Dapson in Heterocyclic Chemistry, Part I: Novel Synthesis of Sulfone Biscompounds for Antimicrobial and Antitumor Activities

Ghorab, Mostafa M.; Taha, N. M.; Radwan, Mohamed A. A.; Amin, N. E.; Shehab, M. A.; Faker, I. M. I.

doi:10.1080/10426500802505408

Cited by 13 publications

(5 citation statements)

References 9 publications

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“…The structures of the synthesized compounds were confirmed by FT‐IR, 1 HNMR, 13 CNMR, and elemental analysis. FT‐IR (KBr) spectrum of compound (4) exhibited the strong absorption band of N=C=S group at 2085 cm −1 . The 13 C NMR spectrum of compound (4) showed a signal for C=S group at δ 134.8 ppm and two signals for carbonyl at δ 181.0‐183.2 ppm.…”

Section: Resultsmentioning

confidence: 99%

Thiourea Derivatives Based on the Dapsone‐Naphthoquinone Hybrid as Anticancer and Antimicrobial Agents: In Vitro Screening and Molecular Docking Studies

2020

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According to the structure‐activity relationships (SAR), we synthesized a series of novel thiourea derivatives based on the dapsone‐naphthoquinone hybrid by the nucleophilic addition reaction of various primary/secondary amines to 2‐[4‐(4‐isothiocyanato‐benzenesulfonyl)‐phenylamino]‐[1,4]naphthoquinone (4). All thiourea derivatives (5 a‐j) were screened for in vitro anticancer activity against human leukemia cell line (K562). Thiourea derivative containing N‐methyl piperazine (5 h) was identified as the most effective molecule with IC50= 5.8±0.55 μM. Antimicrobial activity of thiourea derivatives (5 a–j) was evaluated in vitro against six strains of bacteria (Staphylococcus aureus, Staphylococcus epidermidis, Bacillus subtilis, Escherichia coli, Salmonella enterica and Klebsiella pneumoniae) and a fungus Candida kefyr by the microdilution method. Interestingly, compound 5 h exhibited better antibacterial activity compared with the dapsone as a positive control against S. epidermidis. The molecular docking studies indicated that compound 5 h may act as anticancer agent through the inhibition of Abl kinase and T315I Abl mutant.

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Section: Resultsmentioning

confidence: 99%

Thiourea Derivatives Based on the Dapsone‐Naphthoquinone Hybrid as Anticancer and Antimicrobial Agents: In Vitro Screening and Molecular Docking Studies

2020

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“…Test compounds were dissolved in dimethylsulfoxide. Diff erent concentrations of the compound under test (10,25,50, and 100 μM) were added to the cell monolayer. Triplicate wells were prepared for each individual concentration.…”

Section: Biological Screening In Vitro Antitumor Activitymentioning

confidence: 99%

Dapson in Heterocyclic Chemistry Part VI: Synthesis and Molecular Docking of Some Novel Sulfonebiscompounds of Expected Anticancer Activity

Ghorab

Alsaid

Nissan

2012

Arzneimittelforschung

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To discover new bioactive lead compounds for medicinal purposes, herein, sulfone biscompounds bearing dihydrothiazoles (3-9, 14, 15), acrylamide (11), thiazolidinones (12, 13, 20), thiophenes (16, 17) and benzothiophene (19) were prepared and tested for their anticancer activity. The structures of the products were confirmed from elemental analysis as well as spectral data. All the synthesized compounds showed remarkable anticancer activity against human breast cancer cell line especially, compound (3) with IC50 value 23.02 µM which was better than that of Doxorubicin by three folds. In order to elucidate the mechanism of action of their cytotoxic activity molecular docking on the active sites of farnesyl transferase and arginine methyl transferase was performed for all synthesized compounds and good results were obtained.

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“…Copolymers of quinoline derivatives undergo hierarchical self‐assembly into nanostructure and mesostructure having electronic and photonic functions . Given the biological importance of quinoline‐3‐carbonitrile and as part of our ongoing research in this area, we synthesized a novel series of tetrahydroquinoline‐3‐carbonitriles, bearing pyrazole moiety at N1 and octahydropyrazolo[4′,3′:5,6]pyrimido[1,2‐ a ]quinoline‐6‐carbonitrile derivatives.…”

Section: Introductionmentioning

confidence: 99%

New Synthesis of N‐(1H‐pyrazol‐5‐yl)‐hexahydroquinoline‐3‐carbonitrile and octahydropyrazolo[4′,3′:5,6]pyrimido[1,2‐a]quinoline‐6‐carbonitrile Derivatives from the Cyclic β‐Enaminones

Abdelmoniem

Ramadan

Ghozlan

et al. 2016

Journal of Heterocyclic Chem

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Dapson in Heterocyclic Chemistry, Part I: Novel Synthesis of Sulfone Biscompounds for Antimicrobial and Antitumor Activities

Cited by 13 publications

References 9 publications

Thiourea Derivatives Based on the Dapsone‐Naphthoquinone Hybrid as Anticancer and Antimicrobial Agents: In Vitro Screening and Molecular Docking Studies

Thiourea Derivatives Based on the Dapsone‐Naphthoquinone Hybrid as Anticancer and Antimicrobial Agents: In Vitro Screening and Molecular Docking Studies

Dapson in Heterocyclic Chemistry Part VI: Synthesis and Molecular Docking of Some Novel Sulfonebiscompounds of Expected Anticancer Activity

New Synthesis of N‐(1H‐pyrazol‐5‐yl)‐hexahydroquinoline‐3‐carbonitrile and octahydropyrazolo[4′,3′:5,6]pyrimido[1,2‐a]quinoline‐6‐carbonitrile Derivatives from the Cyclic β‐Enaminones

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