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Synthesis and Anti-tumor Activities of Novel 18β-Glycyrrhetinic Acid Derivatives Attaching Dithiocarbamate Units

  • Chen Couxi ,
  • Li Xueqiang ,
  • Li Tiancai ,
  • Zhou Xuezhang
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  • a School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021;
    b Ningxia Development Center of Natural Products and Medication, Yinchuan 750021;
    c Key Laboratory of Ministry of Education for Protection and Utilization of Special Biological Resources in Western China, Ningxia University, Yinchuan 750021

Received date: 2011-11-05

  Revised date: 2012-01-31

  Online published: 2012-02-14

Supported by

Project supported by National Natural Science Foundation of China (No. 21062014), Key Project of Chinese Ministry of Education (No. 210237), Natural Science Foundation of Ningxia Province of China (No. NZ0606) and Key Laboratory of Medicinal Chemistry for Natural Resource, Yunnan University (No. 200902205) for financial support.

Abstract

Ten new 18β-glycyrrhetinic acid derivatives with dithiocarbamate units were prepared by amidation of 18β-glycyrrhetinic acid and piperazine followed with one-pot condensation of the amide, CS2 and alkyl halides in the presence of potassium carbonate in CHCl3. The structures of all the new compounds were identified by NMR spectra, IR and HRMS technology. Anti-tumor activities of the 18β-glycyrrhetinic acid derivatives against human hepatoma SMMC-7721 cell lines were evaluated by 3-(4,5-dimethylthiazol- 2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. They were found to inhibit the liver cancer cell proliferation and induce apoptosis as the lowest IC50 value was only 14.42 μg/mL.

Cite this article

Chen Couxi , Li Xueqiang , Li Tiancai , Zhou Xuezhang . Synthesis and Anti-tumor Activities of Novel 18β-Glycyrrhetinic Acid Derivatives Attaching Dithiocarbamate Units[J]. Acta Chimica Sinica, 2012 , 70(07) : 852 -858 . DOI: 10.6023/A1111051

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