Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia

George Pettit, Atsushi Numata, Chika Iwamoto, Hideaki Morito, Takeshi Yamada, Animesh Goswami, Paul J. Clewlow, Gordon M. Cragg, Jean M. Schmidt

Research output: Contribution to journalArticle

36 Scopus citations

Abstract

The bark of the giant neem tree Melia dubia was found to contain 11 euphane-type triterpenes. Five new compounds, meliastatins 1-5 (1-5), proved to inhibit growth of the P388 lymphocytic leukemia cell line (ED50 1.7-5.6 μg/mL). Four of the others, the previously known methyl kulonate (8), kulinone (9), 16-hydroxybutyrospermol (10), and kulactone (11), were also found to inhibit (ED50 2.5-6.2 μg/mL) the P388 cancer cell line. In addition, two new euphane triterpenes were isolated and named dubione A (6) and dubione B (7). Structures for each of the 11 euphane triterpenes were established by spectral techniques that included HRMS and 2D NMR.

Original languageEnglish (US)
Pages (from-to)1886-1891
Number of pages6
JournalJournal of Natural Products
Volume65
Issue number12
DOIs
StatePublished - Dec 1 2002

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., Iwamoto, C., Morito, H., Yamada, T., Goswami, A., Clewlow, P. J., Cragg, G. M., & Schmidt, J. M. (2002). Antineoplastic agents. 489. Isolation and structures of meliastatins 1-5 and related euphane triterpenes from the tree Melia dubia. Journal of Natural Products, 65(12), 1886-1891. https://doi.org/10.1021/np020216+