec B, Frisvad JC, Pouchus YF, Grovel O (2012) Patulin and secondary metabolite production by marine-derived Penicillium strains. Fungal Biol 116(9):954–961
305. Viegelmann C, Margassery LM, Kennedy J, Zhang T, O’Brien C, O’Gara F, Morrissey JP, Dobson AD, WEdrada-Ebel R (2014) Metabolomic profiling and genomic study of a marine sponge-associated Streptomyces sp. Mar Drugs 12(6):3323–3351
306. Vynne NG, Mansson M, Gram L (2012) Gene sequence based clustering assists in dereplication of pseudoalteromonas luteoviolacea strains with identical inhibitory activity and antibiotic production. Mar Drugs 10(8):1729–1740
307. Wagner H (2011) Synergy research: approaching a new generation of phytopharmaceuticals. Fitoterapia 82(1):34–37
308. Wang Y, Fan XH, Qu HB, Gao XM, Cheng YY (2012) Strategies and techniques for multi-component drug design from medicinal herbs and traditional Chinese medicine. Curr Top Med Chem 12(12):1356–1362
309. Waridel P, Wolfender JL, Ndjoko K, Hobby KR, Major HJ, Hostettmann K (2001) Evaluation of quadrupole time-of-flight tandem mass spectrometry and ion-trap multiple-stage mass spectrometry for the differentiation of C-glycosidic flavonoid isomers. J Chromatogr A 926(1):29–41
310. Waridel P, Wolfender JL, Lachavanne JB, Hostettmann K (2004) Identification of the polar constituents of Potamogeton species by HPLC–UV with post-column derivatization, HPLGMS(n) and HPLC–NMR, and isolation of a new ent-labdane diglycoside. Phytochem 65(16):2401–2410
311. Williams RB, Martin SM, Hu JF, Garo E, Rice SM, Norman VL, Lawrence JA, Hough GW, Goering MG, O’Neil-Johnson M, Eldridge GR, Starks CM (2012a) Isolation of apoptosis-inducing stilbenoids from four members of the orchidaceae family. Planta Med 78(2):160–165
312. Williams RB, Martin SM, Hu JF, Norman VL, Goering MG, Loss S, O’Neil-Johnson M, Eldridge GR, Starks CM (2012b) Cytotoxic and antibacterial beilschmiedic acids from a gabonese species of beilschmiedia. J Nat Prod 75(7):1319–1325
313. Williamson RT, Chapin EL, Carr AW, Gilbert JR, Graupner PR, Lewer P, McKamey P, Carney JR, Gerwick WH (2000) New diffusion-edited NMR experiments to expedite the dereplication of known compounds from natural product mixtures. Org Lett 2(3):289–292
314. Winnikoff JR, Glukhov E, Watrous J, Dorrestein PC, Gerwick WH (2014) Quantitative molecular networking to profile marine cyanobacteria metabolomes. J Antibiot 67(1):105–112
315. Wolf D, Siems K (2007) Burning the hay to find the needle data mining strategies in natural product dereplication. Chimia 61(6):339–345
316. Wolfender JL (2009) HPLC in natural product analysis: the detection issue. Planta Med 75(7):719–734
317. Wolfender JL, Terreaux C, Hostettmann K (2000a) The importance of LC–MS and LC–NMR in the discovery of new lead compounds from plants. Pharm Biol 38:41–54
318. Wolfender JL, Waridel P, Ndjoko K, Hobby KR, Major HJ, Hostettmann K (2000b) Evaluation of Q-TOF–MS/MS and multiple stage IT-MSn for the dereplication of flavonoids and related compounds in crude plant extracts. Analusis 28(10):895–906A
319. Wolfender JL, Ndjoko K, Hostettmann K (2001) The potential of LC–NMR in phytochemical analysis. Phytochem Anal 12(1):2–22
320. Wolfender JL, Ndjoko K, Hostettmann K (2003) Liquid chromatography with ultraviolet absorbance-mass spectrometric detection and with nuclear magnetic resonance spectroscopy: a powerful combination for the on-line structural investigation of plant metabolites. J Chromatogr A 1000(1–2):437–455
321. Wolfender JL, Queiroz EF, Hostettmann K (2005) PhytoChem in the microgram domain—a LC–NMR perspective. Magn Res Chem 43(9):697–709
322. Wolfender JL, Queiroz EF, Hostettmann K (2006) The importance of hyphenated techniques in the discovery of new lead compounds from nature. Exp Opin Drug Discov 1(3):237–260
323. Wolfender J, Eugster P, Guillarme D, Kratou H, Glauser G, Martel S, Rudaz S, Carrupt P (2010a) Potential of UHPLC for crude plant extract analysis: profiling, dereplication and metabolomics. Planta Med 76(12):1178
324. Wolfender JL, Marti G, Queiroz EF (2010b) Advances in techniques for profiling crude extracts and for the rapid identification of natural products: dereplication, quality control and metabolomics. Curr Org Chem 14(16):1808–1832
325. Wong WR, Oliver AG, Linington RG (2013) Development of antibiotic activity profile screening for the classification and discovery of natural product antibiotics. Chem Biol 19(11):1483–1495
326. Xie PF, Ma M, Rateb ME, Shaaban KA, Yu ZG, Huang SX, Zhao LX, Zhu XC, Yan YJ, Peterson RM, Lohman JR, Yang D, Yin M, Rudolf JD, Jiang Y, Duan YW, Shen B (2014) Biosynthetic potential-based strain prioritization for natural product discovery: a showcase for diterpenoid-producing actinomycetes. J Nat Prod 77(2):377–387
327. Yang JY, Sanchez LM, Rath CM, Liu XT, Boudreau PD, Bruns N, Glukhov E, Wodtke A, de Felicio R, Fenner A et al (2013) J Nat Prod 76(9):1686–1699
328. Yang J, Liang Q, Wang M, Jeffries C, Smithson D, Tu Y, Boulos N, Jacob MR, Shelat AA, Wu YS, Ravu RR, Gilbertson R, Avery MA, Khan IA, Walker LA, Guy RK, Li XC (2014) UPLC–MS–ELSD–PDA as a powerful dereplication tool to facilitate compound identification from small-molecule natural product libraries. J Nat Prod 77(4):902–909
329. Yim SH, Kim HJ, Jeong N, Park KD, Lee YJ, Cho SD, Lee IS (2012) Structure-guided identification of novel phenolic and phenolic amide allosides from the rhizomes of Cimicifuga heracleifolia. Bull Korean Chem Soc 33(4):1253–1258
330. Yona M, Lalande-Martin J, Harrisa T, Tea I, Giraudeau P, Frydman L (2015) 13C NMR detection of metabolic mixtures enhanced by dynamic nuclear polarization. Sci Jet 4(82):1–7
331. Yu YN, Breitbart M, McNairnie P, Rohwer F (2006) FastGroupII: a web-based bioinformatics platform for analyses of large 16S rDNA libraries. BMC Bioinform 7(1):57
332. Yuliana ND, Khatib A, Verpoorte R, Choi YH (2011) Comprehensive extraction method integrated with NMR metabolomics: a new bioactivity screening method for plants, adenosine A1 receptor binding compounds in Orthosiphon stamineus benth. Anal Chem 83(17):6902–6906
333. Yuliana ND, Jahangir M, Verpoorte R, Choi YH (2013) Metabolomics for the rapid dereplication of bioactive compounds from natural sources. PhytoChem Rev 12(2):293–304
334. Zerikly M, Challis GL (2009) Strategies for the discovery of new natural products by genome mining. ChemBioChem 10:625–633
335. Zhang AH, Sun H, Wang P, Han Y, Wang XJ (2012) Modern analytical techniques in metabolomics analysis. Analyst 137(2):293–300
336. Zhang T, Omar R, Siheri W, Al Mutairi S, Clements C, Fearnley J, Edrada-Ebel R, Watson D (2014) Chromatographic analysis with different detectors in the chemical characterisation and dereplication of African propolis. Talanta 120:181–190
337. Zhao HJ, Kassama Y, Young M, Kell DB, Goodacre R (2004) Differentiation of Micromonospora isolates from a coastal sediment in wales on the basis of Fourier transform infrared spectroscopy, 16S rRNA sequence analysis, and the amplified fragment length polymorphism technique. Appl Env Microbiol 70(11):6619–6627
338. Zhao LX, Huang SX, Tang SK, Jiang CL, Duan YW, Beutler JA, Henrich CJ, McMahon JB, Schmid T, Blees JS, Colburn NH, Rajski SR, Shen B (2011) Actinopolysporins A-C and Tubercidin as a Pdcd4 Stabilizer from the Halophilic Actinomycete Actinopolyspora erythraea YIM 90600. J Nat Prod 74(9):1990–1995
339. Zhou SL, Hamburger M (1996) Application of liquid chromatography atmospheric pressure ionization mass spectrometry in natural product analysis—evaluation and optimization of electrospray and heated nebulizer interfaces. J Chromatogr A 755(2):189–204
340. Zhou Y, Han QB, Song JZ, Qiao CFXuHX (2008) Characterization of polyprenylated xanthones in Garcinia xipshuanbannaensis using liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J Chromatogr A 1206(2):131–139
341. Zschocke S, Klaiber I, Bauer R, Vogler B (2005) HPLC-coupled spectroscopic techniques (UV, MS, NMR) for the structure elucidation of phthalides in Ligusticum chuanxiong. Mol Divers 9(1–3):33–39