Antineoplastic agents, 122. Constituents of Combretum caffrum

George Pettit, Gordon M. Cragg, Sheo Bux Singh

Research output: Contribution to journalArticle

122 Citations (Scopus)

Abstract

An investigation of the South African tree Combretum caffrum (Combretaceae) for antineoplastic constituents was conducted by employing the astrocytoma bioassay (9ASK). By this approach and a combination of solvent partition, steric exclusion, and adsorption chromatographic procedures, a substance designated combretastatin [1a] was isolated and found to display significant (71-90% astrocyte reversal at 1-100 μg/ml dose levels) astrocyte reversal and murine P-388 lymphocytic leukemia (PS) cell growth inhibition (ED50 0.011 μg/ ml). The structure of (-)-combretastatin was elucidated by X-ray crystal structure analysis and confirmed by total synthesis. The absolute configuration at C-10 was assigned the R-configuration on the basis of Horeau esterification techniques. Other prominent, albeit PS- inactive, constitutents were found to be 3,3′,4′-tri-O-methylellagic acid [2] and acacetin [3].

Original languageEnglish (US)
Pages (from-to)386-391
Number of pages6
JournalJournal of Natural Products
Volume50
Issue number3
StatePublished - 1987

Fingerprint

Combretum caffrum
Combretum
antineoplastic agents
astrocytes
Astrocytes
Antineoplastic Agents
Combretaceae
Lymphoid Leukemia
lymphocytic leukemia
Bioassay
Esterification
Astrocytoma
Cell growth
esterification
crystal structure
Biological Assay
growth retardation
Adsorption
cell growth
adsorption

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Antineoplastic agents, 122. Constituents of Combretum caffrum. / Pettit, George; Cragg, Gordon M.; Singh, Sheo Bux.

In: Journal of Natural Products, Vol. 50, No. 3, 1987, p. 386-391.

Research output: Contribution to journalArticle

Pettit, George ; Cragg, Gordon M. ; Singh, Sheo Bux. / Antineoplastic agents, 122. Constituents of Combretum caffrum. In: Journal of Natural Products. 1987 ; Vol. 50, No. 3. pp. 386-391.
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