Biotransformation of (+)-Carvone and (-)-Carvone by the Common Cutworm Spodoptera litura Larvae

J Oleo Sci. 2018 Oct 11;67(10):1253-1257. doi: 10.5650/jos.ess18105. Epub 2018 Sep 13.

Abstract

Biotransformation of (+)- and (-)-carvone (1 and 2) by the larvae of common cutworm (Spodoptera litura) has been investigated. (+)-Carvone was transformed to (+)-(4S)-10-hydroxycarvone (1-1), (+)-(4S)-7- hydroxycarvone (1-2), and (-)-(4S)-8,9-dihydroxy-8,9-dihydrocarvone (1-3). (-)-Carvone (2) was transformed to (-)-(4R)-10-hydroxycarvone (2-1), (-)-(4R)-7-hydroxycarvone (2-2), (+)-(4R)-8,9-dihydroxy-8,9- dihydrocarvone (2-3), and (-)-(2R,4R)-10-hydroxycarveol (2-4). The results indicate that the main metabolic reaction of carvones by S. litura larvae is oxidation at vinyl group (C-8 and C-9).

Keywords: Spodoptera litura; biotransformation; carvone; insect.

MeSH terms

  • Animals
  • Biotransformation
  • Cyclohexane Monoterpenes
  • Larva / metabolism*
  • Monoterpenes / metabolism*
  • Oxidation-Reduction
  • Spodoptera / metabolism*

Substances

  • Cyclohexane Monoterpenes
  • Monoterpenes
  • carvone