Preparation of glucosidic derivatives of steganol

Rickey Paige Hicks, Albert T. Sneden

Research output: Contribution to journalArticle

7 Citations (Scopus)

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

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Glucosides
Derivatives
Podophyllotoxin
Acetaldehyde
Assays
DNA

ASJC Scopus subject areas

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

Cite this

Preparation of glucosidic derivatives of steganol. / Hicks, Rickey Paige; Sneden, Albert T.

In: Journal of Natural Products, Vol. 48, No. 3, 01.01.1985, p. 357-362.

Research output: Contribution to journalArticle

Hicks, Rickey Paige ; Sneden, Albert T. / Preparation of glucosidic derivatives of steganol. In: Journal of Natural Products. 1985 ; Vol. 48, No. 3. pp. 357-362.
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