Synthesis of two trisaccharides related to the triterpenoid saponins isolated from Solanum lycocarpum

被引：4

作者：

Verma, Priya ^{[1
]}

Kabra, Vipin Kumar ^{[1
]}

Mukhopadhyay, Balaram ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Kolkata, Nadia 741252, WB, India

来源：

CARBOHYDRATE RESEARCH | 2011年 / 346卷 / 15期

关键词：

Saponin; Oligosaccharide; Bis-glycosylation; La(OTf)(3); CONCISE SYNTHESIS; TETRASACCHARIDE;

D O I：

10.1016/j.carres.2011.08.004

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Chemical synthesis of two trisaccharides related to the triterpenoid saponins isolated from Solanum lycocarpum from commercially available n-Glc, n-Gal and L-Rha have been achieved by following concise and high-yielding route. The target trisaccharide 1 has been made by following a bis-glycosylation approach that has minimized the protecting group manipulations up to great extent. The trisaccharides have been synthesized in the form of their p-methoxyphenyl (OMP) glycosides to leave the scope for further glyco-conjugates formation by the selective removal of the OMP glycoside and trichloroacetimidate chemistry. La(OTf)(3) has been used successfully as the promoter for the NIS mediated activation of thioglycosides. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：2342 / 2347

页数：6

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