Cytotoxic withanolides from Tubocapsicum anomalum

J Nat Prod. 2007 May;70(5):747-53. doi: 10.1021/np0605541. Epub 2007 Apr 7.

Abstract

Fifteen new withanolides (1-8, 11-17) and two known withanolides, withanolide D (9) and 17alpha-hydroxywithanolide D (10), were isolated from the stems, roots, and leaves of Tubocapsicum anomalum using bioassay-directed fractionation. The structures were determined by spectroscopic and chemical methods, and the absolute configurations were established by CD analysis and by the Mosher ester method. The structure of 1 and 3 were further confirmed by X-ray crystallographic analysis. Compounds 1, 4-6, 8-10, and 13 showed significant cytotoxic activity against Hep G2, Hep 3B, A-549, MDA-MB-231, MCF-7, and MRC-5 cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Ergosterol / analogs & derivatives*
  • Ergosterol / chemistry
  • Ergosterol / isolation & purification
  • Ergosterol / pharmacology
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Plant Leaves / chemistry
  • Plant Roots / chemistry
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Solanaceae / chemistry*
  • Taiwan
  • Withanolides

Substances

  • Antineoplastic Agents, Phytogenic
  • Withanolides
  • withanolide D
  • Ergosterol