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Design, synthesis and biological evaluation of 3,4-dihydronaphthalen-1(2H)-one derivatives as Bcl-2 inhibitors

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Abstract

A series of new 3,4-dihydronaphthalen-1(2H)-one derivatives (6a–f) were designed, and synthesized by the Claisen–Schmidt condensation reaction. Their structures were characterized by NMR, FTIR, and MS spectroscopy. Their antitumor activities against human neoplastic cell lines Hela, Hepg2, K562, THP-1, SW1990, MIA PaCa-2, NCI-H460 and SK-BR-3 by the MTT method exhibited obvious anticancer activities and their cytotoxicities for LO2 cell lines were lower than DOX, especially for 6b and 6d. The inhibition activities against the Bcl-2 protein for 6b was evaluated and the result shows that lipophilic 3,4-dimethoxybenzylidene and 3,4-dihydronaphthalen-1(2H)-one could bind slightly to the active pockets of the Bcl-2 protein.

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Acknowledgement

Our thanks for the binding assay for Bcl-2 proteins by Prof. Xi Hu from Yantai University in China.

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Authors and Affiliations

  1. Department of Oncology, The Central Hospital of Zibo, Zibo, 255036, Shandong, People’s Republic of China

    Fuli Wang, Yinping Sun, Wei Tian & Xiao Liu

  2. Department of Outpatient Service, The Shouguang People’s Hospital, Shouguang, 262799, Shandong, People’s Republic of China

    Rongxiang Zhang

  3. Department of Oncology, The Shouguang People’s Hospital, Shouguang, 262799, Shandong, People’s Republic of China

    Yong Cui

  4. Outpatient Operating Room, The Shouguang People’s Hospital, Shouguang, 262799, Shandong, People’s Republic of China

    Liping Sheng

  5. Operating Room, Qianfoshan Hospital Affiliated to Shandong University, Jingshi Road, Lixia District, Jinan, 250014, Shandong, People’s Republic of China

    Shuzeng Liang

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  1. Fuli Wang
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  2. Rongxiang Zhang
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  3. Yong Cui
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  4. Liping Sheng
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  5. Yinping Sun
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  6. Wei Tian
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  7. Xiao Liu
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  8. Shuzeng Liang
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Correspondence to Shuzeng Liang.

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Wang, F., Zhang, R., Cui, Y. et al. Design, synthesis and biological evaluation of 3,4-dihydronaphthalen-1(2H)-one derivatives as Bcl-2 inhibitors. Res Chem Intermed 43, 5933–5942 (2017). https://doi.org/10.1007/s11164-017-2972-x

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  • DOI: https://doi.org/10.1007/s11164-017-2972-x

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