Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B

[Display omitted] Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthe...

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Bibliographic Details
Published in:Tetrahedron letters 2015-01, Vol.56 (2), p.303-307
Main Authors: Morotti, Ana L.M., Lang, Karen L., Carvalho, Ivone, Schenkel, Eloir P., Bernardes, Lílian S.C.
Format: Article
Language:English
Subjects:
Biological
Cucurbitacin
Cucurbitacin glycosides
Cycloaddition reaction
Derivatives
Glycosides
Molecular modification
Synthesis (chemistry)
Tetrahedrons
Triazole derivatives
Triazoles
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Summary:[Display omitted] Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthesis of a new 2-β-O-galactoside of dihydrocucurbitacin B and also the synthesis of eight new glycosides containing triazole moiety between the cucurbitane skeleton and the monosaccharidic unit.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.11.049