Isolation, structure and biological activity of phomafungin, a cyclic lipodepsipeptide from a widespread tropical Phoma sp. Herath, K., Harris, G., Jayasuriya, H., Zink, D., Smith, S., Vicente, F., Bills, G., Collado, J., González, A., Jiang, B., Kahn, J. N., Galuska, S., Giacobbe, R., Abruzzo, G., Hickey, E., Liberator, P., Xu, D., Roemer, T., & Singh, S. B Bioorganic & medicinal chemistry, 17(3):1361–1369, February, 2009. doi abstract bibtex We isolated a cyclic lipodepsipeptide, phomafungin, from a Phoma sp. The distinct antifungal activity of phomafungin in the crude extract was initially discovered by mechanistic profiling in the Candida albicans fitness test. The purified compound contains a 28 member ring consisting of eight amino acids and a beta-hydroxy-gamma-methyl-hexadecanoic acid, and displays a broad spectrum of antifungal activity against Candida spp., Aspergillus fumigatus and Trichophyton mentagrophytes with MIC of 2-8 microg/ml, and toxicity to mice at 25 mg/kg. The linear peptide derived from opening of the lactone ring was devoid of antifungal activity as well as toxicity. Phomafungin has been identified in a number of Phoma spp. collected from Africa and the Indian and Pacific Ocean islands.
@article{herath_isolation_2009,
title = {Isolation, structure and biological activity of phomafungin, a cyclic lipodepsipeptide from a widespread tropical {Phoma} sp},
volume = {17},
issn = {1464-3391},
doi = {10.1016/j.bmc.2008.12.009},
abstract = {We isolated a cyclic lipodepsipeptide, phomafungin, from a Phoma sp. The distinct antifungal activity of phomafungin in the crude extract was initially discovered by mechanistic profiling in the Candida albicans fitness test. The purified compound contains a 28 member ring consisting of eight amino acids and a beta-hydroxy-gamma-methyl-hexadecanoic acid, and displays a broad spectrum of antifungal activity against Candida spp., Aspergillus fumigatus and Trichophyton mentagrophytes with MIC of 2-8 microg/ml, and toxicity to mice at 25 mg/kg. The linear peptide derived from opening of the lactone ring was devoid of antifungal activity as well as toxicity. Phomafungin has been identified in a number of Phoma spp. collected from Africa and the Indian and Pacific Ocean islands.},
language = {eng},
number = {3},
journal = {Bioorganic \& medicinal chemistry},
author = {Herath, Kithsiri and Harris, Guy and Jayasuriya, Hiranthi and Zink, Deborah and Smith, Scott and Vicente, Francisca and Bills, Gerald and Collado, Javier and González, Antonio and Jiang, Bo and Kahn, Jennifer Nielsen and Galuska, Stefan and Giacobbe, Robert and Abruzzo, George and Hickey, Emily and Liberator, Paul and Xu, Deming and Roemer, Terry and Singh, Sheo B},
month = feb,
year = {2009},
keywords = {Amino Acid Sequence, Animals, Antifungal Agents, Ascomycota, Aspergillus fumigatus, Depsipeptides, Lipopeptides, Mice, Trichophyton},
pages = {1361--1369}
}
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The distinct antifungal activity of phomafungin in the crude extract was initially discovered by mechanistic profiling in the Candida albicans fitness test. The purified compound contains a 28 member ring consisting of eight amino acids and a beta-hydroxy-gamma-methyl-hexadecanoic acid, and displays a broad spectrum of antifungal activity against Candida spp., Aspergillus fumigatus and Trichophyton mentagrophytes with MIC of 2-8 microg/ml, and toxicity to mice at 25 mg/kg. The linear peptide derived from opening of the lactone ring was devoid of antifungal activity as well as toxicity. 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