DNA profiling and in vitro cytotoxicity studies of tetrazolo[1,5-a]pyrimidine-based copper(II) complexes

A series of N -benzoylated mononuclear copper(II) complexes of the type [Cu(L 1−6 )Cl 2 ] ( 1 – 6 ), where L 1 =  ethyl 4-benzoyl-5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate, L 2 =  ethyl 4-(4-nitrobenzoyl)-5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxyla...

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Veröffentlicht in:Biometals 2019-08, Vol.32 (4), p.611-626
Hauptverfasser: Haleel, Azees Khan, Rafi, Ummer Muhammed, Mahendiran, Dharmasivam, Mitu, Liviu, Veena, Vijaykumar, Rahiman, Aziz Kalilur
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Sprache:eng
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Zusammenfassung:A series of N -benzoylated mononuclear copper(II) complexes of the type [Cu(L 1−6 )Cl 2 ] ( 1 – 6 ), where L 1 =  ethyl 4-benzoyl-5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate, L 2 =  ethyl 4-(4-nitrobenzoyl)-5-methyl-7-aryl-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate, L 3  = ethyl 4-benzoyl-5-methyl-7-(4-methoxyphenyl)-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate, L 4  = ethyl 4-(4-nitrobenzoyl)-5-methyl-7-(4-methoxyphenyl)-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate, L 5  = ethyl 4-benzoyl-5-methyl-7-(4-chlorophenyl)-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate and L 6  = ethyl 4-(4-nitrobenzoyl)-5-methyl-7-(4-chlorophenyl)-4,7-dihydrotetrazolo[1,5- a ]pyrimidine-6-carboxylate have been synthesized and characterized by spectral methods. Electron paramagnetic resonance spectra of complexes show four lines, characteristic of square planar geometry. The binding studies of the complexes with calf thymus DNA (CT–DNA) revealed groove mode of binding, which were further supported by molecular docking studies. Gel electrophoresis experiments demonstrated the ability of the complexes to cleave plasmid DNA in the absence of activators. Further, the cytotoxicity activity of the complexes were examined on three cancerous cell lines (lung (A549), cervical (HeLa) and colon (HCT-15)), and on two normal cells (human embryonic kidney (HEK) and peripheral blood mononuclear cells (PBMC)) by MTT assay.
ISSN:0966-0844
1572-8773
DOI:10.1007/s10534-019-00196-2