Antimicrobial and cytotoxic secondary metabolites from tropical leaf endophytes: Isolation of antibacterial agent pyrrocidine C from Lewia infectoria SNB-GTC2402

Phytochemistry

Volumn 96, Issue , 2013, Pages 370-377

  Casella, Thiago M ^a,b,c   Eparvier, Véronique ^a   Mandavid, Hugues ^a   Bendelac, Audrey ^a   Odonne, Guillaume ^d   Dayan, Laura ^b   Duplais, Christophe ^b   Espindola, Laila S ^c   Stien, Didier ^a  

^a INSTITUT DE CHIMIE DES SUBSTANCES NATURELLES   (France)

^b INSTITUT PASTEUR DE LA GUYANE   (French Guiana)

^c UNIVERSITY OF BRASILIA   (Brazil)

^d Centre National de la Recherche Scientifique   (France)

Author keywords

Antimicrobials; Cytotoxic metabolites; Functional chemodiversity; Leaf endophytes; Lewia; Pyrrocidine C

Indexed keywords

BACTERIA (MICROORGANISMS); CANDIDA ALBICANS; FUNGI; LEWIA; LEWIA INFECTORIA;

ANTIINFECTIVE AGENT; ANTINEOPLASTIC AGENT; FLUORENE DERIVATIVE; PYRROCIDINE C;

ANTIMICROBIALS; ARTICLE; ASCOMYCETES; CANDIDA ALBICANS; CHEMISTRY; CYTOTOXIC METABOLITES; DRUG EFFECT; DRUG SCREENING; ENDOPHYTE; FUNCTIONAL CHEMODIVERSITY; HUMAN; ISOLATION AND PURIFICATION; KB CELL LINE; LEAF ENDOPHYTES; LEWIA; PLANT LEAF; STAPHYLOCOCCUS AUREUS;

ANTIMICROBIALS; CYTOTOXIC METABOLITES; FUNCTIONAL CHEMODIVERSITY; LEAF ENDOPHYTES; LEWIA; PYRROCIDINE C;

ANTI-BACTERIAL AGENTS; ANTI-INFECTIVE AGENTS; ANTINEOPLASTIC AGENTS; ASCOMYCOTA; CANDIDA ALBICANS; DRUG SCREENING ASSAYS, ANTITUMOR; ENDOPHYTES; FLUORENES; HUMANS; KB CELLS; PLANT LEAVES; STAPHYLOCOCCUS AUREUS;

EID: 84888373947     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2013.10.004     Document Type: Article

References (31)

1. A.E. Arnold, L.C. Mejía, D. Kyllo, E.I. Rojas, Z. Maynard, N. Robbins, and E.A. Herre Fungal endophytes limit pathogen damage in a tropical tree Proc. Natl. Acad. Sci. U. S. A. 26 2003 15649 15654 (Pubitemid 38021044)
2. A. Asahina, Y. Tada, K. Nakamura, and K. Tamaki Colchicine and griseofulvin inhibit VCAM-1 expression on human vascular endothelial cells-evidence for the association of VCAM-1 expression with microtubules J. Dermatol. Sci. 26 2001 1 9 (Pubitemid 32012640)
3. C.W. Bacon, and J.F. White Microbial endophytes 2000 Marcel Dekker Inc. New York
4. D. Brewer, W.A. Jerram, D. Meiler, and A. Taylor The toxicity of cochliodinol, an antibiotic metabolite of Chaetomium spp. Can. J. Microbiol. 16 1970 433 440
5. M.C. Cafêu, G.H. Silva, H.L. Teles, V.S. Bolzani, A.R. Araújo, M.C.M. Young, and L.H. Pfenning Substâncias antifungicas de Xylaria sp., um fungo endofítico isolado de Palicourea marcgravii (Rubiaceae) Quim. Nova 28 2005 991 995 (Pubitemid 43104547)
6. Y.-H. Chooi, R. Cacho, and Y. Tang Identification of the viridicatumtoxin and Griseofulvin gene clusters from Pennicillium aethiopicum Chem. Biol. 17 2010 483 494
7. K.B. Christensen, J.W. Van Klink, R.T. Weavers, T.O. Larsen, B. Andersen, and R.K. Phipps Novel chemotaxonomic markers of the Alternaria infectoria species-group J. Agric. Food Chem. 53 2005 9431 9435 (Pubitemid 41784147)
8. K. Clay, and J. Holah Fungal endophyte symbiosis and plant diversity in successional fields Science 285 1999 1742 1744 (Pubitemid 29428875)
9. A. Debbab, A.A. Hassan, R.A. Edrada-Ebel, W.E.G. Müller, M. Mosaddak, A. Hakiki, R. Ebel, and P. Proksch Bioactive secondary metabolites from the endophytic fungus Chaetomium sp. isolated from Salvia officinalis growing in Morocco Biotechnol. Agron. Soc. Environ. 13 2009 229 234
10. A. Fredenhagen, F. Petersen, M. Tintelnot-Blomley, J. Rösel, H. Mett, and P. Hug Semicochliodinol A and B: inhibitors of HIV-1 protease and EGF-R protein tyrosine kinase related to asterriquinones produced by the fungus Chrysosporium merdarium J. Antibiot. 50 5 1997 395 401 (Pubitemid 27254681)
11. H. He, H.Y. Yang, R. Bigelis, H. Eric, S.M. Greenstein, and G.T. Carter Pyrrocidines A and B, new antibiotics produced by a filamentous fungus Tetrahedron Lett. 43 2002 1633 1636 (Pubitemid 34169663)
12. A. Ichihara, K. Murakami, and S. Sakamura Synthesis of pyrenocines A, B and pyrenochaetic acid A Tetrahedron 43 1987 5245 5250
13. M. Isaka, N. Rugseree, P. Maithip, P. Kongsaeree, S. Prabpai, and Y. Thebtaranonth Hirsutellones A-E, antimycobacterial alkaloids from the insect pathogenic fungus Hirsutella nivea BCC 2594 Tetrahedron 61 2005 5577 5583 (Pubitemid 40712280)
14. K.E. Jones, N.G. Patel, M.A. Levy, A. Storeygard, D. Balk, J.L. Gittleman, and P. Daszak Global trends in emerging infectious diseases Nature 451 2008 990 993 (Pubitemid 351301726)
15. S.R. Kingsland, and R.A. Barrow Identification of chaetoviridin E from a cultured microfungus, Chaetomium sp. and structural reassignment of chaetoviridins B and D Aust. J. Chem. 62 2009 269 274
16. J.S. Lee, K.S. Ko, and H.S. Jung Phylogenetic analysis of Xylaria based on nuclear ribosomal ITS1-5.8S-ITS2 sequences FEMS Microbiol. Lett. 187 2000 89 93 (Pubitemid 30316461)
17. X.-W. Li, A. Eara, and B. Nay Hirsutellones and beyond: figuring out the biological and synthetic logics toward chemical complexity in fungal PKS-NRPS compounds Nat. Prod. Rep. 30 2013 765 782
18. W.K. Mousa, and M.N. Raizada The diversity of anti-microbial secondary metabolites produced by fungal endophytes: an interdisciplinary perspective Front. Microbiol. 4 65 2013 1 18
19. G. Nebel, J. Dragsted, and J.K. Vanclay Structure and floristic composition of flood plain forests in the Peruvian Amazon: II. The understorey of restinga forests Forest Ecol. Manag. 150 2001 59 77 (Pubitemid 32747936)
20. C. Nirma, V. Eparvier, and D. Stien Antifungal agents from Pseudallescheria boydii SNB-CN73 isolated from a Nasutitermes sp. termite J. Nat. Prod. 76 2013 988 991
21. T. Okuno, I. Natsume, K. Sawai, K. Sawamura, A. Furusaki, and T. Matsumoto Structure of antifungal and phytotoxic pigments produced by Alternaria sp. Tetrahedron Lett. 24 1983 5653 5656 (Pubitemid 14211968)
22. A. Pontius, I. Mohamed, A. Krick, S. Kehraus, and G.M. König Aromatic polyketides from marine algicolous fungi J. Nat. Prod. 71 2008 272 274 (Pubitemid 351362992)
23. F. Priest Systematics and ecology of Bacillus A.L. Sonenshein, J.A. Hoch, R. Losick, Bacillus subtilis and other Gram-positive bacteria, biochemistry, physiology, and molecular genetics 1993 ASM Press Washington 3 16
24. A.M.S. Rodrigues, P.N.E.T. Theodoro, C. Basset, M.R.R. Silva, J. Beauchêne, L.S. Espindola, and D. Stien Search for antifungal compounds from the wood of durable tropical trees J. Nat. Prod. 73 2010 1706 1707
25. M. Rosenblueth, and E. Martínez-Romero Bacterial endophytes and their interactions with hosts Mol. Plant Microbe Interact. 19 2006 827 837 (Pubitemid 44098615)
26. G.A. Strobel Endophytes as sources of bioactive products Microbes Infect. 5 2003 535 544 (Pubitemid 36570481)
27. C. Tempête, G.H. Werner, F. Favre, A. Rojas, and N. Langlois In vitro cytostatic activity of 9-demethoxyporothramycin B Eur. J. Med. Chem. 30 1995 647 650
28. R.W.S. Weber, E. Stenger, A. Meffert, and M. Hahn Brefeldin A production by Phoma medicaginis in dead pre-colonized plant tissue: a strategy for habitat conquest? Mycol. Res. 108 2004 662 671 (Pubitemid 38893591)
29. T.J. White, T. Bruns, S. Lee, and J. Taylor Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics M.A. Innis, D.H. Gelfand, J.J. Shinsky, T.J. White, PCR Protocols. A Guide to Methods and Applications 1990 Academic Press San Diego 315 322
30. Z. Zhang, S. Schwartz, L. Wagner, and W. Miller A greedy algorithm for aligning DNA sequences J. Comput. Biol. 7 2000 203 214 (Pubitemid 30412170)
31. X.X. Zhang, C.J. Li, Z.B. Nan, and C. Matthew Neotyphodium endophyte increases Achnatherum inebrians (drunken horse grass) resistance to herbivores and seed predators Weed Res. 52 2011 70 78