TY - JOUR
T1 - Anticonvulsant 4-aminobenzenesulfonamide derivatives with branched-alkylamide moieties
T2 - X-ray crystallography and inhibition studies of human carbonic anhydrase isoforms I, II, VII, and XIV
AU - Hen, Naama
AU - Bialer, Meir
AU - Yagen, Boris
AU - Maresca, Alfonso
AU - Aggarwal, Mayank
AU - Robbins, Arthur H.
AU - McKenna, Robert
AU - Scozzafava, Andrea
AU - Supuran, Claudiu T.
PY - 2011/6/9
Y1 - 2011/6/9
N2 - Aromatic amides comprising branched aliphatic carboxylic acids and 4-aminobenzenesulfonamide were evaluated for their inhibition of carbonic anhydrase (CA) isoforms. Of the most anticonvulsant-active compounds (2, 4, 13, 16, and 17), only 13, 16, and 17 were potent inhibitors of CAs VII and XIV. Compounds 9, 14, and 19 inhibited CA II, while 10 and 12 inhibited all isoforms. Structural studies suggest that differences in the active sites' hydrophobicity modulate the affinity of the inhibitors.
AB - Aromatic amides comprising branched aliphatic carboxylic acids and 4-aminobenzenesulfonamide were evaluated for their inhibition of carbonic anhydrase (CA) isoforms. Of the most anticonvulsant-active compounds (2, 4, 13, 16, and 17), only 13, 16, and 17 were potent inhibitors of CAs VII and XIV. Compounds 9, 14, and 19 inhibited CA II, while 10 and 12 inhibited all isoforms. Structural studies suggest that differences in the active sites' hydrophobicity modulate the affinity of the inhibitors.
UR - http://www.scopus.com/inward/record.url?scp=79958174646&partnerID=8YFLogxK
U2 - 10.1021/jm200209n
DO - 10.1021/jm200209n
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C2 - 21506569
AN - SCOPUS:79958174646
SN - 0022-2623
VL - 54
SP - 3977
EP - 3981
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 11
ER -