Synthesis and biological evaluation of nojirimycin- and pyrrolidine-based trehalase inhibitors

被引：23

作者：

Bini, Davide ^{[1
]}

Cardona, Francesca ^{[2
]}

Forcella, Matilde ^{[1
]}

Parmeggiani, Camilla ^{[2
,3
]}

Parenti, Paolo ^{[4
]}

Nicotra, Francesco ^{[1
]}

Cipolla, Laura ^{[1
]}

机构：

[1] Univ Milano Bicocca, Dept Biotechnol & Biosci, I-20126 Milan, Italy

[2] Univ Florence, Dept Chem Ugo Schiff, I-50019 Florence, Italy

[3] CNR INO UOS Sesto Fiorentino LENS, I-50019 Florence, Italy

[4] Univ Milano Bicocca, Dept Environm Sci, I-20126 Milan, Italy

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 8卷

关键词：

glycosidases inhibitors; iminosugars; nojirimycins; pyrrolidines; trehalases; PURIFICATION; TREHAZOLIN; EXPRESSION;

D O I：

10.3762/bjoc.8.58

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A small set of nojirimycin- and pyrrolidine-based iminosugar derivatives has been synthesized and evaluated as potential inhibitors of porcine and insect trehalases. Compounds 12, 13 and 20 proved to be active against both insect and porcine trehalases with selectivity towards the insect glycosidase, while compounds 10, 14 and 16 behaved as inhibitors only of insect trehalase. Despite the fact that the activity was found in the micromolar range, these findings may help in elucidating the structural features of this class of enzymes of different origin, which are still scarcely characterised.

引用

页码：514 / 521

页数：8

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