Design, synthesis, and biological evaluation of 3-benzenesulfonamide-linked 3-hydrazinoisatin derivatives as carbonic anhydrase inhibitors.

Autor: Swain B; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India., Marde VS; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India., Singh P; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India., Angeli A; Neurofarba Department, Sezione di ScienzeFarmaceutiche e Nutraceutiche, UniversitàdegliStudi di Firenze, Florence, Italy., Khan A; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India., Yaddanapudi VM; Process Chemistry Process Technology, Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India., Ullah Q; Physical Sciences Section, School of Sciences, Maulana Azad National Urdu University (MANUU), Hyderabad, Telangana, India., Supuran CT; Neurofarba Department, Sezione di ScienzeFarmaceutiche e Nutraceutiche, UniversitàdegliStudi di Firenze, Florence, Italy., Arifuddin M; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad, Telangana, India.
Jazyk: angličtina
Zdroj: Archiv der Pharmazie [Arch Pharm (Weinheim)] 2024 Jun; Vol. 357 (6), pp. e2300718. Date of Electronic Publication: 2024 Mar 11.
DOI: 10.1002/ardp.202300718
Abstrakt: A new series of isatin-linked benzenesulfonamide derivatives (9a-w) were synthesized using the tail approach and assayed for their inhibitory potency against four different human carbonic anhydrase (hCA) isoforms, hCA I, II, IX, and XII. Most of these synthesized compounds exhibited interesting inhibition potency against isoforms hCA I, IX, and XII in the nanomolar range and by taking the standard drug acetazolamide. The most potent compounds in the case of hCA I were 9c (435.8 nM) and 9s (956.4 nM), for hCA IX, 9a (60.5 nM), 9d (95.6 nM), 9g (92.1 nM), and 9k (75.4 nM), and for hCA XII, 9p (84.5 nM). However, these compounds showed more selectivity toward hCA IX over hCA I, II, and XII. Thus, these compounds can be further developed as potential lead molecules for the development of isoform-selective hCA IX inhibitors with further structural modifications.
(© 2024 Deutsche Pharmazeutische Gesellschaft.)
Databáze: MEDLINE
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