di-hidrocucurbitacina b: semi-sÍntese de novos derivados glicosilados

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ID: 224910
2015
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Abstract
In the last ten years, the interest in natural and semi-synthetic cucurbitacin derivatives has increased, primarily due their cytotoxic and anti-tumoral activities. However, the isolation of glycosylated cucurbitacins has been difficult due the presence of β-glucosidase enzyme. With the aim of obtaining new glycosylated derivatives, the glycosylation of dihydrocucurbitacin B under Köenigs-Knorr and imidate reaction conditions was studied. Novel glycoside derivatives 16-(1,2-orthoacetate-3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-dihydrocucurbitacin B (2), 2-O-β-D-2,3,4,6-tetra-O-acetyl-galactopyranosyl dihydrocucurbitacin B (3) and 2-O-β-D-galactopyranosyl dihydrocucurbitacin B (4) were synthesized for the first time in 17% (2 and 3) and 48% (4) yields.
Reference Key
machado2015qumicadi-hidrocucurbitacina Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Vanessa R. Machado;Karen L. Lang;Fernando J. Durán;Gabriela M. Cabrera;Jorge A. Palermo;Eloir P. Schenkel;Lílian S. C. Bernardes
Journal greece and rome
Year 2015
DOI
10.5935/0100-4042.20140291
URL
http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015000100037&lng=en&tlng=en
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