2. Academic Validation
  3. Biological evaluation of new mimetics of annonaceous acetogenins: alteration of right scaffold by click linkage with aromatic functionalities

Biological evaluation of new mimetics of annonaceous acetogenins: alteration of right scaffold by click linkage with aromatic functionalities

  • Eur J Med Chem. 2014 May 6:78:248-58. doi: 10.1016/j.ejmech.2014.03.062.
Yanghan Liu 1,  Qicai Xiao 1,  Yongqiang Liu 2,  Zheng Li 3,  Yatao Qiu 1,  Guang-Biao Zhou 4,  Zhu-Jun Yao 5,  Sheng Jiang 6
Affiliations

Affiliations

  • 1 Laboratory of Medicinal Chemistry, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, China.
  • 2 Division of Molecular Carcinogenesis and Targeted Therapy for Cancer, State Key Laboratory of Biomembrane and Membrane Biotechnology, Institute of Zoology, Chinese Academy of Sciences, Beijing 100101, China.
  • 3 Department of Translational Imaging, The Houston Methodist Research Institute, Houston, TX 77030, United States.
  • 4 Division of Molecular Carcinogenesis and Targeted Therapy for Cancer, State Key Laboratory of Biomembrane and Membrane Biotechnology, Institute of Zoology, Chinese Academy of Sciences, Beijing 100101, China. Electronic address: gbzhou@ioz.ac.cn.
  • 5 State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, 22 Hankou Road, Nanjing 210093, China. Electronic address: yaoz@nju.edu.cn.
  • 6 Laboratory of Medicinal Chemistry, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, China. Electronic address: jiang_sheng@gibh.ac.cn.
PMID: 24686011 DOI: 10.1016/j.ejmech.2014.03.062
Abstract

A small library of analogues of annonaceous acetogenins through click linkage with aromatic moieties is established using a convergent modular fragment-assembly approach. These analogues exhibited low micromolar inhibitory activities against the proliferation of several human Cancer cell lines. Structure-activity relationship (SAR) of these analogues indicates that replacement of the methoxy groups of ubiquinone ring with methyl groups is proved to be a useful strategy for improving the Anticancer activity of quinone-acetogenin hybrids.

Keywords

Annonaceous acetogenins; Aromatic functionalities; Click chemistry; Cytotoxicity; Quinone.

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