Phytochemical study on American plants I. Two new phenol glucosides, together with known biflavones and diterpene, from leaves of Juniperus occidentalis Hook

Chem Pharm Bull (Tokyo). 2002 Oct;50(10):1358-61. doi: 10.1248/cpb.50.1358.

Abstract

Two new phenol glucosides termed juniperosides I (1) and II (2) were isolated, together with known two biflavones, cupressuflavone and amentoflavone and a diterpene, 3beta-hydroxy sandaracopimaric acid, from leaves of Juniperus occidentalis HOOK. (Cupressaceae) collected in Oregon, U.S.A., and their structures were established as (1S)- and (1R)-1-(2'-hydroxy-6'-methylphenyl)ethanol 2'-O-beta-D-glucopyranosides (1, 2), respectively, on the basis of spectral, chemical, and synthetic evidence. The glycosides 1 and 2, as well as the corresponding aglycones 1a and 2a, are apparently novel types of naturally occurring compounds; to our knowledge, isolation of these types of natural phenol derivatives has only rarely been reported from the vegetable kingdom.

Publication types

  • Comparative Study

MeSH terms

  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Flavonoids / chemistry*
  • Flavonoids / isolation & purification
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Juniperus / chemistry*
  • North America
  • Phenol / chemistry*
  • Phenol / isolation & purification
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Leaves / chemistry
  • United States

Substances

  • Diterpenes
  • Flavonoids
  • Glucosides
  • Plant Extracts
  • Phenol