Chemical constituents and biological activities of Viburnum macrocephalum f. keteleeri

Nat Prod Res. 2019 Jun;33(11):1612-1616. doi: 10.1080/14786419.2018.1428593. Epub 2018 Jan 25.

Abstract

Three new compounds (1-3) and seven known compounds (4-10) have been isolated from the ethanolic extract of Viburnum macrocephalum f. keteleeri using bioactivity-guided fractionation and identified as methyl (2-α-L-rhamnopyranosyloxy)acetate (1), methyl (2R-3-α-L-rhamnopyranosyloxy)glycerate (2), methyl (3R-4-α-L-rhamnopyranosyloxy-3-hydroxy)butanoate (3), bridelionoside B (4), (6S,7E,9R)-roseoside (5), linarionoside A (6), 3,7,11-trimethyl-1,6-dodecadien-3,10,11-triol (7), (+)-8-hydroxylinalool (8), β-sitosterol (9) and daucosterol (10). The structures of 1-3, including absolute configurations, were determined by spectroscopic data (1H and 13C NMR, HSQC, HMBC and ORD) and chemical methods. In addition, compounds 1-8 were assayed for their insecticidal and antimicrobial activities. Compounds 7 and 8 exhibited moderately insecticidal effects against Mythimna separata with LD50 values of 180 and 230 μg g-1, respectively. Compounds 2, 3, 7 and 8 showed varying antimicrobial activities with IC50 values ranging from 125 to 529 μM.

Keywords: antimicrobial activity; chemical constituents; insecticidal activity.

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Drug Evaluation, Preclinical / methods
  • Insecticides / chemistry
  • Insecticides / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Moths / drug effects
  • Plant Extracts / chemistry
  • Sitosterols / analysis
  • Viburnum / chemistry*

Substances

  • Anti-Infective Agents
  • Insecticides
  • Plant Extracts
  • Sitosterols
  • gamma-sitosterol
  • lyoniside