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Synthesis of new 7-O-modified chrysin derivatives and their anti-proliferative and apoptotic effects on human gastric carcinoma MGC-803 cells

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Abstract

Two series of 7-O-modified chrysin derivatives were prepared from 7-O-carboxymethyl chrysin(2a), 7-O-carboxypropylchrysin(2b) and short-chain alcohols by using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride(EDCI), N-hydroxybenzotriazole(HOBt) and 4-dimethylamiopryidine(DMAP) as coupling reagents. Taking cisplatin as a reference substance, their anti-proliferative activities in vitro against human gastric carcinoma MGC-803 cells were evaluated by the standard 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide( MTT) method. The results showed that among the compounds tested, compound hepty 4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy) acetate(3f) displayed the most potent growth-inhibitory effect on MGC-803 cells with half maximal inhibitory concentration(IC50) value of 3.23 μmol/L. The preliminary mechanism of inhibitory effect of compound 3f was also detected by flow cytometry(FCM), and the compound exerted anticancer activity via inducing the apoptosis of MGC-803 cells in a dose dependent manner, which suggested that compound 3f would be a potential anti-cancer agent.

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Authors and Affiliations

  1. Institute of Pharmacy & Pharmacology, University of South China, Hengyang, 421001, P. R. China

    Yunmei Liu, Xiudao Song, Xing Zheng, Xiaoyong Lei, Zihao Zhao & Xia Pan

  2. Suzhou Academy of Wumen Chinese Medicine, Suzhou Hospital of Traditional Chinese Medicine, Suzhou, 215003, P. R. China

    Xiudao Song & Guorong Jiang

  3. Soochow University Affiliated Children’s Hospital, Suzhou, 215003, P. R. China

    Jin Ma

  4. Institute of Chemistry & Chemical Engineering, University of South China, Hengyang, 421001, P. R. China

    Jun He

Authors
  1. Yunmei Liu
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  2. Xiudao Song
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  3. Jin Ma
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  4. Jun He
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  5. Xing Zheng
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  6. Xiaoyong Lei
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  7. Guorong Jiang
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  8. Zihao Zhao
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  9. Xia Pan
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Correspondence to Yunmei Liu.

Additional information

Supported by the Construct Program of the Key Discipline in Hunan Province, China(No.[2011]76).

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Liu, Y., Song, X., Ma, J. et al. Synthesis of new 7-O-modified chrysin derivatives and their anti-proliferative and apoptotic effects on human gastric carcinoma MGC-803 cells. Chem. Res. Chin. Univ. 30, 925–930 (2014). https://doi.org/10.1007/s40242-014-4269-6

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  • DOI: https://doi.org/10.1007/s40242-014-4269-6

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