Synthesis and structure-activity relationship study of water-soluble carbazole sulfonamide derivatives as new anticancer agents

Methoxy and bromo scans onN-(5-methoxyphenyl) methoxybenzenesulphonamides reveal potent cytotoxic compounds, especially against the human breast adenocarcinoma MCF7 cell line

“…Concerning the substituent on the sulphonamide nitrogen, hydrogen or small groups (methyl, ethyl, or acetonitrile) resulted in optimal potency for every series ( 2 , 8a , 9a , 13 – 16 , 21 – 25, and 32 – 35 ), whereas larger substituents such as acetates ( 5 , 17 , 26 , 29 , and 36 ), carboxylates ( 7 and 27 ), or benzyls ( 10b – c , 18 , and 37 ) showed reduced potencies or rendered the compounds inactive, except for the benzyl group of the 3,4,5- trisubstituted compound 10a of the series 1. These results are different from previously described sulphonamides, including those with TMP phenyl rings, where methyl groups are usually strongly preferred 3 , 46 , 47 . Acetonitrile substitutions on the sulphonamide nitrogen ( 16 , 25 , and 35 ) showed similar potencies (IC 50 HeLa = 407, 36, and 500 nM, respectively) with respect to the less polar methylated analogs ( 14 , 24 , and 33 ) (IC 50 HeLa = 557, 33, and 413 nM, respectively).…”

CuI nanoparticles supported on a novel polymer-layered double hydroxide nanocomposite: an efficient heterogeneous nanocatalyst for the synthesis of bis-N-arylsulfonamides

“…Several studies in the eld of medical chemistry have proven that sulfonamide derivatives possess a range of benecial biological activities, being antimicrobial, antiviral, antitubercular, and anticancer agents. [1][2][3] Although the amination of arylsulfonyl chlorides is still a valuable method for the synthesis of N-arylsulfonamides, the mentioned reactions typically require the use of strong bases that can negatively effect the recovery of the catalyst. 4 Recently, transition metal-catalyzed carbon-nitrogen bond forming via crosscoupling reactions has represented a powerful means for the preparation of diverse sulfonamide compounds, which have high utilities in pharmaceutical, materials and chemical science.…”

Indole – a promising pharmacophore in recent antiviral drug discovery

“…Although a plethora of heterocyclic compounds is available for the design of pharmaceutical drugs, indole finds itself in an apt place in drug discovery. In the field of drug design of antiviral agents, heterocyclic molecules such as benzimidazoles, 1,2 coumarins, [3][4][5] carbazoles, 6,7 oxadiazoles, 8,9 thiazoles, 10,11 etc. have been used to construct efficient drug molecules.…”