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. 2007 Apr;55(4):537-40.
doi: 10.1248/cpb.55.537.

Microbial transformation of 5-episinuleptolide

Haidy Nasr Kamel  1 , Frank Rolf Fronczek, Sherief Ibrahim Khalifa, Marc Slattery
Affiliations
Free article

Microbial transformation of 5-episinuleptolide

Haidy Nasr Kamel et al. Chem Pharm Bull (Tokyo). 2007 Apr.
Free article

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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