Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (06): 884-889. Previous Articles     Next Articles

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  1. 1温州医学院药学院 温州 325035)
    (2南京理工大学化工学院 南京 210094)
    (3暨南大学组织移植与免疫实验中心 广州 510632
  • 收稿日期:2010-01-19 修回日期:2010-04-14 发布日期:2010-05-18
  • 通讯作者: 吴晓萍
  • 基金资助:


Synthesis, Crystal Structure, Antibacterial and Anti-tumor Properties of Mono-carbonyl Analogues of Curcumin

Wu Jianzhang1,2 Wang Cong1,3 Cai Yuepiao1 Yang Shulin2 Zheng Xiaoyong1 Qiu Peihong1 Peng Jing1 Wu Xiaoping*,1,3 Liang Guang*,1,2 Li Xiaokun1,2   

  1. 1 School of Pharmacy, Wenzhou Medicinal College, Wenzhou 325035) (2 Institute of Biotechnology, Nanjing University of Science and Technology, Nanjing 210094) (3 Institute of Tissue Transplantation and Immunology, Jinan University, Guangzhou 510632
  • Received:2010-01-19 Revised:2010-04-14 Published:2010-05-18
  • Contact: Wu Xiaoping

Two symmetry and five asymmetry mono-carbonyl analogues were synthesized with curcumin as leading compound. Their structures were characterized by IR, MS and 1H NMR techiniques. Their antibacterial activities in vitro were tested using 11 drug-resistant strains isolated in clinical. The cytotoxicity activities in vitro were evaluated by MTT assay using 3 human cancer cell lines. Compound A5 exhibited a comparable antitumor activity with curcumin and showed high antibacterial activity. Due to the good bioactivities, single-crystal of A5 was cultured and its structure was determined using single-crystal X-ray diffraction. The crystal structure of compound A5 is orthorhombic system, space group Fdd2, with cell dimensions of a=26.085(3) ?, b=28.248(3) ?, c=7.9615(9) ?, α=90.00°, β=90.00°, γ=90.00°, V=5866.4(12) ?3, Z=16, DX=1.288 Mg/m3, μ=0.09 mm-1, F(000)=324, The final R=0.047, wR=0.112.

Key words: mono-carbonyl curcumin analogue, chalcone, synthesis, anti-tumor, antibacterial activity, crystal structure