Synthesis and Primary Antitumor Proliferation of p-Adamantanylcinnamides

doi:10.11944/j.issn.1000-0518.2018.04.170147

Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (4): 420-425.DOI: 10.11944/j.issn.1000-0518.2018.04.170147

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Synthesis and Primary Antitumor Proliferation of p-Adamantanylcinnamides

GUI Shuya,XIONG Hao,LIN Zhi,XIA Linya,ZHONG Qisheng,LI Dongfeng,HOU Ruibin(),XIA Yan()

College of Chemistry and Life Science,Changchun University of Technology,Changchun 130012,China

Received:2017-05-10 Accepted:2017-06-22 Published:2018-03-30 Online:2018-04-02
Contact: HOU Ruibin,XIA Yan
Supported by:
Supported by the National Natural Science Foundation of China(No.21502008), Department of Jilin Province Key Scientific Research Project(No.20110333).

Abstract

Abstract:

Three aniline p-adamantanylcinnamides(8a~8c) were designed and synthesized from cross coupling of 1-bromoadamantane with toluene followed by oxidation, homologation and amidation. The inhibitory assays of these compounds against human hepatocellular carcinoma cell SMMC7721, breast cancer cell MCF-7, cervical cancer cell Hela and lung cancer cell A549 by MTS method showed that compound 8c exhibited good antitumor activity against human hepatoma cells(IC₅₀=1.6 μmol/L or 0.73 mg/L) compared with doxorubicin(0.44 mg/L). This indicates that aniline p-adamantanylcinnamide is a good template for the development of anti-tumor drugs. The antitumor activity, cellular targets and the mode of action of aniline p-adamantanylcinnamide derivatives will be further studied.

Key words: adamantane styrene, synthesis, antitumor activity, MTS

GUI Shuya,XIONG Hao,LIN Zhi,XIA Linya,ZHONG Qisheng,LI Dongfeng,HOU Ruibin,XIA Yan. Synthesis and Primary Antitumor Proliferation of p-Adamantanylcinnamides[J]. Chinese Journal of Applied Chemistry, 2018, 35(4): 420-425.

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Synthesis and Primary Antitumor Proliferation of p-Adamantanylcinnamides

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