Evaluation of the bioactivities of extracts of endophytes isolated from Taiwanese herbal plants

World Journal of Microbiology and Biotechnology

Volumn 25, Issue 8, 2009, Pages 1461-1469

  Hsieh, Pei Wen ^a,b   Hsu, Li Chi ^b   Lai, Chern Hsiung ^b   Wu, Chin Chung ^b   Hwang, Tsong Long ^a   Lin, Yin Ku ^c,d   Wu, Yang Chang ^b  

^a CHANG GUNG UNIVERSITY COLLEGE OF MEDICINE   (Taiwan)

^b KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

^c CHANG GUNG UNIVERSITY   (Taiwan)

^d CHANG GUNG MEMORIAL HOSPITAL   (Taiwan)

Author keywords

Anti platelet aggregation; Cytotoxicity; Endophytes; Neutrophil superoxide anion generation inhibition

Indexed keywords

ANTI-INFLAMMATORY ACTIVITY; ANTI-PLATELET AGGREGATION; BIOLOGICAL ACTIVITIES; CYCLIC PEPTIDES; DAIDZEIN; ENDOPHYTES; GENISTEIN; HERBAL PLANTS; HUMAN NEUTROPHIL; INHIBITORY EFFECT; ISOFLAVONES; L-PHENYLALANINE; LUMICHROME; NEUTROPHIL SUPEROXIDE ANION GENERATION INHIBITION; PANTOEA AGGLOMERANS; PLATELET AGGREGATION; RAHNELLA AQUATILIS; RESEARCH AND DEVELOPMENT; SUPEROXIDE ANIONS;

AMINES; AMINO ACIDS; BIOACTIVITY; BIOASSAY; CYTOTOXICITY; IONS; LEAD COMPOUNDS; OXYGEN; PEPTIDES;

BLOOD SUBSTITUTES;

PANTOEA AGGLOMERANS; PENICILLIUM; PENICILLIUM PAXILLI; RAHNELLA AQUATILIS;

EID: 70349334138     PISSN: 09593993     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11274-009-0036-0     Document Type: Article

References (63)

1. Achouak W, Pages JM, De Mot R, Molle G, Heulin T (1998) A major outer membrane protein of Rahnella aquatilis functions as a porin and root adhesin. J Bacteriol 180:909-913
2. Aken BV, Peres CM, Doty SL, Yoon JM, Schnoor JL (2004) Methylobacterium populi sp. nov., a novel aerobic, pink-pigmented, facultatively methylotrophic, methane-utilizing bacterium isolated from poplar trees (Populus deltoids × nigra DN34). Int J Syst Evol Microbiol 54:1191-1196. doi:10.1099/ijs.0.02796-0
3. Bertrand H, Plassard C, Pinochet X, Touraine B, Normand P, Cleyet-Marel JC (2000) Stimulation of the ionic transport system in Brassica napus by a plant growth-promoting rhizobacterium (Achromobacter sp.). Can J Microbiol 46:229-236. doi:10.1139/cjm-46-3-229
4. Brady SF, Clardy J (2000) CR377, a new pentaketide antifungal agent isolated from an endophytic fungus. J Nat Prod 63:1447-1448. doi:10.1021/np990568p
5. Chang CI, Kuo CC, Chang JY, Kuo YH (2004) Three new oleanane-type triterpenes from Ludwigia octovalvis with cytotoxic activity against two human cancer cell lines. J Nat Prod 67:91-93. doi:10.1021/np030267m
6. Chang HL, Chang FR, Chen JS, Wang HP, Wu YH, Wang CC, Wu YC, Hwang TL (2008) Inhibitory effects of 16-hydroxycleroda-3, 13(14)E-dien-15-oic acid on superoxide anion and elastase release in human neutrophils through multiple mechanisms. Eur J Pharmacol 586:332-339. doi:10.1016/j.ejphar.2008.02.041
7. Chen YL, Lan YH, Hsieh PW, Wu CC, Chen SL, Yen CT, Chang FR, Hung WC, Wu YC (2008) Bioactive membrane diterpenoids of Anisomeles indica. J Nat Prod 71:1207-1212. doi:10.1021/np800147z
8. Chiang LC, Ng LT, Chiang W, Chang MY, Lin CC (2003) Immunomodulatory activities of flavonoids, monoterpenoids, triterpenoids, iridoid glycosides and phenolic compounds of Plantago species. Planta Med 69:600-604. doi:10.1055/s-2003-41113
9. Cho KM, Hong SY, Lee SM, Kim YH, Kahng GG, Lim YP, Kim H, Yun HD (2007) Endophytic bacterial communities in ginseng and their antifungal activity against pathogens. Microb Ecol 54:341-351. doi:10.1007/s00248-007-9208-3
10. Choi SY, Jung SH, Lee HS, Park KW, Yun BS, Lee KW (2008) Glycation inhibitory activity and the identification of an active compound in Plantago asiatica extract. Phytother Res 22:323-329. doi:10.1002/ptr.2316
11. Davis RA, Longden J, Avery VM, Healy PC (2008) The isolation, structure determination and cytotoxicity of the new fungal metabolite, trichodermamide C. Bioorg Med Chem Lett 18:2836-2839. doi:10.1016/j.bmcl.2008.03.090
12. Eyberger AL, Dondapati R, Porter JR (2006) Endophyte fungal isolates from Podophyllum peltatum produce podophyllotoxin. J Nat Prod 69:1121-1124. doi:10.1021/np060174f
13. Ferreres F, Pereira DM, Valentão P, Andrade PB, Seabra RM, Sottomayor M (2008) New phenolic compounds and antioxidant potential of Catharanthus roseus. J Agric Food Chem 56:9967-9974. doi:10.1021/jf8022723
14. Ge HM, Shen Y, Zhu CH, Tan SH, Ding H, Song YC, Tan RX (2008) Penicidones A-C, three cytotoxic alkaloidal metabolites of an endophytic Penicillium sp. Phytochemistry 69:571-576. doi:10.1016/j.phytochem.2007.07.014
15. Gopalakrishnan C, Dhananjayan R, Kameswaran L (1976) Studies on the pharmacological actions of Cardiospermum halicacabum. Indian J Physiol Pharmacol 20:203-206
16. Guimaraes DO, Borges WS, Kawano CY, Ribeiro PH, Goldman GH, Nomizo A, Thiemann OH, Oliva G, Lopes NP, Pupo MT (2008) Biological activities from extracts of endophytic fugi isolated from Viguiera arenaria and Tithonia diversifolia. FEMS Immunol Med Microbiol 52:134-144
17. Gunatilaka AAL (2006) Natural products from plant-associated microorganisms: distribution, structural diversity, bioactivity, and implications of their occurrence. J Nat Prod 69:509-526. doi:10.1021/np058128n
18. Hashidoko Y (2005) Ecochemical studies of interrelationships between epiphytic bacteria and host plants via secondary metabolites. Biosci Biotechnol Biochem 69:1427-1441. doi:10.1271/bbb.69.1427
19. Hiraishi A, Furuhata K, Matsumoto A, Koike KA, Fukuyama M, Tabuchi K (1995) Phenotypic and genetic diversity of chlorine-resistant Methylobacterium strains isolated from various environments. Appl Environ Microbiol 61:2099-2107
20. Hsieh PW, Chang FR, Wu CC, Wu KY, Li CM, Chen SL, Wu YC (2004) New cytotoxic cyclic-peptides and dianthramide from Dianthus superbus. J Nat Prod 67:1522-1527. doi:10.1021/np040036v
21. Hsieh PW, Hwang TL, Wu CC, Chiang SZ, Wu CI, Wu YC (2007) The evaluation and structure activities relationships of 2-Benzoylamino-Benzoic esters and their analogues as anti-inflammatory and anti-platelet aggregation agents. Bioorg Med Chem Lett 17:1812-1817. doi:10.1016/j.bmcl.2006.12.038
22. Hsieh PW, Chiang SZ, Wu CC, Lo YC, Shih YT, Wu YC (2008) Synthesis and anti-platelet evaluation of 2-Benzoylaminobenzoate analogs. Bioorg Med Chem 16:5803-5814. doi:10.1016/j.bmc.2008.03.071
23. Jayatilake GS, Thornton MP, Leonard AC, Grimwade JE, Baker BJ (1996) Metabolites from an antarctic sponge-associated bacterium, Pseudomonas aeruginosa. J Nat Prod 59:293-296. doi:10.1021/np960095b
24. Jiao RH, Xu S, Liu JY, Ge HM, Ding H, Xu C, Zhu HL, Tan RX (2006) Cheitominine, a cytotoxic alkaloid produced by endophytic Chaetomium sp. IFB-E015. Org Lett 8:5709-5712. doi:10.1021/ol062257t
25. Kim SY, Kim SH, Shin HY, Lim JP, Chae BS, Park JS, Hong SG, Kim MS, Jo DG, Park WH, Shin TY (2007) Effects of Prunella vulgaris on mast cell-mediated allergic reaction and inflammatory cytokine production. Exp Biol Med 232:921-926
26. Kinjo J, Furusawa J, Baba J, Takeshita T, Yamasaki M, Nohara T (1987) Studies on the constituents of Pueraria lobata. III. Isoflavonoids and relateed compounds in the roots and the voluble stems. Chem Pharm Bull (Tokyo) 35:4846-4850
27. Kour A, Shawl AS, Rehman S, Sultan P, Qazi PH, Suden P, Khajuria RK, Verma V (2008) Isolation and identification of an endophytic strain of Fusarium oxysporum producing podophyllotoxin from Juniperus recurva. World J Microbiol Biotechnol 24:1115-1121. doi:10.1007/s11274-007-9582-5
28. Kurihara T, Kikuchi M (1976) Studies on the constituents of flowers. VI. On the components of the flower of Pueraria thubergiana Benth. Yakugaku Zasshi 96:1486-1488
29. Kusari S, Zühlke S, Spiteller M (2009) An endophytic fungus from Camptotheca acuminata that produces camptothecin and analogues. J Nat Prod 72:2-7. doi:10.1021/np800455b
30. Lacava PT, Li W, Araujo WL, Azevedo JL, Hartung JS (2007) The endophyte Curtobacterium flaccumfaciens reduces symptoms caused by Xylella fastidiosa in Catharanthus roseus. J Microbiol 45:388-393
31. Lan YH, Chang FR, Yu JH, Yang YL, Chang YL, Lee SJ, Wu YC (2003) Cytotoxic styrylpyrones from Goniothalamus amuyon. J Nat Prod 66:487-490. doi:10.1021/np020441r
32. Lan YH, Chang FR, Yang YL, Wu YC (2006) New constituents from stem of Goniothalamus amuyon. Chem Pharm Bull (Tokyo) 54:1040-1043. doi:10.1248/cpb.54.1040
33. Lee SH, Kim HK, Seo JM, Kang HM, Kim JH, Son KH, Lee H, Kwon BM (2002) Arteminolides B, C, and D, new inhibitor of farnesyl protein transferase from Artemisia argyi. J Org Chem 67:7670-7675. doi:10.1021/jo020299z
34. Liaw CC, Yang YL, Chen M, Chang FR, Chen SL, Wu SH, Wu YC (2008) Mono-tetrahydrofuran annonaceous acetogenins from Annona squamosa as cytotoxic agents and calcium ion chelators. J Nat Prod 71:764-771. doi:10.1021/np0704957
35. Malech HL, Gallin JI (1987) Current concepts: immunology. Neutrophils in human diseases. N Engl J Med 317:687-694
36. Muko KN, Ohiri FC (2000) A priliminary study on the anti-inflammatory properties of Emilia sonchifolia leaf extracts. Firoterapia 71:65-68. doi:10.1016/S0367-326X(99)00123-9
37. Nadkarni KM (1976) Indian materia medica. Popular Book Depot, Bombay, p 271
38. Parker KA, Spero DM, Koziski KA (1987) Evaluation of some preparations of trialkoxyphthalic acid derivatives. J Org Chem 52:183-188. doi:10.1021/jo00378a005
39. Patrick GL (2005) An introduction to medicinal chemistry, 3rd edn. Oxford University Press Inc, New York
40. Pettit GR, Du J, Pettit RK, Richert LA, Hogan F, Mukku VJ, Hoard MS (2006) Antineoplastic agents. 554. The manitoba bacterium Streptomyces sp. J Nat Prod 69:804-806. doi:10.1021/np058087v
41. Phongpaichit S, Nikom J, Rungjindamai N, Sakayaroj J, Hutadilok-Towatana N, Rukachaisirikul V, Kirtikara K (2007) Biological activities of extracts from endophytic fungi isolated from Garcinia plants. FEMS Immunol Med Microbiol 51:517-525. doi:10.1111/j.1574-695X.2007.00331.x
42. Punturee K, Wild CP, Vinitketkumneun U (2004) Thai medicinal plants modulate nitric oxide and tumor necrosis factor-α in J774.2 mouse macrophages. J Ethnopharmacol 95:183-189. doi:10.1016/j.jep.2004.06.019
43. Puri SC, Amna T, Khajuria A, Gupta A, Arora R, Spiteller M, Qazi GN (2005) Immunomodulatory activity of an extract of the novel fungal endophyte Entrophospora infrequens isolated from Nothapodytes foetida (Wight) Sleumer. Acta Microbiol Immunol Hung 54:237-260. doi:10.1556/AMicr.54.2007.3.2
44. Roos D, van Bruggen R, Meischl C (2003) Oxidative killing of microbes by neutrophils. Microbes Infect 5:1307-1315. doi:10.1016/j.micinf.2003.09.009
45. Rukachaisirikul V, Kaeobamrung J, Panwiriyarat W, Saitai P, Sukpodma Y, Phongpaichit S, Sakayaroj J (2007) A new pyrone derivative from the entophytic fungus Penicillium paxilli PSU-A71. Chem Pharm Bull (Tokyo) 55:1383-1384. doi:10.1248/cpb.55.1383
46. Ryan RP, Germaine K, Franks A, Ryan DJ, Dowling DN (2008) Bacterial endophytes: recent developments and applications. FEMS Microbiol Lett 278:1-9. doi:10.1111/j.1574-6968.2007.00918.x
47. Sadique J, Chandra T, Thenmozhi V, Elango V (1987) Biochemical modes of action of Cassia occidentalis and Cardiospermum halicacabum in inflammation. J Ethnopharmacol 19:201-205. doi:10.1016/0378-8741(87)90042-0
48. Seo JM, Kang HM, Son KH, Kim JH, Lee CW, Kim HM, Chang SI, Kwon BM (2003) Antitumor activity of flavones isolated from Artemisia argyi. Planta Med 69:218-222. doi:10.1055/s-2003-38486
49. Sheeba MS, Asha VV (2006) Effect of Cardiospermum halicacabum on ethanol-induced gastric ulcers in rate. J Ethnopharmacol 106:105-110. doi:10.1016/j.jep.2005.12.009
50. Shiono Y, Tsuchinari M, Shimanuki K, Miyajima T, Murayama T, Koseki T, Laatsch H, Funakoshi T, Takanami K, Suzuki K (2007) Fusaristatins A and B, two new cyclic lipopeptides from an endophytic Fusarium sp. J Antibiot 60:309-316. doi:10.1038/ja.2007.39
51. Shylesh BS, Padikkala J (2000) In vitro cytotoxic and antitumor property of Emilia sonchifolia (L.) DC in mice. J Ethnopharmacol 73:496-500. doi:10.1016/S0378-8741(00)00317-2
52. Siripong P, Yahuafai J, Shimizu K, Ichikawa K, Yonezawa S, Asai T, Kanokmedakul K, Ruchirawat S, Oku Naoto (2006) Antitumor activity of liposomal naphthoquinone esters isolated from Thai medicinal plant: Rhinacanthus nasutus Kurz. Biol Pharm Bull 29:2279-2283. doi:10.1248/bpb.29.2279
53. Stierle A, Strobel G, Stierle D (1993) Taxol and taxane production by Taxomyces andreanae, an endophytic fungus of Pacific yew. Science 260:214-216. doi:10.1126/science.8097061
54. Takaya Y, Furukawa T, Miura S, Akutagawa T, Hotta Y, Ishikawa N, Niwa M (2007) Antioxidant constituents in distillation residue of Awamori spirits. J Agric Food Chem 55:75-79. doi:10.1021/jf062029d
55. Tan RX, Zou WX (2001) Endophytes: a rich source of functional metabolites. Nat Prod Rep 18:448-459. doi:10.1039/b100918o
56. Tremaroli V, Workentine ML, Weljie AM, Vogel HJ, Ceri H, Viti C, Tatti E, Zhang P, Hynes AP, Turner RJ, Zannoni D (2009) Metabolomic investigation of the bacterial response to a metal challenge. Appl Environ Microbiol 75:719-728. doi:10.1128/AEM.01771-08
57. Trotsenko YA, Ivanova EG, Doronina NV (2001) Aerobic methylotrophic bacteria as phytosymbionts. Mikrobiologiya 70:725-736
58. van der Heijden R, Jacobs DI, Snoeijer W, Hallard D, Verpoorte R (2004) The Catharathus alkaloids: pharmacognosy and biotechnology. Curr Med Chem 11:607-628. doi:10.2174/0929867043455846
59. White DC, Sutton SD, Ringelberg DB (1996) The genus Sphingomonas: physiology and ecology. Curr Opin Biotechnol 7:301-306. doi:10.1016/S0958-1669(96)80034-6
60. Witko-Sarsat V, Rieu P, Descamps-Latscha B, Lesavre P, Halbwachs-Mecarelli L (2000) Neutrophils: molecules, functions and pathophysiological aspects. Lab Invest 80:617-653
61. Wu TS, Hsu HC, Wu PL, Teng CM, Wu YC (1998) Rhinacathin-Q, a naphthoquinone from Rhinacanthus nasutus and its biological activity. Phytochemistry 49:2001-2003. doi:10.1016/S0031-9422(98)00425-7
62. Yang YL, Hua KF, Chuang PH, Wu SH, Wu KY, Chang FR, Wu YC (2008) New cyclic peptides from the seeds of Annona squamosa L. and their anti-inflammatory activities. J Agric Food Chem 56:386-392. doi:10.1021/jf072594w
63. Zhang S, Zhao M, Bai L, Hasegawa T, Wang J, Wang L, Xue H, Deng Q, Xing F, Bai Y, Sakai J, Bai J, Koyanagi R, Tsukumo Y, Kataoka T, Nagai K, Hirose K, Ando M (2006) Bioactive guainaolides from Siyekucai (Ixeris chinensis). J Nat Prod 69:1425-1428. doi:10.1021/np068015j