The single enantiomers of two pyrimidine-based HIV-1 non-nucleoside reverse transcriptase inhibitors, 1 (MC1501) and 2 (MC2082), were tested in both cellular and enzyme assays. In general, the R forms were more potent than their S counterparts and racemates and (R)-2 was more efficient than (R)-1 and the reference compounds, with some exceptions. Interestingly, (R)-2 displayed a faster binding to K103N RT with respect to WT RT, while (R)-1 showed the opposite behavior. © 2012 American Chemical Society
2-(Alkyl/aryl)amino-6-benzylpyrimidin-4(3H)-ones as inhibitors of wild-type and mutant HIV-1: enantioselectivity studies / Rotili, Dante; A., Samuele; Domenico, Tarantino; Ragno, Rino; Musmuca, Ira; Ballante, Flavio; G., Botta; Morera, Ludovica; Pierini, Marco; R., Cirilli; M. B., Nawrozkij; E., Gonzalez; B., Clotet; Marino, Artico; J. A., Este; G., Maga; Mai, Antonello. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 1520-4804. - 55:7(2012), pp. 3558-3562. [10.1021/jm201308v]
2-(Alkyl/aryl)amino-6-benzylpyrimidin-4(3H)-ones as inhibitors of wild-type and mutant HIV-1: enantioselectivity studies.
ROTILI, Dante;RAGNO, Rino;MUSMUCA, IRA;BALLANTE, FLAVIO;MORERA, LUDOVICA;PIERINI, MARCO;MAI, Antonello
2012
Abstract
The single enantiomers of two pyrimidine-based HIV-1 non-nucleoside reverse transcriptase inhibitors, 1 (MC1501) and 2 (MC2082), were tested in both cellular and enzyme assays. In general, the R forms were more potent than their S counterparts and racemates and (R)-2 was more efficient than (R)-1 and the reference compounds, with some exceptions. Interestingly, (R)-2 displayed a faster binding to K103N RT with respect to WT RT, while (R)-1 showed the opposite behavior. © 2012 American Chemical SocietyI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
