Herein, we describe a new strategy for the preparation of thiazolothiazepine-based inhibitors of human immunodeficiency virus type-1 integrase (IN). The present method allows facile preparation of the title compounds in a single enantiomeric form starting from l-4-thiazolidinecarboxylic acid. This method could be easily extended to the synthesis of several analogs derived from optically active cyclic aminoacids. We also present a putative model showing the interaction between l- and d-isomers of compound 1 in the IN active site. A sensibly lower IC(50) value was found for (-)-1 over racemic-1 in an anti-IN assay.
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|Titolo:||An approach to the stereo-controlled synthesis of polycyclic derivatives of L-4-thiazolidinecarboxilic acid active against HIV-1 integrase|
|Rivista:||EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY|
|Citazione:||F., A., Brizzi, A., O., D.G., A., G., F., G., M. S., S., et al. (2006). An approach to the stereo-controlled synthesis of polycyclic derivatives of L-4-thiazolidinecarboxilic acid active against HIV-1 integrase. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 41, 914-917.|
|Appare nelle tipologie:||1.1 Articolo in rivista|