408539-52-6Relevant academic research and scientific papers
Sulfonamide ligands attained through opening of saccharin derivatives
Robinson, Richard I.,Fryatt, Ross,Wilson, Claire,Woodward, Simon
, p. 4483 - 4489 (2006)
Literature N-alkylsaccharins (saccharin-R2) have been shown in some cases to be O-alkylated regioisomers by crystallography (3 structures). The genuine former species react with (S)-H2NCHR1CH 2OH at 101°C in dio
Novel insights on saccharin- and acesulfame-based carbonic anhydrase inhibitors: design, synthesis, modelling investigations and biological activity evaluation
Guglielmi, Paolo,Rotondi, Giulia,Secci, Daniela,Angeli, Andrea,Chimenti, Paola,Nocentini, Alessio,Bonardi, Alessandro,Gratteri, Paola,Carradori, Simone,Supuran, Claudiu T.
, p. 1891 - 1905 (2020/10/06)
A large library of saccharin and acesulfame derivatives has been synthesised and evaluated against four isoforms of human carbonic anhydrase, the two off-targets hCA I/II and the tumour related isoforms hCA IX/XII. Different strategies of scaffold modification have been attempted on both saccharin as well as acesulfame core leading to the obtainment of 60 compounds. Some of them exhibited inhibitory activity in the nanomolar range, albeit some of the performed changes led to either micromolar activity or to its absence, against hCA IX/XII. Molecular modelling studies focused the attention on the binding mode of these compounds to the enzyme. The proposed inhibition mechanism is the anchoring to zinc-bound water molecule. Docking studies along with molecular dynamics also underlined the importance of the compounds flexibility (e.g. achieved through the insertion of methylene group) which favoured potent and selective hCA inhibition.
Design, synthesis and biological evaluation of substituted dioxodibenzothiazepines and dibenzocycloheptanes as farnesyltransferase inhibitors
Gilleron, Pauline,Wlodarczyk, Nicolas,Houssin, Raymond,Farce, Amaury,Laconde, Guillaume,Goossens, Jean-Francois,Lemoine, Amelie,Pommery, Nicole,Henichart, Jean-Pierre,Millet, Regis
, p. 5465 - 5471 (2008/03/11)
A new series of FTase inhibitors containing a tricyclic moiety-dioxodibenzothiazepine or dibenzocycloheptane-has been designed and synthesized. Among them, dioxodibenzothiazepine 18d displayed significant inhibitory FTase activity (IC50 = 17.3
