Synthesis, characterization and biological studies of sulfonamide Schiff’s bases and some of their metal derivatives

Chohan, Zahid H.; Shad, Hazoor Ahmad; Supuran, Claudiu T.

doi:10.3109/14756366.2011.574623

Cited by 60 publications

(29 citation statements)

References 34 publications

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“…The compounds bearing sulfonamide piece are generally occurred from R-sulfonyl chloride with primary or secondary amines in basic media 17 . In recent times, there has been an increase in studies regarding the substances containing sulfonamide fragment because of their potential applications such as for coordination chemistry 18 , medicinal chemistry 19 , catalyst chemistry 20 , chemical luminescence 21 and analytical chemistry fields 22 . On the other hand, sulfonamide compounds are known to contain inherent pharmacological properties such as antimicrobial 23 , anti-inflammatory 24 , anti-viral 25 , anti-proliferative 26 , angiogenesis 27 and enzyme inhibitory (carbonic anhydrase) activities 28 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and pro-apoptotic effects of new sulfonamide derivatives via activating p38/ERK phosphorylation in cancer cells

Cumaoğlu¹,

Dayan

Agkaya³

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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Herein, the compounds bearing sulfonamide fragment such as N-(2-amino-5-benzoylphenyl)-4-nitrobenzene sulfonamide hydrochloride (1), N-(quinolin-8-yl)-4-nitro-benzenesulfonamide hydrochloride (2), N-(pyridine-2-ylmethyl)-4-nitro-benzenesulfonamide hydrochloride (3) were synthesized by the reaction of 3,4-diaminobenzophenone, 8-aminoquinoline or 2-picoylamine and 4-nitrobenzensulfonyl chloride, respectively. The structures of the newly synthesized compounds were elucidated on the basis of elemental and spectral analyses. All the prepared compounds were evaluated for their in vitro anti-cancer activity against various cancer cell lines and to explore the underlying molecular mechanisms involved in this process. In vitro cytotoxic activities of the compounds were screened against human hepatocellular (HepG2), breast (MCF-7) and colon (Colo-205) cancer cell lines by MTT assay, mRNA expression of genes with qPCR and phosphorylation of p38 and ERK1/2 with Western blot. Tested compounds could significantly reduce cell proliferation and induced mRNA expression of pro-apoptotic genes; caspase 3, caspase 8 and caspase 9. Activation of these apoptotic genes probably is mediated by activation of p38.

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Section: Introductionmentioning

confidence: 99%

Synthesis and pro-apoptotic effects of new sulfonamide derivatives via activating p38/ERK phosphorylation in cancer cells

Cumaoğlu¹,

Dayan

Agkaya³

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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show abstract

“…In recent times, there has been an increase in studies regarding the substances containing sulfonamide fragment because of their potential applications in medicinal chemistry field. In addition to this, sulfonamide compounds are known to contain inherent pharmacological properties such as antimicrobial (Chohan et al, 2012), antiinflammatory (Shah et al, 2013), antiproliferative (Bashandy et al, 2013) and enzyme inhibitory (carbonic anhydrase) activities (Güzel et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

Potential anti-inflammatory effect of water-soluble sulfonamido compounds on lipopolysaccharide-stimulated macrophage-like cellular systems

et al. 2015

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“…For this reason, exploring novel coumarin derivatives as CAIs, or compounds known in the literature but not yet investigated for this activity, is of interest in the design of isoform-selective pharmacological agents of this type. Indeed, CAIs have a range of applications as antiglaucoma, antiobesity, antiepileptic or diuretic agents [12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] . Furthermore, inhibition of CAs from various bacteria or fungi may also lead to the development of antiinfectives based on CAIs 27,28 .…”

Section: Introductionmentioning

confidence: 99%

Novel coumarins and benzocoumarins acting as isoform-selective inhibitors against the tumor-associated carbonic anhydrase IX

Sharma¹,

Tiwari²,

Supuran

2013

Journal of Enzyme Inhibition and Medicinal Chemistry

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A series of coumarins and benzocoumarins incorporating methyl and hydroxyl moieties in the heterocyclic ring were investigated for the inhibition of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1). These coumarins were very weak or ineffective as inhibitors of the housekeeping, offtarget isoforms CA I and II, but showed effective, submicromolar inhibition of the transmembrane, tumor-associated isoforms CA IX and to a slightly less extent, CA XII. The nature and position of the groups substituting the coumarin ring influenced CA inhibitory properties. 4-Methyl-5,7-dihydroydroxycoumarin showed K I s 4200 mM against CA I and II, of 0.19 mM against CA IX and of 6.4 mM against CA XII, being thus a selective, efficient inhibitor for the tumor-associated over cytosolic CA isoforms. These compounds are interesting leads for designing isoform-selective enzyme inhibitors.

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Synthesis, characterization and biological studies of sulfonamide Schiff’s bases and some of their metal derivatives

Cited by 60 publications

References 34 publications

Synthesis and pro-apoptotic effects of new sulfonamide derivatives via activating p38/ERK phosphorylation in cancer cells

Synthesis and pro-apoptotic effects of new sulfonamide derivatives via activating p38/ERK phosphorylation in cancer cells

Potential anti-inflammatory effect of water-soluble sulfonamido compounds on lipopolysaccharide-stimulated macrophage-like cellular systems

Novel coumarins and benzocoumarins acting as isoform-selective inhibitors against the tumor-associated carbonic anhydrase IX

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