New cytotoxic principles from Datisca glomerata

Hiroshi Sasamori, K. Sambi Reddy, Michael P. Kirkup, Jeffrey Shabanowitz, David G. Lynn, Sidney M. Hecht, Kwamena A. Woode, Robert F. Bryan, James Campbell, William S. Lynn, Ernst Egert, George M. Sheldrick

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

Datisca glomerata has been systematically fractionated by following cellular toxicity in an effort to identify previously uncharacterized cytotoxic principles. Several new cucurbitacin glycosides, including datiscosides B(8), C(3), D(9), E(4), F(5), G(6), and H(10) and the known compound datiscoside (1), as well as cucurbitacins B(11), D(2), and F(7) have been isolated and characterized. Structures were assigned to the compounds on the basis of their high field 1H n.m.r., 13C n.m.r., high-resolution mass spectra (Cl, El, and FD) and chemical interconversions. The structure of datiscoside C(3) was independently established by single-crystal X-ray analysis at 193 and 293 K.

Original languageEnglish (US)
Pages (from-to)1333-1347
Number of pages15
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - 1983
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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