Cytotoxic flavanes from Uraria clarkei

J Asian Nat Prod Res. 2013 Sep;15(9):979-84. doi: 10.1080/10286020.2013.822368. Epub 2013 Aug 5.

Abstract

Two new flavanes, (2R)-4'-hydroxy-2',5,7-trimethoxyflavane (1) and (2R,4R)-2',4'-dihydroxy-5,7-dimethoxyflavan-4-ol (2), were isolated from Uraria clarkei, together with two known compounds 5,7-dimethoxy-4'-hydroxyflavan (3) and 5,7,4'-trimethoxyflavan (4). The structures of the new flavanes were characterized by analyses of the MS, IR, UV, CD, 1D, and 2D NMR data. Cytotoxicity test suggested that compounds 1-4 possessed slight activity against K-562 and Hela cell lines, with the IC50 values ranging from 26.6 to 56.3 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Fabaceae / chemistry*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • K562 Cells
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • (2R)-4'-hydroxy-2',5,7-trimethoxyflavane
  • (2R,4R)-2',4'-dihydroxy-5,7-dimethoxyflavan-4-ol
  • Antineoplastic Agents, Phytogenic
  • Flavonoids