Journal
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
Volume 31, Issue 6, Pages 1619-1624Publisher
TAYLOR & FRANCIS LTD
DOI: 10.3109/14756366.2016.1160077
Keywords
Benzenesulfonamide; carbonic anhydrase/enzyme inhibition; cytotoxicity; indane; pyrazole; tumor selectivity
Funding
- Ataturk University Research Found, Turkey [BAP: 2012/74]
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A series of new 4-(3-(4-substitutedphenyl)-3a, 4-dihydro-3H-indeno[1,2-c] pyrazol-2-yl) benzenesulfonamides (7-12) was synthesized starting from 2-(4-substitutedbenzylidene)-2,3-dihydro-1H-inden-1-one (1-6) and 4-hydrazinobenzenesulfonamide. The substituted benzaldehydes from which the key intermediate was prepared by introducing 2- or 4-substituents such as fluorine, hydroxy, methoxy, or the 3,4,5-trimethoxy moieties. The compounds were tested for their cytotoxicity, tumor-specificity and potential as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. The 3,4,5-trimethoxy and the 4-hydroxy derivatives showed interesting cytotoxic activities, which may be crucial for further anti-tumor activity studies, whereas some of these sulfonamides strongly inhibited both human (h) cytosolic isoforms hCA I and II.
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