Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots.

Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots. Research Abstract Details 

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Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots. Abstract Text:

Seong-Cheol Bang,Hyun-Hee Seo,Hwi-Yeol Yun,Sang-Hun Jung,Seong-Cheol Bang,Hyun-Hee Seo,Hwi-Yeol Yun,Sang-Hun Jung,Seong-Cheol Bang,Hyun-Hee Seo,Hwi-Yeol Yun,Sang-Hun Jung,

A trisaccharide found in triterpenoid saponins isolated from Pullsatilla roots appears as an important promoiety for the enhancement of anticancer activity of their aglycones. Thus a facile synthetic method for a trisaccharide moiety, allyl-2,3,4-tri-O-benzoyl-alpha-L-rhamnopyranosyl-(1-->2)-[2,3,4,6-tetra-O-benzoyl-beta-D-glucopyranosyl-(1-->4)]-3-O-benzoyl-beta-L-arabinopyranoside (3), has been firstly developed through the regio- and stereoselective glycosylations from arabinose in total 16% yield via route 2 (eight steps). In this synthetic procedure, the protection of anomeric -OH of L-arabinose with equatorially oriented allyl group unlike with the axial 4-methoxybenzyl protecting group well promoted glycosyl bond formation between alpha-L-rhamnopyranosyl trichloroacetimidate and 2-OH of arabinose. As expected, the synthesized trisaccharide moiety 3 has no cytotoxicity (ED50: >100 microM) against three human cancer cell lines (A-549, SK-OV-3, and SK-MEL-2), respectively.

Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots. Publishing Authors By Initials

SC Bang,HH Seo,HY Yun,SH Jung,SC Bang,HH Seo,HY Yun,SH Jung,SC Bang,HH Seo,HY Yun,SH Jung,

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Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Chemical & pharmaceutical bulletin

VOLUME: 55

Page Numbers: 1734-9

Journal Abbreviation: Chem. Pharm. Bull.

ISSN: 0009-2363

DAY: 6

MONTH: Dec

YEAR: 2007

Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots. Information

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LANGUAGE: eng

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Grant and Affiliation Information for Facile synthesis of trisaccharide moiety corresponding to antitumor activity in triterpenoid saponins isolated from Pullsatilla roots.

AFFILIATION: College of Pharmacy, Chungnam National University, Daejon 305-764, Korea.

Country: Japan

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MEDLINETA: Chem Pharm Bull (Tokyo)

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