title: The unexpected isolation of CTP-431, a novel thiopyrone from the sponge Cacospongia mycofijiensis.
abstract: A reinvestigation of a Fijian collection of Cacospongia mycofijiensis has yielded the known mycothiazole and a novel heterocyclic, CTP-431 (1). Its structure including absolute configuration as 8R,9R,10S,13S was established using NMR data, calculated DFT (13)C chemical shifts and results from X-ray crystallography. It is possible that the tricyclic skeleton of CTP-431 (1) is biosynthetically related to the macrolide latrunculin A, however the thiopyrone moiety of 1 has no previous precedent in natural products chemistry.
authors: Department of Chemistry and Biochemistry, University of California, Santa Cruz, California 95064, USA.
authors: Tyler A
authors: TA
authors: Johnson
authors: Taro
authors: T
authors: Amagata
authors: Allen G
authors: AG
authors: Oliver
authors: Karen
authors: K
authors: Tenney
authors: Frederick A
authors: FA
authors: Valeriote
authors: Phillip
authors: P
authors: Crews
mesh_terms: D000818:Animals; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D011161:Porifera / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification*; D012015:Reference Standards
chemical_list: C532726:CTP-431; D011753:Pyrones