Synthesis of a novel series of (E, E)-4,6-bis(styryl)-2-O-glucopyranosyl- pyrimidines and their potent multidrug resistance (MDR) reversal activity against cancer cells

Lei Gao, Qian Liu, Sumei Ren, Shengbiao Wan, Tao Jiang, Iris L.K. Wong, Ming Cheung Chow, Shixi Wang

Research output: Journal article publicationJournal articleAcademic researchpeer-review

5 Citations (Scopus)


A novel series of methoxy or benzyloxy substituted (E,E)-4,6-bis(styryl)-2- O-glucopyranosyl-pyrimidines as curcuminoid analogs were synthesized in four steps with total yields of 21.5% to 33.9%. A549 and HL60 cells were employed for the anticancer activity testing. The results demonstrated that 5a, 5c, and 5e have some inhibitory activity against the HL-60 cell line. Unfortunately, no compound displayed inhibitory activity against A549 except for 5c. MDR reversal activity results demonstrated that compounds 4a (RF = 12.3) and 4b (RF = 18.5) showed strong reversal activity to the P-gp-mediated LCC6MDR cells compared to verapamil (RF = 3.2) and no cytotoxicity to cancer or normal cell lines even at a high concentrations (100M).
Original languageEnglish
Pages (from-to)620-633
Number of pages14
JournalJournal of Carbohydrate Chemistry
Issue number8
Publication statusPublished - 1 Oct 2012


  • Anticancer
  • Curcumin
  • Glucosylation
  • MDR modulator
  • Pyrimidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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