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Structures and Biological Activities of Novel Antibiotic Peptaibols Neoatroviridins A-D from Trichoderma atroviride F80317  

OH SEUNG UK (Korea Research Institute of Bioscience and Biotechnology)
YUN BONG SIK (Korea Research Institute of Bioscience and Biotechnology)
LEE SANG JUN (Pharmaceutical and Health Research Institute, Pacific Corporation)
YOO ICK DONG (Korea Research Institute of Bioscience and Biotechnology)
Publication Information
Journal of Microbiology and Biotechnology / v.15, no.2, 2005 , pp. 384-387 More about this Journal
Abstract
Four new antibiotic peptaibols, named neoatroviridins A (1), B (2), C (3), and D (4), have been isolated from the culture broth of Trichoderma atroviride. Their amino acid sequences were determined mainly by mass spectrometry in combination with NMR studies. The absolute stereochemistry of neoatroviridins was established as L by GC analysis of their acid hydrolysates with derivatization, except for isovaline which was in D. Neoatroviridins, composed of 18 amino acid residues, showed significant membrane-perturbing activity responsible for their antibiotic action, which was comparable to that of alamethicin, a well-known 20-residue peptaibol.
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1 Fujita, J., S. Wada. A. Ida. T. Nishimura, M. Kanai, and N. Toyama. 1994. Isolation and structural elucidation of new peptaibols, trichodecenins-I and II, from Trichoderma viride. Chem. Pharm. Bull. 42: 489- 494   DOI   PUBMED   ScienceOn
2 Pandey, R. C, J. C. Cook, and K. L. Rinehart. 1977. High resolution and field desorption mass spectrometry studies and revised structures of alamethicins I and II. J. Am. Chem. Soc. 99: 8469- 8483   DOI
3 Sansom, M. S. P. 1993. Structure and function of channelforming peptaibols. Quart. Rev. Biophys. 26: 365- 421   DOI   PUBMED   ScienceOn
4 Weinstein, J. N., S. Yoshikami, P. Henkart, R. Blumenthal, and W. A. Hagins. 1977. Liposorne-cell interaction: Transfer and intracellular release of a trapped fluorescent marker. Science 195: 489- 491   DOI   PUBMED
5 Rebuffat, S., S. Hlimi, Y. Prigent. C. Goulard, and B. Bodo. 1996. Isolation and structural elucidation of the 11-residue peptaibol antibiotic, harzianin HK VI. J. Chem. Soc. Perkin Trans 1 2021-2027
6 Ei Hajji, M., S. Rebuffat, T. Le Doan, G. Klein, M. Satre, and B. Bodo. 1989. Interaction of trichorzianines A and B with model membranes and with the amoeba Dictvostelium. Biochim. Biophys. Acta 978: 97- 104   DOI   ScienceOn
7 Karle, I. L., J. L. Flippen-Anderson, S. Agarwalla, and P. Balaram. 1991. Crystal structure of $[Leu^1]$ zervarmicin, a membrane ion-channel peptide: Implications for gating mechanisms. Proc. Natl. Acad. Sci. USA 88: 5307-5311.
8 Pandey, R. C., J. C. Cook, and K. L. Rinehart. 1977. Structures of the peptide antibiotics emerimicins III and IV. J. Am. Chem. Soc. 99: 5205- 5206   DOI   PUBMED
9 Lee, H. J., K. W. Lee, K. H. Kim, H. K. Kim, and H. J. Lee. 2004. Antitumor activity of peptide fraction from traditional Korean soy sauce. J. Microbiol. Biotechnol. 14: 628- 630
10 Mohr, H. and H. Kleinkauf. 1978. Alamethicin biosynthesis: Acetylation of the amino terminus and attachment of phcnylalaninol. Biochim. Biophys. Acta 526: 375- 386   DOI   PUBMED   ScienceOn
11 Kim, M., C. Shin, H. Yang, S. Kim, H. Lim, C. H. Lee, M. Kim, and Y. Lim. 2004. Naltriben analogues as peptide anticancer drugs. J. Microbiol. Biotechnol. 14: 881- 884
12 Goulard, C., S. Hlimi, and S. Rebuffat. 1995. Trichorzins HA and MA, antibiotic peptides from Trichoderma harzianum. J. Antibiotics 48: 1248- 1253   DOI
13 Dornberger, K., W. Ihn, M. Ritzau, U. Grafe, B. Schlegel, W. Fleck, and J. W. Metzger. 1995. Chrysosperrnins, new peptaibol antibiotics from Apiocrea chrysosperma AP 101. J. Antibiotics 48: 977- 989   DOI
14 Oh, S.-U., S.-J. Lee, J.-H. Kim, and I.-D. Yoo. 2000. Structural elucidation of new antibiotic peptides, atroviridins A, B and C from Trichoderma atroviride. Tetrahedron Lett. 41:61-64   DOI   ScienceOn
15 Oh, S.-U., B.-S. Yun, S.-J. Lee, J.-H. Kim, and I.-D. Yoo. 2002. Atroviridins A-C and neoatroviridins A-D, novel peptaibol antibiotics produced by Trichoderma atroviride F80317. I. Taxonomy, fermentation, isolation and biological activity. J. Antibiotics 55: 557 - 564   DOI   ScienceOn
16 Kim, Y. H., W. -H. Yeo, Y. S. Kim, S. Y. Chae, and K. S. Kim. 2000. Antiviral activity of antibiotic peptaibols, chrysospermins Band D, produced by Apioerea sp, 14T against TMV infection. J. Microbiol. Biotechnol. 10: 522-528
17 Rebuffat, S., M. Ei Hajji, P. Hennig, D. Davoust, and B. Bodo. 1989. Isolation, sequence, and conformation of seven trichorzianines B from Trichoderma harzianum. Int. J. Peptide Protein Res. 34: 200- 210   DOI