Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies(1)

George Pettit, Rui Tan, Guan Hu Bao, Noeleen Melody, Dennis L. Doubek, Song Gao, Jean Chapuis, Lee Williams

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

Bioassay-guided (cancer cell line) separation of an extract prepared from Narcissus cv. Ice Follies (from The Netherlands) led to the isolation of a new Amaryllidaceae isocarbostiryl, 3-epipancratistatin (1b), as well as narciclasine (2). This Narcissus cultivar was found to be a good source of narciclasine. The structure of 1b was established by high-resolution mass and high-field 2D NMR spectroscopic analyses. Against a panel of murine and human cancer cell lines, 3-epipancratistatin (1b) led to cell growth inhibition (GI50 2.2-0.69 μg/mL) some 100×less than that found for pancratistatin (1a) and narciclasine (2), thereby revealing an important configurational requirement in 1a for strong cancer cell growth inhibition.

Original languageEnglish (US)
Pages (from-to)771-773
Number of pages3
JournalJournal of Natural Products
Volume75
Issue number4
DOIs
StatePublished - Apr 27 2012

ASJC Scopus subject areas

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

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