Preparation of glucosidic derivatives of steganol

Rickey Paige Hicks, Albert T. Sneden

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

Glucoside derivatives of steganol (1) analogous to the semisynthetic podophyllotoxin derivative, VP 16–213, were prepared. Glucosidation of steganol (1) with 2,3,4,6-tetra-0-benzylglucopyranose gave the a-anomer (7) of the glucoside as the major product. Subsequent removal of the benzyl groups and reaction with acetaldehyde dimethyl acetal gave the ethylidene derivative 10. The β-anomer (8) of the glucoside was similarly converted to 12. All derivatives prepared were screened for activity in the DNA breakage assay.

Original languageEnglish (US)
Pages (from-to)357-362
Number of pages6
JournalJournal of Natural Products
Volume48
Issue number3
DOIs
StatePublished - Jan 1 1985

ASJC Scopus subject areas

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

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