A Chemical Study of Cyclic Depsipeptides Produced by a Sponge-Derived Fungus

Two novel cyclic depsipeptides, guangomides A (1) and B (2), together with a new destruxin derivative (3) were isolated from the cytotoxic extract obtained from the saltwater culture of an unidentifiable sponge-derived fungus. The new structures were elucidated on the basis of analysis of extensive...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2006-11, Vol.69 (11), p.1560-1565
Hauptverfasser:	Amagata, Taro, Morinaka, Brandon I, Amagata, Akiko, Tenney, Karen, Valeriote, Frederick A, Lobkovsky, Emil, Clardy, Jon, Crews, Phillip
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Antibiotics (antibacterial agents, antifungal agents) Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Applied microbiology Biological and medical sciences Crystallography, X-Ray Depsipeptides - chemistry Depsipeptides - isolation & purification Depsipeptides - pharmacology Drug Screening Assays, Antitumor Enterococcus - drug effects Enterococcus durans Fundamental and applied biological sciences. Psychology Fungi - chemistry General pharmacology Medical sciences Microbial Sensitivity Tests Microbiology Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Papua New Guinea Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Porifera - microbiology Staphylococcus epidermidis Staphylococcus epidermidis - drug effects
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Zusammenfassung:	Two novel cyclic depsipeptides, guangomides A (1) and B (2), together with a new destruxin derivative (3) were isolated from the cytotoxic extract obtained from the saltwater culture of an unidentifiable sponge-derived fungus. The new structures were elucidated on the basis of analysis of extensive 1D and 2D NMR data sets, and the absolute configurations of 2S, 9S, 13S, 19S, 24R, 28R of 1 were determined on the basis of the combined X-ray and Marfey's method structure analysis. Identical absolute configurations were assumed for 2. The cytotoxicity of the extract was found to be due to brefeldin A, while 1 and 2 showed weak antibacterial activity against Staphylococcus epidermidis and Enterococcus durans.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np060178k