Recent Syntheses and Biological Activity of Lentiginosine and its Analogues

Title:Recent Syntheses and Biological Activity of Lentiginosine and its Analogues

Volume: 14 Issue: 10

Author(s): Franca M. Cordero, Donatella Giomi and Alberto Brandi

Affiliation:

Keywords: Alkaloids, apoptosis, azaheterocycles, glycosidase inhibitors, hydroxyindolizidines, iminosugars, organic syntheses.

Abstract: (+)-Lentiginosine, a natural trans-1,2-dihydroxyindolizidine belonging to the class of iminosugars, is a potent inhibitor of amyloglucosidase, and a good inhibitor of Hsp90. The non-natural enantiomer, (–)-lentiginosine, induces apoptosis on tumor cells of different origin and is poorly cytotoxic towards non-transformed cells. The significant biological activity of these compounds has resulted in the development of many synthetic approaches for their preparation. This review is an update of a previous survey and summarizes the most recent achievements on biological studies as well as total syntheses of lentiginosine and trans-1,2-dihydroxyindolizidine analogues.

Cite this article as:

Cordero M. Franca, Giomi Donatella and Brandi Alberto, Recent Syntheses and Biological Activity of Lentiginosine and its Analogues, Current Topics in Medicinal Chemistry 2014; 14 (10) . https://dx.doi.org/10.2174/1568026614666140423113226