Silica-supported Thionyl Chloride-assisted Synthesis and Bioassay of Novel Tetrazinan-3-thione and 3-Oxo-pyrazolidine-4-carbonitrile Derivatives of Steroids

doi:10.1007/s40242-014-3308-7

Abstract

Abstract:

A series of tetrazinan-3-thione and 3-oxo-pyrazolidine-4-carbonitrile derivatives of steroids(1―3) were synthesized with silica-chloride as a heterogeneous catalyst. The synthesized compounds 4―9 were obtained in substantial yields. In vitro evaluation of anticancer and antioxidant activity of the synthesized compounds was carried out via 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide(MTT) and 1,1-diphenyl-2-picrylhydrazyl(DPPH) assays, respectively. Compound 6 exhibited promising anti-proliferative activity towards a panel of cancer cell lines. The significant activity of compound 6 was further ascertained on structural, molecular modelling and docking studies. This study may provide a valuable insight into the further design and development of more potent biologically active compounds.

Key words: Steroid, Biological evaluation, Molecular docking

PARVEEN Mehtab, MALLA Ali Mohammed, ALI Akhtar, ALAM Mahboob, MUSTAFA Mir Faisal. Silica-supported Thionyl Chloride-assisted Synthesis and Bioassay of Novel Tetrazinan-3-thione and 3-Oxo-pyrazolidine-4-carbonitrile Derivatives of Steroids[J]. Chemical Research in Chinese Universities, 2014, 30(1): 55-62.

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