Antineoplastic agents. 104. Isolation and structure of the Phyllanthus acuminatus Vahl (Euphorbiaceae) glycosides

George R. Pettit, Gordon M. Cragg, Matthew I. Suffness, John Devens Gust, Fred E. Boettner, M. Williams, J. A. Saenz-Renauld, Peter Brown, Jean M. Schmidt, Paul D. Ellis

Research output: Contribution to journalArticle

58 Citations (Scopus)

Abstract

Three new antineoplastic glycosides, phyllanthostatins 1 (2a), 2 (2c), and 3 (3a), as well as phyllanthoside (2b), have been isolated from the Central American tree Phyllanthus acuminatus Vahl. The phyllanthostatins 1 (2a), 2 (2c), and 3 (3a) and phyllanthoside (2b) structures were completely assigned by detailed analyses of spectral data (principally by 400-MHz NMR) and have been confirmed by X-ray crystallographic analyses of degradation products. In addition to inhibiting growth of the murine P388 lymphocytic leukemia, both phyllanthostatin 1 and phyllanthoside were found to markedly retard progression of the murine B16 melanoma. One of these unique glycosides, phyllanthoside (2b), is in preclinical development at the U.S. National Cancer Institute.

Original languageEnglish
Pages (from-to)4258-4266
Number of pages9
JournalJournal of Organic Chemistry
Volume49
Issue number22
Publication statusPublished - 1984

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Antineoplastic agents. 104. Isolation and structure of the Phyllanthus acuminatus Vahl (Euphorbiaceae) glycosides'. Together they form a unique fingerprint.

  • Cite this

    Pettit, G. R., Cragg, G. M., Suffness, M. I., Gust, J. D., Boettner, F. E., Williams, M., Saenz-Renauld, J. A., Brown, P., Schmidt, J. M., & Ellis, P. D. (1984). Antineoplastic agents. 104. Isolation and structure of the Phyllanthus acuminatus Vahl (Euphorbiaceae) glycosides. Journal of Organic Chemistry, 49(22), 4258-4266.