Synthesis of new organosilicon compounds by CS2: Mercapto-silyl-thiones

Safa, Kazem D.; Ghorbanpour, Khatereh

doi:10.1016/j.jorganchem.2013.07.051

Cited by 8 publications

(1 citation statement)

References 29 publications

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“…The 1,3‐dipolar cycloaddition reaction of benzyl halides, sodium azide and propargyl alcohol was carried out in the presence of CuSO 4 .5H 2 O and sodium ascorbate in t‐butyl alcohol and water (1:2) at room temperature to afford the corresponding 1,4‐disubstituted‐1,2,3‐triazoles ( 1a–i ) in high yields. Recently, a variety of organosilicon‐sulphur compounds were prepared in our laboratory . The tris(organosilyl)methyllithium compounds were prepared using the published methodologies .…”

Section: Resultsmentioning

confidence: 99%

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

Mousazadeh

Milani

Zarghami

et al. 2017

Basic Clin Pharma Tox

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A series of sila-organosulphur compounds containing 1,2,3-triazole cores were screened for their cytotoxic activity on human breast cancer cell line MCF-7. Most of the tested compounds exhibited moderate-to-good activity against the cancer cells. Especially, the compound 4-((2-(trimethylsilyl)ethynylthio)methyl)-1-benzyl-1H-1,2,3-triazole (3a) from series of sila-substituted thioalkyne 1,2,3-triazoles (STATs) and the compounds 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1-mercapto-1,1-bis(trimethylsilyl)propane-2-thione (4a) and 1-mercapto-1,1-bis(trimethylsilyl)-3-(1-phenethyl-1H-1,2,3-triazol-4-yl)propane-2-thione (4e) from series of sila-substituted mercapto-thione 1,2,3-triazoles (SMTTs) exhibited promising cytotoxicity against MCF-7 with IC values of 35.17, 32.63 and 30.3 μg/mL, respectively. In addition, the possible mechanisms for inhibition of cell growth and induction of apoptotic cell death were explored by DAPI staining, cell cycle analysis and qRT-PCR. The synthetic compounds were evaluated for their in vitro antibacterial activities, and as a result, the most prominent effects were observed for 3e and 4e. Especially, 3e was found to be quite active against all the tested strains with the MIC values ranging from 15 to 62 μg/mL, except P. aeruginosa. The results of the time-kill assay suggested that the compound of 3e completely inhibited the growth of both gram-negative bacteria, A. baumannii, and gram-positive bacteria, S. aureus. In addition, SEM analysis confirmed morphostructural damage of the bacteria. Our findings could be applicable for developing dual-targeting anticancer/antibacterial therapeutics.

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Section: Resultsmentioning

confidence: 99%

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

Mousazadeh

Milani

Zarghami

et al. 2017

Basic Clin Pharma Tox

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ChemInform Abstract: Synthesis of New Organosilicon Compounds by CS₂: Mercapto‐silyl‐thiones.

Safa

Ghorbanpour

2014

ChemInform

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Bulky organosilicon compounds based on sulfanyltetrazoles: their synthesis and in vitro antibacterial evaluation

et al. 2018

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Synthesis of new organosilicon compounds by CS2: Mercapto-silyl-thiones

Cited by 8 publications

References 29 publications

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

ChemInform Abstract: Synthesis of New Organosilicon Compounds by CS₂: Mercapto‐silyl‐thiones.

Bulky organosilicon compounds based on sulfanyltetrazoles: their synthesis and in vitro antibacterial evaluation

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Synthesis of new organosilicon compounds by CS2: Mercapto-silyl-thiones

Cited by 8 publications

References 29 publications

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

Study of the Cytotoxic and Bactericidal Effects of Sila‐substituted Thioalkyne and Mercapto‐thione Compounds based on 1,2,3‐Triazole Scaffold

ChemInform Abstract: Synthesis of New Organosilicon Compounds by CS2: Mercapto‐silyl‐thiones.

Bulky organosilicon compounds based on sulfanyltetrazoles: their synthesis and in vitro antibacterial evaluation

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ChemInform Abstract: Synthesis of New Organosilicon Compounds by CS₂: Mercapto‐silyl‐thiones.