Bioactive and other sesquiterpenes from Chiloscyphus rivularis

Chongming Wu, A. A.Leslie Gunatilaka, Francis L. McCabe, Randall K. Johnson, Richard W. Spjut, David G.I. Kingston

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

Bioassay-directed fractionation of the methyl ethyl ketone extract of Chiloscyphus rivularis yielded five new sesquiterpenes, 12- hydroxychiloscyphone (2), chiloscypha-2,7-dione (3), 12-hydroxychiloscypha- 2,7-dione (4), chiloscypha-2,7,9-trione (5), and rivulalactone (6) in addition to the known sesquiterpenes, 4-hydroxyoppositan-7-one (7), chiloscyphone (1), and isointermedeol (8). The structure and stereochemistry of rivulalactone, a novel trinorsesquiterpene, was confirmed by its synthesis starting from 1. Compound 2 showed selective bioactivity in our yeast-based DNA-damaging assay and cytotoxicity to human lung carcinoma cells.

Original languageEnglish (US)
Pages (from-to)1281-1286
Number of pages6
JournalJournal Of Natural Products
Volume60
Issue number12
DOIs
StatePublished - Dec 1 1997

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ASJC Scopus subject areas

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

Cite this

Wu, C., Gunatilaka, A. A. L., McCabe, F. L., Johnson, R. K., Spjut, R. W., & Kingston, D. G. I. (1997). Bioactive and other sesquiterpenes from Chiloscyphus rivularis. Journal Of Natural Products, 60(12), 1281-1286. https://doi.org/10.1021/np970251u