title: Synthesis and Structural Revision of Cyslabdan.
abstract: Cyslabdan was isolated from the culture broth of Streptomyces sp. K04-0144 as a new potentiator of imipenem activity against methicillin-resistant Staphylococcus aureus. We accomplished the synthesis of cyslabdan according to a previously reported structure. However, we subsequently found that this structure was incorrect; our analysis of natural cyslabdan showed that it possessed R stereochemistry at the C8 position, not S, as had previously been reported. Thus, we completed the protecting-group-free synthesis of the correct structure of cyslabdan, which is described herein.
authors: Graduate School of Pharmaceutical Sciences, Kitasato University.
authors: Masaki
authors: M
authors: Ohtawa
authors: Yusuke
authors: Y
authors: Hishinuma
authors: Eiji
authors: E
authors: Takagi
authors: Takafumi
authors: T
authors: Yamada
authors: Fumihiro
authors: F
authors: Ito
authors: Shiho
authors: S
authors: Arima
authors: Ryuji
authors: R
authors: Uchida
authors: Yong-Pil
authors: YP
authors: Kim
authors: Satoshi
authors: S
authors: Ōmura
authors: Hiroshi
authors: H
authors: Tomoda
authors: Tohru
authors: T
authors: Nagamitsu
mesh_terms: D000111:Acetylcysteine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D008968:Molecular Conformation; D013302:Streptomyces / Q000737:chemistry
chemical_list: D004224:Diterpenes; C529277:cyslabdan; D000111:Acetylcysteine