Two new phenylglycol derivatives isolated from Syringa reticulata var. mandshurica and their antifungal activities

Chem Pharm Bull (Tokyo). 2009 Aug;57(8):863-6. doi: 10.1248/cpb.57.863.

Abstract

Two new phenylglycol derivatives, (S)-(+)-2-(3,4-dihydroxy phenyl)-2-ethoxyl- ethanol and (S)-(+)-2-(3,4-dihydroxy phenyl)-2-acetoxy-ethanol, were isolated from the leaves of Syringa reticulata var. mandshurica, along with two known phenethylols, p-hydroxyl phenethanol and 3,4-dihydroxy phenethanol. The planar structures of the new compounds were established on the basis of their spectral data, and their absolute stereochemistry was established by modified Mosher's method. The two known compounds were identified by comparison of spectral data with published references. The two new compounds showed conspicuous antifungal activities by agar medium assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Catechols / chemistry
  • Catechols / isolation & purification*
  • Catechols / pharmacology*
  • Magnetic Resonance Spectroscopy / standards
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Phenylethyl Alcohol / analogs & derivatives*
  • Phenylethyl Alcohol / chemistry
  • Phenylethyl Alcohol / isolation & purification
  • Phenylethyl Alcohol / pharmacology
  • Phytophthora / drug effects*
  • Phytophthora / growth & development
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Reference Standards
  • Stereoisomerism
  • Syringa / chemistry*

Substances

  • 2-(3,4-dihydroxyphenyl)-2-acetoxyethanol
  • 2-(3,4-dihydroxyphenyl)-2-ethoxyethanol
  • Antifungal Agents
  • Catechols
  • Plant Extracts
  • Phenylethyl Alcohol