Isolation and structures of schleicherastatins 1-7 and schleieheols 1 and from the teak forest medicinal tree Schleichera oleosa

George Pettit, Atsushi Numata, Gordon M. Cragg, Delbert L. Herald, Tamie Takada, Chika Iwamoto, Roland Riesen, Jean M. Schmidt, Dennis L. Doubek, Animesh Goswami

Research output: Contribution to journalArticle

46 Scopus citations

Abstract

Bioassay (P-388 lymphocytic leukemia cell line)-guided separation of an extract prepared from the bark and stem of the Sri Lankan tree Schleichera oleosa led to the isolation of seven cancer cell growth inhibitory hydroxylated sterols designated sehleicherastatins 1-7 (1-7) and two related sterols, schleicheols 1 and 2 (8, 9). The structure of schleicherastatin 1 (1) was completely elucidated by X-ray crystal structure determination. Based upon that defined structure, the remaining new sterol structures were deduced by highfield (300 and 500 MHz) NMR and MS interpretations. In this new series of sterols, hydroxylation at C-22 appears to be important for promoting cancer cell growth inhibition.

Original languageEnglish (US)
Pages (from-to)72-78
Number of pages7
JournalJournal of Natural Products
Volume63
Issue number1
DOIs
StatePublished - Feb 14 2000

ASJC Scopus subject areas

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

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    Pettit, G., Numata, A., Cragg, G. M., Herald, D. L., Takada, T., Iwamoto, C., Riesen, R., Schmidt, J. M., Doubek, D. L., & Goswami, A. (2000). Isolation and structures of schleicherastatins 1-7 and schleieheols 1 and from the teak forest medicinal tree Schleichera oleosa. Journal of Natural Products, 63(1), 72-78. https://doi.org/10.1021/np990346r