1610892-99-3Relevant academic research and scientific papers
Inhibition studies of new ureido-substituted sulfonamides incorporating a GABA moiety against human carbonic anhydrase isoforms I-XIV
Ceruso, Mariangela,Antel, Sabrina,Vullo, Daniela,Scozzafava, Andrea,Supuran, Claudiu T.
, p. 6768 - 6775 (2014)
Reaction of γ-Boc-GABA, prepared by protecting the γ-amino moiety of the amino butyric acid with the tert-butyloxycarbonyl (Boc) protecting group, with 4-methyl/ethyl benzenesulfonamide, followed by removal of the Boc protecting group in 3 M HCl afforded the corresponding hydrochlorides, which were further derivatized by reaction with a varying of aryl isocyanates to give a new classes of ureido substituted benzenesulfonamide containing a GABA moiety. Inhibition studies of the human carbonic anhydrase (CA, EC 4.2.1.1) isoforms, CA I-XIV with these new compounds revealed that they possess moderate-weak inhibition potency against hCA III, IV, VA, VI and XIII, rather efficient inhibitory power against hCA I, VI, and IX, and excellent inhibition of the physiologically relevant hCA II and VII, as well as of the two tumor-associated isoforms CA IX and XII. The inhibition profile of the new ureido-substituted benzenesulfonamides reported here is thus very different from the corresponding ureido-substituted analogs incorporating sulfanilamide, which were previously investigated as inhibitors of some of these enzymes.
Synthesis and inhibition potency of novel ureido benzenesulfonamides incorporating GABA as tumor-associated carbonic anhydrase IX and XII inhibitors
Ceruso, Mariangela,Antel, Sabrina,Scozzafava, Andrea,Supuran, Claudiu T.
, p. 205 - 211 (2016/02/03)
New ureido benzenesulfonamides incorporating a GABA moiety as a linker between the ureido and the sulfonamide functionalities were synthesized and their inhibition potency determined against both the predominant cytosolic (hCA I and II) and the transmembr
New series of sulfonamides containing amino acid moiety act as effective and selective inhibitors of tumor-associated carbonic anhydrase XII
Ceruso, Mariangela,Bragagni, Marco,Alothman, Zeid,Osman, Sameh M.,Supuran, Claudiu T.
, p. 430 - 434 (2015/07/27)
New benzenesulfonamides incorporating water solubilizing moieties were synthesized using N-α-acetyl-l-lysine or γ-aminobutyric acid as scaffolds followed by the conversion of their terminal amino group to the guanidine one. Their inhibition activity was a
Synthesis of sulfonamides with effective inhibitory action against Porphyromonas gingivalis γ-carbonic anhydrase
Ceruso, Mariangela,Del Prete, Sonia,Alothman, Zeid,Osman, Sameh M.,Scozzafava, Andrea,Capasso, Clemente,Supuran, Claudiu T.
, p. 4006 - 4010 (2014/09/03)
New benzenesulfonamides incorporating GABA or N-α-acetyl-l-lysine scaffolds as well as guanidine functionalities as water solubilizing moieties were obtained, using 4-aminoethyl/methyl-benzenesulfonamide and metanilamide/sulfanilamide as zinc-binding moti
Sulfonamides with potent inhibitory action and selectivity against the α-carbonic anhydrase from Vibrio cholerae
Ceruso, Mariangela,Del Prete, Sonia,Alothman, Zeid,Capasso, Clemente,Supuran, Claudiu T.
supporting information, p. 826 - 830 (2014/08/05)
By using N-α-acetyl-l-lysine or GABA scaffolds and the conversion of the terminal amino group to the guanidine one, benzenesulfonamides incorporating water solubilizing moieties were synthesized. The new compounds were medium potency inhibitors of the cyt
