SYNTHESIS OF NOVEL7-HYDROXYL-5,3',4'-TRIMETHOXYFLAVONE MANNICH BASE DERIVATIVES VIA MICROWAVE –ASSISED NETHOD AND THEIR CYTOTOXIC ACTIVITY HALA CELLS

Abstract

7-​hydroxy-​5,​3',​4'-​trimethoxyflavone (1), a naturally occurring flavonoid, was synthesized from natural hesperidin. Based on the Mannich reaction of 1 with different quadratic amines and formaldehyde, 11 novel flavonoid derivatives (2-12) were synthesized via a microwave-assisted method. The aminomethylation mainly took place at C-8 position of the A-ring of 1. The cytotoxic activity against cervical cancer cells (Hela) of synthesized derivatives was tested using the standard MTT-test. The result demonstrated that some derivatives showed a cytotoxic activtiy against Hela cells at IC₅₀ of 10.13-100 μM. Compounds 3, 6 and 10 showed a better activity in the comparison with positive control cis-Platin (DDP). The structure of all synthesized compounds have been characterized by modern physicochemical methods such as NMR and MS.