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      Microbial transformation of 5-episinuleptolide.

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          Abstract

          5-episinuleptolide (1) is an abundant norcembranolide diterpene isolated from several species of the soft coral genus Sinularia. Biocatalytic transformation studies of 1 using Streptomyces lavendulea ATCC 8664 resulted in the isolation and characterization of two new metabolites 2 and 3. Compound 2, 6alpha-hydroxy-5-episinuleptolide was produced via a stereoselective reduction of 1 and was further metabolized into compound 3 which has a 3,8-bicylized cembranoid skeleton. The structures and configurations of the metabolites were determined by spectroscopic and X-ray crystallographic analyses.

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          Author and article information

          Journal
          Chem. Pharm. Bull.
          Chemical & pharmaceutical bulletin
          0009-2363
          0009-2363
          Apr 2007
          : 55
          : 4
          Affiliations
          [1 ] Department of Pharmacognosy and National Center for Natural Products Research, RIPS, School of Pharmacy, University of Mississippi, MS 38677, USA. knkamel@olemiss.edu
          Article
          JST.JSTAGE/cpb/55.537
          17409543
          3e14c26f-87e8-4287-839b-0a0a79f10d6c
          History

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