Synthesis and trypanocidal activity of ent-kaurane glycosides.

Abstract:

:Novel ent-kaurane glucosides were synthezised by a Koenigs-Knorr reaction between C17 and C19 alcohols derived from kaurenoic acid and 2,3,4,6-tetra-O-acetyl-glucopyranosyl bromide, followed by the hydrolysis of the acetates. Main products were assayed in vitro and in vivo against blood trypomastigote forms of Trypanosoma cruzi, the aetiological agent of Chagas' disease (American trypanosomiasis). The results allowed to establish structure-activity relationships among these derivatives, as well as pointed out the C19-methylester-C17-O-glucoside as a potential trypanocidal agent, whose trypanocidal profile was shown to be comparable to those of gentian violet and benznidazole.

journal_name

Bioorg Med Chem

authors

Batista R,Humberto JL,Chiari E,de Oliveira AB

doi

10.1016/j.bmc.2006.09.048

subject

Has Abstract

pub_date

2007-01-01 00:00:00

pages

381-91

issue

1

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(06)00781-4

journal_volume

15

pub_type

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