New 19-acetoxyingol diterpenes from the latex of Euphorbia poisonii (Euphorbiaceae)

Majekodunmi O. Fatope, Lu Zeng, Joseph E. Ohayagha, Jerry L. McLaughlin

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The poisonous latex of Euphorbia poisonii gave bioactive 3,12-diacetyl-8-nicotinyl-7-phenylacetyl 19-acetoxyingol (1) together with its less active congeners, 3,12-diacetyl-7-phenylacetyl 19-acetoxyingol (2) and 3-acetyl-7-phenylacetyl 19-acetoxyingol (3). The chemical structures of 1-3 were determined by spectroscopic methods including HRMS, DEPT, HETCOR, COSY, NOESY, HMQC and HMBC. The absolute configurations of the hydroxylated carbons in 2 and 3 were provisionally suggested by the Mosher ester method. Bioactivity-guided isolation, structure determination and cytotoxic activity of the new ingols are described.

Original languageEnglish
Pages (from-to)1679-1683
Number of pages5
JournalBioorganic and Medicinal Chemistry
Volume4
Issue number10
DOIs
Publication statusPublished - Oct 1996

Keywords

  • Cytotoxic activity
  • Euphorbia poisonii
  • Euphorbiaceae
  • Ingol diterpenes

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

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