Cytotoxic dinorditerpenoids from Drypetes perreticulata

Phytochemistry. 2014 Apr:100:120-5. doi: 10.1016/j.phytochem.2014.01.013. Epub 2014 Feb 15.

Abstract

Four hitherto unknown dinorditerpenoids, dryperreins A-D of the pimarane class, together with eight known triterpenoids, were isolated from twigs and leaves of Drypetes perreticulata. The structures of dryperreins A-D were elucidated on the basis of detailed spectroscopic analysis as (10S)-11,12-dihydroxy-6-methoxy-15,16-dinorpimara-5,8,11,13-tetraene-3,7-dione, (10S)-6,11,12-trihydroxy-15,16-dinorpimara-5,8,11,13-tetraene-3,7-dione, (10S)-11,12-dihydroxy-6-methoxy-15,16-dinorpimara-1,5,8,11,13-pentaene-3,7-dione, and (10S)-6,11,12-trihydroxy-15,16-dinorpimara-1,5,8,11,13-pentaene-3,7-dione, respectively. Dryperreins C and D exhibited strong cytotoxicity in vitro against HL-60 human tumor cell line. The structure-activity relationship of the cytotoxic compounds was briefly discussed.

Keywords: Cytotoxicity; Dinorditerpenoid; Dryperreins A–D; Drypetes perreticulata; Euphorbiaceae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Euphorbiaceae / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Plant Leaves / chemistry
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Triterpenes