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Synthesis of triterpene 2-deoxy-alpha-D-hexopyranosides on the basis of glycals and their effect on reparative processes

Baltina, L.A.; Flekhter, O.B.; Vasil'eva, E.V.; Davydova, V.A.; Ismagilova, A.F.; Zarudi'i, F.S.; Tolstikov, G.A.

Bioorganicheskaia Khimiia 23(6): 512-518

1997

ISSN/ISBN: 0132-3423
PMID: 9265474
Document Number: 474948
Triterpene 2-deoxy-alpha-D-hexopyranosides were synthesized by the glycosylation of oleanane triterpene alcohols with D-glucal and D-galactal acetates in the presence of di(sym-collidine)iodonium perchlorate with subsequent deiodination and deacetylation of the resulting 2-deoxy-2-iodo-alpha-D-glycosides. 2-Deoxy-alpha-D-arabino- and -lyxo-hexopyranosides of methyl glycyrrhetinate demonstrated pronounced antiulcer activity and stimulated reparative skin regeneration in rats more effectively than glycyrrhizic acid and methyluracil.

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