Antineoplastic agents. 488. Isolation and structure of yukonin from a yukon territory fungus

J Nat Prod. 2003 Feb;66(2):276-8. doi: 10.1021/np020144m.

Abstract

Cancer cell line bioassay-guided separation of an extract from a Yukon Territory fungus resulted in the isolation of a new C(16)-terpene dilactone designated yukonin (1) accompanied by two previously known, structurally related constituents (2 and 3). The structure of each was determined by X-ray crystallographic analysis. Dilactone 2 was found to correspond to LL-Z1271alpha isolated from fungi in the genera Oidiodendron, Acrostalagmus, and Holwaya, while dilactone 3 had earlier been prepared by reduction of an alpha-lactol derivative. Each of the dilactones was found to inhibit growth of human cancer cell lines (pancreas, breast, CNS, lung, colon, and prostate) and some pathogenic fungi.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Candida albicans / drug effects
  • Cryptococcus neoformans / drug effects
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Molecular Conformation
  • Molecular Structure
  • Phialophora / chemistry*
  • Plants, Medicinal / chemistry*
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology
  • Tumor Cells, Cultured / drug effects
  • Yukon Territory

Substances

  • Antineoplastic Agents
  • Lactones
  • Terpenes
  • yukonin