Targeted natural products discovery from marine cyanobacteria using combined phylogenetic and mass spectrometric evaluation

Journal of Natural Products

Volumn 78, Issue 3, 2015, Pages 486-492

  Salvador Reyes, Lilibeth A ^a,b   Engene, Niclas ^c,d   Paul, Valerie J ^c   Luesch, Hendrik ^a  

^a UNIVERSITY OF FLORIDA   (United States)

^b University of the Philippines Diliman   (Philippines)

^c SMITHSONIAN MARINE STATION   (United States)

^d FLORIDA INTERNATIONAL UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOTOXIN; DOLASTATIN 10; DRUG METABOLITE; LARGAZOLE; NATURAL PRODUCT; SYMPLOSTATIN 1; UNCLASSIFIED DRUG; BIOLOGICAL PRODUCT; DEPSIPEPTIDE; THIAZOLE DERIVATIVE;

ANALYTIC METHOD; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; COMBINATORIAL CHEMISTRY; CONTROLLED STUDY; CYANOBACTERIUM; DRUG POTENCY; DRUG SCREENING; HCT116 CELL LINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; MARINE BACTERIUM; MASS SPECTROMETRY; NONHUMAN; PHYLOGENY; STRUCTURE ACTIVITY RELATION; CHEMICAL STRUCTURE; CHEMISTRY; COLONIC NEOPLASMS; ISOLATION AND PURIFICATION; MARINE BIOLOGY; NUCLEAR MAGNETIC RESONANCE;

CYANOBACTERIA;

BIOLOGICAL PRODUCTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COLONIC NEOPLASMS; CYANOBACTERIA; CYTOTOXINS; DEPSIPEPTIDES; HCT116 CELLS; HUMANS; MARINE BIOLOGY; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHYLOGENY; THIAZOLES;

EID: 84925949670     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np500931q     Document Type: Article

References (44)

1. Tan, L. T. Phytochemistry 2007, 68, 954-979.
2. Tan, L. T. J. Appl. Phycol. 2010, 22, 659-676
3. Salvador-Reyes, L. A.; Luesch, H. Nat. Prod. Rep. 2015, Epub Jan 9, DOI: 10.1039/C4NP00104D.
4. Pettit, G. R.; Kamano, Y.; Herald, C. L.; Dufresne, C.; Cerny, R. L.; Herald, D. L.; Schmidt, J. M.; Kizu, H. J. Am. Chem. Soc. 1989, 111, 5015-5017
5. Harrigan, G. G.; Luesch, H.; Yoshida, W. Y.; Moore, R. E.; Nagle, D. G.; Paul, V. J.; Mooberry, S. L.; Corbett, T. H.; Valeriote, F. A. J. Nat. Prod. 1998, 61, 1075-1077
6. Luesch, H.; Yoshida, W. Y.; Moore, R. E.; Paul, V. J.; Mooberry, S. L.; Corbett, T. H. J. Nat. Prod. 2002, 65, 16-20
7. Taori, K.; Liu, Y.; Paul, V. J.; Luesch, H. ChemBioChem 2009, 10, 1634-1639
8. Horgen, F. D.; Kazmierski, E. B.; Westenburg, H. E.; Yoshida, W. Y.; Scheuer, P. J. J. Nat. Prod. 2002, 65, 487-491
9. Simmons, T. L.; McPhail, K. L.; Ortega-Barria, E.; Mooberry, S. L.; Gerwick, W. H. Tetrahedron Lett. 2006, 47, 3387-3390
10. Mooberry, S. L.; Leal, R. M.; Tinley, T. L.; Luesch, H.; Moore, R. E.; Corbett, T. H. Int. J. Cancer 2003, 104, 512-521
11. Senter, P. D.; Sievers, E. L. Nat. Biotechnol. 2012, 30, 631-637
12. Taori, K.; Paul, V. J.; Luesch, H. J. Am. Chem. Soc. 2008, 130, 1806-1807
13. Ying, Y.; Taori, K.; Kim, H.; Hong, J.; Luesch, H. J. Am. Chem. Soc. 2008, 130, 8455-8459
14. Engene, N.; Gunasekera, S. P.; Gerwick, W. H.; Paul, V. J. Appl. Environ. Microbiol. 2013, 79, 1882-1888
15. Engene, N.; Paul, V.; Byrum, T.; Gerwick, W. H.; Thor, A.; Ellisman, M. H. J. Phycol. 2013, 49, 1095-1106
16. Engene, N.; Choi, H.; Esquenazi, E.; Rottacker, E. C.; Ellisman, M. H.; Dorrestein, P. C.; Gerwick, W. H. Environ. Microbiol. 2011, 13, 1601-1610
17. Beutler, J. A.; Alvarado, A. B.; Shaufelberger, D.; Andrews, P.; McCloud, T. G. J. Nat. Prod. 1990, 53, 867-874
18. Erhard, M.; von Dohren, H.; Jungblut, P. Nat. Biotechnol. 1997, 15, 906-909
19. Esquenazi, E.; Coates, C.; Simmons, L.; Gonzalez, D.; Gerwick, W. H.; Dorrestein, P. C. Mol. BioSyst. 2008, 4, 562-570
20. Ng, J.; Bandeira, N.; Liu, W.; Ghassemian, M.; Simmons, T. L.; Gerwick, W. H.; Linington, R. G.; Dorrestein, P. C.; Pevzner, P. A. Nat. Methods 2009, 6, 596-600
21. Salvador, L. A.; Biggs, J. S.; Paul, V. J.; Luesch, H. J. Nat. Prod. 2011, 74, 917-927
22. Salvador, L. A.; Taori, K.; Biggs, J. S.; Jakoncic, J.; Ostrov, D. A.; Paul, V. J.; Luesch, H. J. Med. Chem. 2013, 56, 1276-1290
23. Salvador, L. A.; Paul, V. J.; Luesch, H. J. Nat. Prod. 2010, 73, 1606-1609
24. Salvador, L. A.; Luesch, H. In Natural Products and Cancer Drug Discovery; Series: Cancer Drug Discovery and Development; Koehn, F. E., Ed.; Springer: New York, 2013; Chapter 4, pp 59-94.
25. Richon, V. M.; Garcia-Vargas, J.; Hardwick, J. S. Cancer Lett. 2009, 280, 201-210
26. Kano, Y.; Akutsu, M.; Tsunoda, S.; Izumi, T.; Kobayashi, H.; Mano, H.; Furukawa, Y. Invest. New Drugs 2006, 25, 31-40
27. Berenbaum, M. C. Pharmacol. Rev. 1989, 41, 93-141
28. Fitzgerald, J. B.; Schoeberl, B.; Nielsen, U. B.; Sorger, P. K. Nat. Chem. Biol. 2006, 9, 458-466
29. Bonnard, I.; Rolland, M.; Salmon, J.; Debiton, E.; Barthomeuf, C.; Banaigs, B. J. Med. Chem. 2007, 50, 1266-1279
30. Frankmölle, W. P.; Knübel, G.; Moore, R. E.; Patterson, G. M. L. J. Antibiot. 1992, 45, 1458-1466
31. Geitler, L. In Kryptogamen-Flora von Deutschland, Österreich und der Schweiz, Rabenhorst, L., Ed.; Akademischer Verlag: Leipzig, 1932; pp 1027-1068.
32. Castenholz, R. W.; Rippka, R.; Herdman, M. In Bergeys Manual of Systematic Bacteriology; Boone, D. R.; Castenholz, R. W., Eds.; Springer: New York, 2001; Vol. 1, pp 473-599.
33. Komárek, J.; Anagnostidis, K. In Süßwasserflora von Mitteleuropa; Büdel, B.; Gärtner, G.; Krienitz, L.; Schagerl, M., Eds.; Gustav Fischer: Jena, 2005; 19/2.
34. Littler, D. S.; Littler, M. M. In Caribbean Reef Plants; Offshore Graphics: Washington, DC, 2000.
35. Nübel, U.; Garcia-Pichel, F.; Muyzer, G. Appl. Environ. Microbiol. 1997, 63, 3327-3332
36. Ashelford, K. E.; Chuzhanova, N. A.; Fry, J. C.; Jones, A. J.; Weightman, A. Appl. Environ. Microbiol. 2005, 71, 7724-7736
37. Komárek, J.; Hauer, T. (2011. CyanoDB.cz-Online database of cyanobacterial genera, World-wide electronic publication; Univ. of South Bohemia & Inst. of Botany AS CR, http://www.cyanodb.cz.
38. Guiry, M. D. In AlgaeBase, World-wide electronic publication; Guiry, M. D.; Guiry, G. M., Eds.; National University of Ireland: Galway, 2013; http://www.algaebase.org.
39. Edgar, R. C. Nucleic Acids Res. 2004, 32, 1792-1797
40. Cannone, J. J.; Subramanin, S.; Schnare, M. N.; Collett, J. R.; DSouza, L. M.; Du, Y.; Feng, B.; Lin, N.; Madabusi, L. V.; Muller, K. M.; Pande, N.; Schang, Z.; Yu, N.; Gutell, R. R. BMC Bioinf. 2002, 3, 1471-2105
41. Tamura, K.; Peterson, D.; Peterson, N.; Stecher, G.; Nei, M.; Kumar, S. Mol. Biol. Evol. 2011, 28, 2731-2739
42. Posada, D. Mol. Biol. Evol. 2008, 25, 1253-1256
43. Guindon, S.; Gascuel, O. Syst. Biol. 2003, 52, 696-704
44. Ronquist, F.; Huelsenbeck, J. P. Bioinformatics (Oxford) 2003, 19, 1572-1574