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A series of 5,6,7-trimethoxyflavones  1a-1g  and their derivatives  2a-2g ,  3a-3d ,  4  and  5 , including the natural products 5,6,7-trimethoxy-4’-hydroxyflavone ( 1a ), 5,6,7,3’,4’ -pentamethoxyflavone (sinensetin,  1 b ), 5,6,7-trimethoxy-3’,4’-methyl enedioxy flavone ( 1c ), 5,6,7,3’-tetramethoxy-4,5’-methylenedioxyflavone ( 1e ), 5,6,7, 3’,4’,5’-hextamethoxyflavone ( 1 g ), 5-hydroxy-3,4,2’,3’,4’-pentamethoxy chal-cone ( 2 b ), 5,4’-dihydroxy-6,7-dimethoxy flavone (cirsimaritin,  3a ) and 5-hydroxy-6,7,3’, 4’-tetramethoxyflavone (5-demethylsinensetin,  3 b ), 3,5,6,7,3’,4’-hexamethoxyflavone (3-methoxysinensetin,  4 ) and 5’-hydroxy-3,6,7,3’,4’-pentamethoxyflavone ( 5 ) were synthesized. Their anti-proliferative activity in vitro was evaluated against a panel of four human cancer cell lines (Aspc-1, HCT-116, HepG-2 and SUN-5) by the CTG assay. The results showed that most of the synthetic compounds exhibited moderate to high anti-proliferative activities. In particular, compound  3c  possess IC 50  (5.30 μM) values below 10 μM against Aspc-1 cells and are worthy of further investigation.

Synthesis and anti-proliferative activities of 5,6,7-trimethoxyflavones and their derivatives