Isolation and structure of cytostatic steroidal saponins from the african medicinal plant balanites aegyptica

George Pettit, Dennis L. Doubek, Delbert L. Herald, Atsushi Numata, Chika Takahasi, Ryoko Fujiki, Tamie Miyamoto

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Abstract

Bioactivity-guided separation of a CH2Cl2/MeOH extract of Balanites aegyptica afforded four new cytostatic saponins, named balanitins 4 [1], 5 [2], 6 [3], and 7 [4]. On the basis of enzymatic hydrolyses and glycosidation nmr chemical shifts employing the peracetates, structures 1–4 were established as yamogenin 3β-0-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2) -β-d- glucopyranoside [1], yamogenin 3β-0-α-l-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)] -β-d-glucopyranoside [2], yamogenin 3β-0-β-D-glucopyranosyl-(1→4)-[α-L-rham-nopyranosyl-(1→2)] -β-d--glucopyranoside [3], and diosgenin 3β-0-β-D-xylopyranosyl-(1→3)-β-d-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)] -β-d-gIucopyranoside [4].

Original languageEnglish (US)
Pages (from-to)1491-1502
Number of pages12
JournalJournal of Natural Products
Volume54
Issue number6
DOIs
StatePublished - Nov 1 1991

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ASJC Scopus subject areas

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

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