title: A chemical study of cyclic depsipeptides produced by a sponge-derived fungus.
abstract: 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.
authors.affiliation: Department of Chemistry and Biochemistry and Institute for Marine Sciences, University of California Santa Cruz, Santa Cruz, California 95064, USA.
authors.forename: Taro
authors.initials: T
authors.lastname: Amagata
authors.forename: Brandon I
authors.initials: BI
authors.lastname: Morinaka
authors.forename: Akiko
authors.initials: A
authors.lastname: Amagata
authors.forename: Karen
authors.initials: K
authors.lastname: Tenney
authors.forename: Frederick A
authors.initials: FA
authors.lastname: Valeriote
authors.forename: Emil
authors.initials: E
authors.lastname: Lobkovsky
authors.forename: Jon
authors.initials: J
authors.lastname: Clardy
authors.forename: Phillip
authors.initials: P
authors.lastname: Crews
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D016983:Enterococcus / Q000187:drug effects; D005658:Fungi / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D011161:Porifera / Q000382:microbiology; D013212:Staphylococcus epidermidis / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D047630:Depsipeptides; C516611:guangomide A; C516612:guangomide B