(+)-lentiginosine, a potent and selective inhibitor of amyloglucosidase: Synthetic efforts and disputes on its absolute configuration

被引：77

作者：

Cardona, Francesca ^{[1
]}

Goti, Andrea ^{[1
]}

Brandi, Alberto ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Organ Ugo Schiff, Lab Progettaz Sintesi & Studio Eterocicli Biologi, HeteroBioLab, I-50019 Florence, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 10期

关键词：

indolizidine; alkaloids; imino sugars; cycloaddition; molecular dynamics;

D O I：

10.1002/ejoc.200600633

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(+)-Lentiginosine is a powerful and selective inhibitor of amyloglucosidases and has become a reference compound in the field among derivatives related to imino sugars. The present review focuses on the several total syntheses of this alkaloid, which rely on either a chiral pool or on enantioselective approaches that have appeared since its isolation in 1990. A summary of biological assays and molecular dynamic studies which allowed the assignment of the correct absolute configuration of natural (+)-lentiginosine is reported. ((c) Wiley-VCH Verlag GmbH & Co.

引用

页码：1551 / 1565

页数：15

共 91 条

[1] Recent advances in the chemistry of azapyranose sugars [J].