Medicinal Chemistry Research

, Volume 23, Issue 5, pp 2584–2595 | Cite as

Synthesis and antitumor properties of novel curcumin analogs

Original Research

Abstract

A series of novel curcumin (CC) analogs were synthesized by reacting substituted aldehydes with intermediates 4a and 4b. The inhibitory activities of these CC analogs were investigated on human cancer cells PC3, Bcap-37, and MGC-803 in vitro by MTT assay. The results showed that most of the title compounds displayed moderate to high levels of antitumor activities. Compound 5f, the most active CC analogs, has the IC50 values of 1.34 ± 0.28, 3.90 ± 0.36, and 0.86 ± 0.44 μM against the three human cancer cells assayed, respectively. Furthermore, subsequent fluorescence staining and flow cytometry analysis indicated compound 5f could induce apoptosis in PC3, Bcap-37, and MGC-803 cells, and the apoptosis ratio reachs the peak (27.1 %) in MGC-803 cells at 24 h after treatment at 10 μM.

Keywords

Curcumin analogs Antitumor Apoptosis Flow cytometry analysis 

Abbreviations

ADM

Adriamycin

AO/EB

Acridine orange/ethidium bromide

CC

Curcumin

13C NMR

13C nuclear magnetic resonance

DMSO

Dimethyl sulfoxide

FCM

Flow cytometry

HCPT

10-Hydroxyl camptothecine

1H NMR

Proton nuclear magnetic resonance

IR

Infra-red

MTT

3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide

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Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • Hui Luo
    • 1
    • 3
    • 4
  • Shengjie Yang
    • 2
    • 3
    • 4
  • Qi Zhao
    • 3
    • 4
  • Hongmei Xiang
    • 3
    • 4
  1. 1.Guizhou Fruit InstituteGuizhou Academy of Agricultural SciencesGuiyangPeople’s Republic of China
  2. 2.Research Institute of Traditional Chinese MedicineYangtze River Pharmaceutical Group Co., LtdTaizhouPeople’s Republic of China
  3. 3.State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of EducationGuizhou UniversityGuiyangPeople’s Republic of China
  4. 4.Ctr for R&D of Fine ChemicalsGuizhou UniversityGuiyangPeople’s Republic of China

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