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Three new derivatives of tetrahydrocurcumin  6 ,  7  and  9  have been prepared as potent antitumor agents using copper(II)-catalyzed ‘click chemistry’. Their structures were identified using  1 H-NMR,  13 C-NMR and HRMS techniques. MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay has been carried out to investigate the  in vitro  cytotoxicity against human cervical carcinoma (HeLa), human lung adenocarcinoma (A549), human hepatoma carcinoma (HepG2) and human colon carcinoma (HCT-116). Compound  6  has showed significant inhibitory activity against HCT-116 cell line with an IC 50  value of 17.86 μM compared to tetrahydrocurcumin (50.96 μM) and positive control etoposide (19.48 μM) while showed no inhibitory activity against NCM460 cell line. Compounds  7  showed moderate inhibitory activity compared to tetrahydrocurcumin and etoposide while compound  9  showed no obvious inhibitory activity. The results suggested further structure modifications of tetrahydrocurcumin to improve its anticancer activity.

Synthesis and antitumor activity of new tetrahydrocurcumin derivatives via click reaction