Bioactive furanonaphthoquinones from Crescentia cujete

Carl E. Heltzel, A. A.Leslie Gunatilaka, Thomas E. Glass, David G.I. Kingston, Glenn Hoffmann, Randall K. Johnson

Research output: Contribution to journalArticlepeer-review

59 Scopus citations


Bioassay-directed fractionation of the MeCOEt extract of Crescentia cujete (Bignonaceae) resulted in the isolation of (2S,3S)-3-hydroxy-5,6-dimethoxydehydroiso-α-lapachone [1], (2R)-5,6-dimethoxydehydroiso-α-lapachone [2], (2R)-5-methoxydehydroiso-α-lapachone [3], 2-(l-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione [4], 5-hydroxy-2-(l-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione[5], 2-isopropenylnaphtho[2,3-b]furan-4, 9-dione [6], and 5-hydroxydehydroiso-α-lapachone [7]. Compounds 1–3 are new, and all compounds are bioactive, showing selective activity towards DNA-repair-deficient yeast mutants. The isolation, structure elucidation, and biological activities of these compounds are reported.

Original languageEnglish (US)
Pages (from-to)1500-1505
Number of pages6
JournalJournal Of Natural Products
Issue number9
StatePublished - Sep 1993

ASJC Scopus subject areas

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


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