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

高等学校化学研究 ›› 2014, Vol. 30 ›› Issue (1): 55-62.doi: 10.1007/s40242-014-3308-7

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

PARVEEN Mehtab¹, MALLA Ali Mohammed¹, ALI Akhtar¹, ALAM Mahboob²

1. Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India;
2. Department of Biochemistry, Aligarh Muslim University, Aligarh 202002, India

收稿日期:2013-07-17 修回日期:2013-09-10 出版日期:2014-02-01 发布日期:2013-09-29
通讯作者: PARVEEN Mehtab,E-mail:mehtab.organic2009@gmail.com E-mail:mehtab.organic2009@gmail.com

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

PARVEEN Mehtab¹, MALLA Ali Mohammed¹, ALI Akhtar¹, ALAM Mahboob²

1. Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India;
2. Department of Biochemistry, Aligarh Muslim University, Aligarh 202002, India

Received:2013-07-17 Revised:2013-09-10 Online:2014-02-01 Published:2013-09-29
Contact: PARVEEN Mehtab,E-mail:mehtab.organic2009@gmail.com E-mail:mehtab.organic2009@gmail.com

摘要/Abstract

摘要：

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.

关键词: Steroid, Biological evaluation, Molecular docking

Abstract:

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]. 高等学校化学研究, 2014, 30(1): 55-62.

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

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

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