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

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

1, 1,* , 2, 1, 3, 4 and 4,*
Received: 9 May 2013; in revised form: 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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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.

AMA 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(7):7436-7447.

Chicago/Turabian Style

Huang, Yanmin; Cui, Jianguo; Jia, Linyi; Gan, Chunfang; Song, Huacan; Zeng, Chun; Zhou, Aimin. 2013. "Synthesis and Evaluation of Some 17-Acetamidoandrostane and N,N-Dimethyl-7-deoxycholic Amide Derivatives as Cytotoxic Agents: Structure/Activity Studies." Molecules 18, no. 7: 7436-7447.


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