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Biotransformation of (+)-(1R,2S)-fenchol by the larvae of common cutworm (Spodoptera litura)
Authors:Mitsuo Miyazawa  Yohei Miyamoto
Affiliation:Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, 3-4-1 Kowakae, Higashiosaka-shi, Osaka 577-8502, Japan
Abstract:Biotransformation of (+)-(1R,2S)-fenchol by the larvae of Spodoptera litura was carried out. Substrate was converted to three new terpenoids, (+)-(1R,2S)-10-hydroxyfenchol, (+)-(1R,2R,3S)-8-hydroxyfenchol and (−)-(1S,2S,6S)-6-exo-hydroxyfenchol, and one known terpenoid, (−)-(1R,2R,3R)-9-hydroxyfenchol. These structures were established by NMR, IR, specific rotation and mass spectral studies.
Keywords:Spodoptera litura   Biotransformation   Regioselective   Hydroxylation   (+)-(1R,2S)-10-Hydroxyfenchol   (+)-(1R,2R,3S)-8-Hydroxyfenchol   (&minus  )-(1S,2S,6S)-6-exo-Hydroxyfenchol   (&minus  )-(1R,2R,3R)-9-Hydroxyfenchol
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