Antimicrobial, cytotoxic lignans and terpenoids from the twigs of Pseudolarix kaempferi

Planta Med. 2011 Nov;77(17):1924-31. doi: 10.1055/s-0031-1280020. Epub 2011 Jul 4.

Abstract

Seven new compounds, including four lignans, (+)-(8S,8′S)-9,9′-dibenzoylsecoisolariciresinol (1), (+)-(8S*,8′R*)-4,4′-dimethyloxomatairesinol (2), (+)-(7S*,8R*,8′R*,9′S*)-9′-n-butoxytsugacetal (3), and pseudolarkaemin A (4), a pyronane glycoside, pseudolarkaemin B (5), an ent-beyerene glycoside, pseudolarkaemin C (6), and a triterpene, 25-epi-pseudolarolide Q (7), along with 25 known compounds (8–32) were isolated from the twigs of Pseudolarix kaempferi. Their structures were elucidated mainly by the analysis of their NMR and MS data. Pseudolarolide C acid (24) was isolated for the first time as a natural product. All compounds were evaluated for antimicrobial activity against Candida albicans and Staphylococcus aureus, and cytotoxic activity against K562, HT-29, B16, BGC-823, BEL-7402, SGC-7901, U251, and A549 cancer cell lines were assayed. Results indicated that the new compounds 3, 7, and some known compounds showed antimicrobial and cytotoxic activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Candida albicans / drug effects
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Medicine, Chinese Traditional
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pinaceae / chemistry*
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plants, Medicinal / chemistry
  • Staphylococcus aureus / drug effects
  • Terpenes / chemistry
  • Terpenes / isolation & purification
  • Terpenes / pharmacology*

Substances

  • Anti-Infective Agents
  • Glycosides
  • Lignans
  • Plant Extracts
  • Terpenes