Novel bioactive clerodane diterpenoids from the leaves and twigs of Casearia sylvestris

J Nat Prod. 2002 Feb;65(2):95-9. doi: 10.1021/np010459m.

Abstract

Fractionation of a methanol extract of the leaves and twigs of Casearia sylvestris, as directed by activity against KB cell cytotoxicity, led to the isolation of three novel clerodane diterpenoids, casearvestrins A-C (1-3). The structures of 1-3 were deduced from one- and two-dimensional NMR experiments, including relative stereochemical assignments based on ROESY correlations and COSY coupling constants. All three compounds displayed promising bioactivity, both in cytotoxicity assays against a panel of tumor cell lines and in antifungal assays via the growth inhibition of Aspergillus niger in a disk diffusion assay.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Aspergillus niger / drug effects
  • Colonic Neoplasms
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Ecuador
  • Female
  • Humans
  • Inhibitory Concentration 50
  • KB Cells / drug effects
  • Lung Neoplasms
  • Magnoliopsida / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Ovarian Neoplasms
  • Plant Leaves / chemistry
  • Plant Shoots / chemistry
  • Plants, Medicinal / chemistry*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Tumor Cells, Cultured / drug effects

Substances

  • Antifungal Agents
  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • casearvestrin A
  • casearvestrin B
  • casearvestrin C