Biotransformation of a 4α-hydroxylated eudesmane with Exserohilum halodes: Chemo-enzymatic synthesis of cryptomeridiol and 6- epi-colartin derivatives

Microbial transformation of a 4α-hydroxylated eudesmane by Exserohilum halodes has been achieved. Regioselective hydroxylations in both “A” and “B” rings, on C-2 and C-8, were detected, but the main hydroxylating action was directed to the isopropyl moiety and cryptomeridiol analogues were isolated....

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Bibliographic Details
Published in:Journal of molecular catalysis. B, Enzymatic Enzymatic, 2004-02, Vol.27 (2), p.133-138
Main Authors: Garcı́a-Granados, Andrés, Gutiérrez, Marı́a C, Rivas, Francisco
Format: Article
Language:English
Subjects:
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
Exserohilum halodes
Fundamental and applied biological sciences. Psychology
Methods. Procedures. Technologies
Microbial hydroxylation
Sesquiterpene lactones
Whole-cell biotransformation
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Summary:Microbial transformation of a 4α-hydroxylated eudesmane by Exserohilum halodes has been achieved. Regioselective hydroxylations in both “A” and “B” rings, on C-2 and C-8, were detected, but the main hydroxylating action was directed to the isopropyl moiety and cryptomeridiol analogues were isolated. Semi-synthesis of two sesquiterpenolides, 6- epi-colartin derivatives, were accomplished from the significant metabolites hydroxylated at C-12.
ISSN:1381-1177
1873-3158
DOI:10.1016/j.molcatb.2003.10.003