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A New Bioactive Steroidal Saponin from Agave shrevei

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A New Bioactive Steroidal Saponin from Agave shrevei

Bernadete Pereira da Silva and Jose´ Paz Parente

*

Laborato´rio de Quı´mica de Plantas Medicinais, Nu´cleo de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, PO Box 6 80 45, CEP 21944-970, Rio de Janeiro, Brazil. Fax: +55-21-25 62-67 91. E-mail: parente@nppn.ufrj.br

* Author for correspondence and reprint requests

Z. Naturforsch.60 c, 57Ð62 (2005); received August 5/September 29, 2004

A new steroidal saponin was isolated from the leaves ofAgave shreveiGentry. Its structure was established as 26-(β-d-glucopyranosyloxy)-22-methoxy-3-{O-β-d-glucopyranosyl-(152)- O-[O-β-d-glucopyranosyl-(154)-O-[O-β-d-glucopyranosyl-(156)]-O-β-d-glucopyranosyl- (154)-β-d-galactopyranosyl]oxy}-(3β,5α,25R)-furostane. The structural identification was performed using detailed analyses of1H and13C NMRspectra including 2D NMRspectro- scopic techniques (COSY, HETCOR, and COLOC) and chemical conversions. The steroidal saponin showed absence of haemolytic effects in thein vitroassay, but demonstrated a signifi- cant inhibition of the capillary permeability activity.

Key words: Agave shrevei, Steroidal Saponin, Anti-inflammatory Activity

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