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result sql = Synthesis, semipreparative HPLC separation, biological evaluation, and 3D-QSAR of hydrazothiazole derivatives as human monoamine oxidase B inhibitors.
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char = e;code = 101
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result sql = The present study reports on synthesis in high yields (70-99%), HPLC enantioseparation, inhibitory activity against human monoamino oxidases, and molecular modeling including 3D-QSAR studies, of a large series of (4-aryl-thiazol-2-yl)hydrazones (1-45). Most of the synthesized compounds proved to be potent and selective inhibitors of hMAO-B isoform in the micromolar or nanomolar range, thus demonstrating that hydrazothiazole could be considered a good pharmacophore to design new hMAO-B inhibitors. Due to the presence in some derivatives of a chiral center, we also performed a semipreparative chromatographic enantioseparation of these compounds obtained by a stereoconservative pattern. The separated enantiomers were submitted to in vitro biological evaluation to point out the stereorecognition of the active site of the enzyme towards these structures. Finally, a 3D-QSAR study was carried out using Comparative Molecular Field Analysis (CoMFA), aiming to deduce rational guidelines for the further structural modification of these lead compounds.
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result sql = Synthesis, semipreparative HPLC separation, biological evaluation, and 3D-QSAR of hydrazothiazole derivatives as human monoamine oxidase B inhibitors.
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result sql = The present study reports on synthesis in high yields (70-99%), HPLC enantioseparation, inhibitory activity against human monoamino oxidases, and molecular modeling including 3D-QSAR studies, of a large series of (4-aryl-thiazol-2-yl)hydrazones (1-45). Most of the synthesized compounds proved to be potent and selective inhibitors of hMAO-B isoform in the micromolar or nanomolar range, thus demonstrating that hydrazothiazole could be considered a good pharmacophore to design new hMAO-B inhibitors. Due to the presence in some derivatives of a chiral center, we also performed a semipreparative chromatographic enantioseparation of these compounds obtained by a stereoconservative pattern. The separated enantiomers were submitted to in vitro biological evaluation to point out the stereorecognition of the active site of the enzyme towards these structures. Finally, a 3D-QSAR study was carried out using Comparative Molecular Field Analysis (CoMFA), aiming to deduce rational guidelines for the further structural modification of these lead compounds.
Publication: Bioorg. Med. Chem. 2010 Jul 15 ;18(14)::5063-70. :doi: 10.1016/j.bmc.2010.05.070.
Publication Date: 2010 Jul 15
Study Author(s): Chimenti, Franco;Secci, Daniela;Bolasco, Adriana;Chimenti, Paola;Granese, Arianna;Carradori, Simone;Maccioni, Elias;Cardia, M Cristina;Yáñez, Matilde;Orallo, Francisco;Alcaro, Stefano;Ortuso, Francesco;Cirilli, Roberto;Ferretti, Rosella;Distinto, Simona;Kirchmair, Johannes;Langer, Thierry;
Institution: Dipartimento di Chimica e Tecnologie del Farmaco Università degli Studi di Roma La Sapienza, P.le A. Moro 5, 00185 Roma, Italy.
Shortcut link to this study:
Publication Date: 2010 Jul 15
Study Author(s): Chimenti, Franco;Secci, Daniela;Bolasco, Adriana;Chimenti, Paola;Granese, Arianna;Carradori, Simone;Maccioni, Elias;Cardia, M Cristina;Yáñez, Matilde;Orallo, Francisco;Alcaro, Stefano;Ortuso, Francesco;Cirilli, Roberto;Ferretti, Rosella;Distinto, Simona;Kirchmair, Johannes;Langer, Thierry;
Institution: Dipartimento di Chimica e Tecnologie del Farmaco Università degli Studi di Roma La Sapienza, P.le A. Moro 5, 00185 Roma, Italy.
Shortcut link to this study:
The present study reports on synthesis in high yields (70-99%), HPLC enantioseparation, inhibitory activity against human monoamino oxidases, and molecular modeling including 3D-QSAR studies, of a large series of (4-aryl-thiazol-2-yl)hydrazones (1-45). Most of the synthesized compounds proved to be potent and selective inhibitors of hMAO-B isoform in the micromolar or nanomolar range, thus demonstrating that hydrazothiazole could be considered a good pharmacophore to design new hMAO-B inhibitors. Due to the presence in some derivatives of a chiral center, we also performed a semipreparative chromatographic enantioseparation of these compounds obtained by a stereoconservative pattern. The separated enantiomers were submitted to in vitro biological evaluation to point out the stereorecognition of the active site of the enzyme towards these structures. Finally, a 3D-QSAR study was carried out using Comparative Molecular Field Analysis (CoMFA), aiming to deduce rational guidelines for the further structural modification of these lead compounds.
PMID: 20579890
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