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Molecules 2013, 18(7), 7436-7447; doi:10.3390/molecules18077436

Synthesis and Evaluation of Some 17-Acetamidoandrostane and N,N-Dimethyl-7-deoxycholic Amide Derivatives as Cytotoxic Agents: Structure/Activity Studies

1
College of Chemistry and Life Science, Guangxi Teachers Education University, Nanning 530001, China
2
No. 37 Middel School in Nanning, Nanning 530001, China
3
School of Chemistry and Chemical Engineering, SUN YAT-SEN University, Guangzhou 510275, China
4
Clinical Chemistry Program, Department of Chemistry, SI 424, Cleveland State University, Cleveland, OH 44115, USA
*
Authors to whom correspondence should be addressed.
Received: 9 May 2013 / Revised: 13 June 2013 / Accepted: 18 June 2013 / Published: 26 June 2013
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Abstract

Using pregnenolone and 7-deoxycholic acid as starting materials, some 17-acetamidoandrostane and N,N-dimethyl-7-deoxycholic amide derivatives were synthesized. The cytotoxicity of the synthesized compounds was tested in vitro against two tumor cell lines: SGC 7901 (human gastric carcinoma) and Bel 7404 (human liver carcinoma). The result showed that the blockage of the interaction of the amide group with outside groups might cause a decrease of the cytotoxicity, and an O-benzyloximino group at the 3-position of N,N-dimethyl-7-deoxycholic amide could enhance the cytotoxic activity of the compound. The information obtained from the studies provides the structure-activity relationship for these compounds and may be useful for the design of novel chemotherapeutic drugs.
Keywords: pregnenolone; 17-acetamidoandrostane; N,N-dimethyl-7-deoxycholic amide; antiproliferative activity pregnenolone; 17-acetamidoandrostane; N,N-dimethyl-7-deoxycholic amide; antiproliferative activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Huang, Y.; Cui, J.; Jia, L.; Gan, C.; Song, H.; Zeng, C.; Zhou, A. Synthesis and Evaluation of Some 17-Acetamidoandrostane and N,N-Dimethyl-7-deoxycholic Amide Derivatives as Cytotoxic Agents: Structure/Activity Studies. Molecules 2013, 18, 7436-7447.

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