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Biotransformation of Two Cytotoxic Terpenes, α -Santonin and Sclareol by Botrytis cinerea

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Biotransformation of Two Cytotoxic Terpenes, α -Santonin and Sclareol by Botrytis cinerea

Afgan Farooq

a

and Satoshi Tahara

a,b,

*

a Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido Unversity, Kita-9, Nishi-9, Kita-ku, Sapporo 060Ð8589, Japan. Fax: +81Ð11Ð706Ð4182.

E-mail: tahara@abs.agr.hokudai.ac.jp

b CREST, Japan Science and TechnologyCorporation

* Author for correspondence and reprint requests

Z. Naturforsch.55 c,713Ð717 (2000); received May15/June 14, 2000 Biotransformation,α-Santonin, Sclareol,Botrytis cinerea

Two cytotoxic terpenes, α-santonin (1) and sclareol (3) were biotransformed bya plant pathogenic fungusBotrytis cinereato produce oxidized metabolites in high yields.α-Santonin (1) on fermentation with the fungus for ten days afforded a hydroxylated metabolite iden- tified as 11β-hydroxy-α-santonin (2) in a high yield (83%), while sclareol (3) was metabolized to epoxysclareol (4) (64%) and a new compound 8-deoxy-14,15-dihydro-15-chloro-14-hy- droxy-8,9-dehydrosclareol (5) (7%), representing a rare example of microbial halogenation.

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