Mechanistic investigations on substituted benzene sulphonamides as apoptosis inducing anticancer agents

Mettu, Akhila; Talla, Venu; Thumma, Soujanya; Prameela, Subhashini Naikal James

doi:10.1016/j.bioorg.2019.103539

Cited by 11 publications

(4 citation statements)

References 29 publications

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“…Nuclear DAPI (4′,6-diamidino-2-phenylindole) staining was used to examine whether the reduction in cancer cell numbers in response to the compounds 1 – 6 treatment was due to apoptosis or another form of programmed cell death. − The current findings revealed that cell treatments with 7,3′-di- O -methyltaxifolin, 3′- O -methyltaxifolin, 7- O -methyltaxifolin, 3- O -methylquercetin, taxifolin, and quercetin induced apoptosis, and key apoptotic features, such as chromatin condensation and nuclear shrinkage, were observed (Figure B–G). The treatments with the compounds also caused an increase in nuclear condensation, shrinkage of the cells, and loss of shape of the cells (Figure B–G) as compared to the control (Figure A), which suggested an increase in programmed cell death (i.e., apoptosis).…”

Section: Resultsmentioning

confidence: 79%

Comparative Anticancer Potentials of Taxifolin and Quercetin Methylated Derivatives against HCT-116 Cell Lines: Effects of O-Methylation on Taxifolin and Quercetin as Preliminary Natural Leads

et al. 2022

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Six flavonoids present in Pulicaria jaubertii, i.e., 7,3′-di-O-methyltaxifolin (1), 3′-O-methyltaxifolin (2), 7-O-methyltaxifolin (3), taxifolin (4), 3-O-methylquercetin (5), and quercetin (6), were tested for their anticancer activities. The methylated flavonoids, compounds 1–3 and 5, were evaluated for their anticancer activities in comparison to the non-methylated parent flavonoids taxifolin (4) and quercetin (6). The structures of the known compounds were reconfirmed by spectral analyses using 1H and 13C NMR data comparisons and HRMS spectrometry. The anticancer activity of these compounds was evaluated in colon cancer, HCT-116, and noncancerous, HEK-293, cell lines using the MTT antiproliferative assays. The caspase-3 and caspase-9 expressions and DAPI (4′, 6-diamidino-2-phenylindole) staining assays were used to evaluate the apoptotic activity. All the compounds exhibited antiproliferative activity against the HCT-116 cell line with IC50 values at 33 ± 1.25, 36 ± 2.25, 34 ± 2.15, 32 ± 2.35, 34 ± 2.65, and 36 ± 1.95 μg/mL for compounds 1 to 6, respectively. All the compounds produced a significant reduction in HCT-116 cell line proliferation, except compounds 2 and 6. The viability of the HEK-293 normal cells was found to be significantly higher than the viability of the cancerous cells at all of the tested concentrations, thus suggesting that all the compounds have better inhibitory activity on the cancer cell line. Apoptotic features such as chromatin condensation and nuclear shrinkage were also induced by the compounds. The expression of caspase-3 and caspase-9 genes increased in HCT-116 cell lines after 48 h of treatment, suggesting cell death by the apoptotic pathways. The molecular docking studies showed favorable binding affinity against different pro- and antiapoptotic proteins by these compounds. The docking scores were minimum as compared to the caspase-9, caspase-3, Bcl-xl, and JAK2.

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Section: Resultsmentioning

confidence: 79%

Comparative Anticancer Potentials of Taxifolin and Quercetin Methylated Derivatives against HCT-116 Cell Lines: Effects of O-Methylation on Taxifolin and Quercetin as Preliminary Natural Leads

et al. 2022

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“…56–58 Interestingly, benzene sulfonamide derivatives are known as apoptotic enhancers and inhibitors of carbonic anhydrase. 59 Early docking studies and molecular dynamics simulations have shown the ability of different triazole benzene sulfonamide derivatives in carbonic anhydrase IX inhibition. 60…”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of chromene-1,2,3-triazole benzene sulfonamide hybrids as potent carbonic anhydrase-IX inhibitors against prostate cancer

Albelwi,

Nafie,

Albujuq

et al. 2024

RSC Med. Chem.

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“…Professor Henry Lai of the University of Washington, USA, states that cancer cells need a lot of iron to reproduce DNA if the cancer cells multiply 6 . Benzene Sulfonamide was reported to have activity Anticancer shown through most various mechanisms stands out for the inhibition of carbonic anhydrase (a class of enzymes that serves to catalyze the conversion of carbon dioxide and water into bicarbonate and proton or vice versa so this process is a process reversible or reversible) and induction of apoptosis (mechanism biology which is a type of programmed cell death) 7 . Recent studies show that metal binding dithiocarbamate DNA in different ways, with various cytotoxic activities 2 .…”

Section: Introductionmentioning

confidence: 99%

ACUTE TOXICITY TEST LD50 COMPLEX Fe(II)N-BENZYLMETHYL DITHIOCARBAMATE IN WHITE MICE (Mus muscle)

Sanuddin,

Meirista,

Kinanti

2023

IJPSM

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A toxicity test is a test carried out to estimate the degree of damage caused by a compound to biological or non-biological materials. One of the compounds known to have anticancer, antibacterial, and antifungal effects is Fe(II) N-benzyl methyl dithiocarbamate. This compound has cytotoxic activity on liver cells. The purpose of this study was to determine the LD50 value of Fe (II) N-benzyl methyl Dithiocarbamate and to determine the acute toxicity category of Fe (II) N-benzyl methyl Dithiocarbamate. From the results of research that have been carried out the synthesis of compounds capable of forming complex compounds of Fe (II) N-benzylmethyl dithiocarbamate which causes no death in male and female mice with an unknown LD50 value, categorized as non-toxic, meaning that this complex compound does not have a toxic effect on male mice. and female.

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Mechanistic investigations on substituted benzene sulphonamides as apoptosis inducing anticancer agents

Cited by 11 publications

References 29 publications

Comparative Anticancer Potentials of Taxifolin and Quercetin Methylated Derivatives against HCT-116 Cell Lines: Effects of O-Methylation on Taxifolin and Quercetin as Preliminary Natural Leads

Comparative Anticancer Potentials of Taxifolin and Quercetin Methylated Derivatives against HCT-116 Cell Lines: Effects of O-Methylation on Taxifolin and Quercetin as Preliminary Natural Leads

Design and synthesis of chromene-1,2,3-triazole benzene sulfonamide hybrids as potent carbonic anhydrase-IX inhibitors against prostate cancer

ACUTE TOXICITY TEST LD50 COMPLEX Fe(II)N-BENZYLMETHYL DITHIOCARBAMATE IN WHITE MICE (Mus muscle)

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