Identification of cis- and trans-verbenol in human urine after occupational exposure to terpenes

Int Arch Occup Environ Health. 1990;62(5):379-83. doi: 10.1007/BF00381368.

Abstract

Urine from sawmill workers exposed to alpha-pinene, beta-pinene and delta-3-carene was collected and hydrolyzed with beta-glucuronidase at pH 5.0 for 24 h at 37 degrees C. After hydrolysis the urine was cleaned on a SEP-PAK C18 cartridge. The cartridge was eluted with n-heptane. The eluate was injected onto a gas chromatograph equipped with a 25-m (0.32-mm ID) SP-1000 capillary column. The major peak in the chromatogram was identified by GC-MS as trans-verbenol by electron impact at 70 eV. cis-Verbenol was also identified. These metabolites could not be detected in non-hydrolyzed urine from the exposed workers or in hydrolyzed urine from an unexposed individual. The recoveries of the verbenols from hydrolyzed urine were in the range of 85 to 94% and the metabolites were stable both in urine and in n-heptane after sample cleaning at -20 degrees C for at least 12 weeks. We suggest that these metabolites are formed from alpha-pinene by hydroxylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds / metabolism*
  • Bridged Bicyclo Compounds / toxicity
  • Chromatography, Gas / methods
  • Glucuronidase
  • Humans
  • Hydrolysis
  • Monoterpenes*
  • Occupational Exposure*
  • Terpenes / chemistry
  • Terpenes / metabolism*
  • Terpenes / toxicity
  • Terpenes / urine*

Substances

  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds
  • Monoterpenes
  • Terpenes
  • beta-pinene
  • Glucuronidase
  • verbenol
  • alpha-pinene