Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, xylopia aethiopica and miliusa cf. banacea

George G. Harrigan, A. A.Leslie Gunatilaka, David G.I. Kingston, George W. Chan, Randall K. Johnson

Research output: Contribution to journalArticle

73 Scopus citations

Abstract

The oxoaporphine alkaloids oxophoebine [1] and liriodenine [2] have been isolated from Xylopia aethiopica (Annonaceae). Both showed selective toxicity against DNA repair and recombination deficient mutants of the yeast Saccharomyces cerevisiae. Three related but inactive compounds, oxoglaucine [3],O-methylmoschatoline [4], and lysicamine [5], were also isolated from this plant. Selective toxicity was also observed for 10-methoxyliriodenine (lauterine) [6] and 10-hydroxyliriodenine [7], two oxoaporphine alkaloids isolated from Miliusa cf. banacea (Annonaceae). The structure of 10-hydroxyliriodenine [7], a novel oxoaporphine, was determined by spectroscopic methods and chemical conversion to compound 6. The role of the bioactive oxoaporphine alkaloids as DNA topoisomerase inhibitors is discussed.

Original languageEnglish (US)
Pages (from-to)68-73
Number of pages6
JournalJournal Of Natural Products
Volume57
Issue number1
DOIs
StatePublished - Jan 1 1994
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, xylopia aethiopica and miliusa cf. banacea'. Together they form a unique fingerprint.

  • Cite this