S. Shivaprakash, K. Kiran, Latha Diwakar
Nov 30, 2014
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Journal
International Journal of Pharmacy and Pharmaceutical Sciences
Abstract
Objective: The objective of this study was to synthesize Z - 1-benzhydryl-4-cinnamylpiperazines by novel stereo selective synthetic method and evaluation of their anticancer properties. Methods: A series of novel ( Z )-1-benzhydryl-4-cinnamylpiperazine derivatives ( 9a-j) were synthesized, starting from benzophenones in six steps . Wittig condensation of appropriate benzyltriphenyl phosphonium halides with various 1-benzhydryl- 4-(2-ethanal) piperazines ( 3a-j), and column purification over silica gel afforded pure Z - 1-benzhydryl-4-cinnamylpiperazines. Results: The structures of newly synthesized compounds 9a-j were established by 1 H & 13 C NMR and mass spectral analysis. The anticancer potential (MTT assay) of synthesized compounds was tested against human cervical cancer (HeLa) and murine microglial (BV-2) cell lines. Results indicated that the most of the Z -derivatives exhibited moderate to good anticancer activity on both the cell lines over their E - antipodes. Conclusion: Compound 9i ( cis - flunarizine) exhibited exceptionally superior activity against both HeLa and BV-2 cell lines with IC 50 value of 13.23±3.51 µM and 23.1±4.12 µM respectively. Hence, this compound may be considered to be a potential lead molecule for further development