Bisdemethoxycurcumin is one of three components of curcuminoids, the main active constituent extracted from Curcuma longa L. rhizome. In this work, isoxazole-bisdemethoxycurcumin (1), pyrazole-bisdemethoxycurcumin (2) and 4 novel phenylpyrazole-bisdemethoxycurcumin derivatives including 4-fluorophenylpyrazolebisdemethoxycurcumin (3), 4-chrorophenylpyrazole-bisdemethoxycurcurnin (4), 4-bromophenylpyrazolebisdemethoxycurcumin (5), 4-methylphenylpyrazole-bisdemethoxycurcurnin (6) were successfully synthesized and characterized by means of ESI-MS, 1H-NMR, 13C-NMR. Their antioxidant and cytotoxicity against Hep-G2, Lu, RD cell lines were also examined. Bisdemethoxycurcumin and its derivatives displayed lower DPPH radical scavenging than curcumin, which suggest an important role of OCH3 group in radical scavenging activity of curcumin. Only derivative (3) exhibit the cytotoxicity against Hep-G2 and RD cell lines, the other derivaties were inactive on three examined cell lines. The results demonstrated that this kind of structural modification of bisdemethoxycurcumin do not improve its cytotoxicity against above three cell lines.