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Synthesis,characterization,antioxidant,antimicrobial,cytotoxic,anticancer,leishmanicidal,anti-inflammatory activities and docking studies of heterocyclic 1,3,4-oxadiazoles and 4-amino-1,2,4-triazoles derivatives
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نویسنده
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abbas a. ,nadeem h. ,khan a.-u. ,ali f. ,afzaal h. ,nadhman a. ,khan i.
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منبع
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journal of the chemical society of pakistan - 2017 - دوره : 39 - شماره : 4 - صفحه:661 -673
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چکیده
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Glucoside derivatives of 1,3,4-oxadiazoles and 4-amino-1,2,4-triazoles: n-(2,3,4,6-tetra- o-acetyl-β-d-glucopyranosyl)-5-(4-florophenyl)-1,3,4-oxadiazole-2-thione (1a),n-(2,3,4,6-tetra-oacetyl- β-d-glucopyra nosyl)-5-(3,4,5-trimethoxylphenyl)-1,3,4-oxadiazole-2-thione (1b),n-(2,3,4,6-tetra-o-acetyl-β- d-glucopyra nosyl)-4-amino-5-(2-chlorophenoxyl methyl)-1,2,4-triazole-3-thione (2a) and n-(2,3,4,6-tetra-o-acetylβ- d-glucopyranosyl)-4-amino-5-(2-bromophenoxylmethyl)-1,2,4-triazole-3-thione (2b) were synthesized and characterized by ir,1h-nmr,13 c-nmr and mass spectral techniques. (1b) has highest antioxidant potential. test compounds have good activity against bacillus subtilis,staphylococcus aureus,staphylococcus epidermidis,salmonella typhae,klebsilla pneumonia,candida glabrata and exhibited mild to moderate cytotoxic effect. (1a) and (2b) showed 73.9 ± 2.5 % and 75.4 ± 1.5 % tumor inhibitory action respectively. (1a) and (2a) possess antileishmanial activity with ic50 value of 0.060 ± 0.00 and 0.065 ± 0.01 mg/ml. all compounds reduced carrageenan-induced paw edema in mice. virtual screening of (1a) and (2b) against dna gyrase,topoisomerase-iv,lanosterol-14-alpha demethylase,cyclooxygenase-2 and epidermal growth factor receptor tyrosine kinase gives total energy values upto-405.77 kcal/mol.
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کلیدواژه
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Antileshminial; Antimicrobial; Antitumor; Bioinformatics; Cytotoxic; Heterocyclic derivatives
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آدرس
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riphah institute of pharmaceutical sciences,riphah international university,islamabad, Pakistan, riphah institute of pharmaceutical sciences,riphah international university,islamabad, Pakistan, riphah institute of pharmaceutical sciences,riphah international university,islamabad, Pakistan, riphah institute of pharmaceutical sciences,riphah international university,islamabad,pakistan,department of pharmacy,kohat university of science and technology,kohat, Pakistan, riphah institute of pharmaceutical sciences,riphah international university,islamabad,pakistan,drug regulatory authority of pakistan,islamabad, Pakistan, sulaiman bin abdullah aba al khail centre for interdisciplinary research in basic sciences,international islamic university,islamabad,pakistan,institute of integrative biosciences,cecos university of it and emerging sciences,peshawar, Pakistan, sulaiman bin abdullah aba al khail centre for interdisciplinary research in basic sciences,international islamic university,islamabad, Pakistan
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Authors
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