Add time:07/14/2019 Source:sciencedirect.com
C6H5SeNa+(generated in situ by NaBH4 reduction of (C6H5Se)2) on reaction with 1-(3-chlorophenyl)-4-(3-chloropropyl) piperazinium chloride under N2 atmosphere results in [1-(3-chlorophenyl)-4-(3-phenylseleno propyl) piperazinium chloride] (LH+Cl−) as cream colour solid. Its anion exchange product having the formula [LH+(NO3)-] (1) have been prepared with retention of piperazinium salt character. (LH+Cl−) and its compound 1 are characterized on the basis of physico-chemical and spectral (FT-IR, 1H, 13C, DEPT 135° and 77Se NMR) studies. LH+Cl− crystallizes in the monoclinic system with P21/c space group. [LH+(NO3)-] (1) however crystallizes in an orthorhombic system with space group Pbca at 100 and 120 K respectively. Using DFT-based optimization of structures, bond length, bond angle, HOMO-LUMO energy gaps and molecular electrostatic potential maps (MEP) of LH+Cl− and LH+(NO3)- were theoretically calculated at the B3LYP/6-311G (d, p) level of theory. Experimentally obtained results showed a good correlation with those of the theoretical ones. All the three compounds were screened for their cytotoxic potential using sulphorhodamine B (SRB) cytotoxicity assay against leukemia (THP-1), colon (HCT-116), prostate (PC-3) and human lung (A-549) cancer cell lines. Among the synthesized products, compound LH+(NO3)- was the most active.
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