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Enterolosaponins A and B, novel triterpene bisdesmosides fromEnterolobium contortisiliquum, and evaluation for their macrophage-oriented cytotoxic activity

Authors
Journal
Bioorganic & Medicinal Chemistry Letters
0960-894X
Publisher
Elsevier
Publication Date
Volume
13
Issue
4
Identifiers
DOI: 10.1016/s0960-894x(02)01044-2
Disciplines
  • Chemistry
  • Design

Abstract

Abstract Two novel triterpene bisdesmosides, designated as enterolosaponin A ( 1) and B ( 2), were isolated from Enterolobium contortisiliquum. The chemical structures of 1 and 2 were determined by analysis of their extensive spectroscopic data, as well as hydrolysis followed by chromatographic study. Enterolosaponins have a 2-amino-2-deoxy- d-glucosyl unit ( d-glucosamine) as one of the monosaccharides constituting their oligosaccharide moieties, which have been rarely found in natural product research. Enterolosaponin A ( 1) exhibited a highly selective cytotoxicity against BAC1.2F5 mouse macrophages, and it should be notable that the macrophage death caused by 1 was shown to be neither necrotic nor due to induction of apoptosis from morphology of the died cells, whose cytosol occurred in vacuolation.

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