Synthesis And Antitumor Activity Of Flavonoids Compounds

Nineteen chalcone derivatives(1-3) bearing bioactive subunit-trimethoxyphenyl and seven novel chromone analogues (4) bearing heterocyclic thioether moiety and six new aurone analogues (5) bearing cyclic tertiary amine moiety were designed and synthesized with fine yield. In addition, we optimized the reaction condition to obtain the title compounds under microwave irradiation. The structures of all the target compounds were characterized by elemental analyses, ~1H NMR and MS spectrum. Besides, the crystal structure of 1f,4f and 5e was determined by X-ray diffraction analyses. The structures of the title compounds are showed as follows:The synthesized compounds were detected for their antitumor activity against six kinds of human solid tumor cell lines including six human tumor cell lines, including mammary adenocarcinoma cells DA-MB-435s and MCF-7, laryngocarcinoma cell Hep-2, colon carcinoma cell SW480, and highly pulmonarly metastatic hepatocellular carcinoma cell HCCLM7, and human cervical carcinoma HeLa by MTT assay. Some of them had greater inhibiting effect on the tested six cancer cells than the most widely used drug 5-flurouracil. 3f showed significant tumor inhibiting effects with the IC50 values in the range of 1.4-6.2μM and was identified as the most promising candidate.Moreover, Further cell cycle studies revealed that 1e and 1f blocked MDA-MB-435s cell cycle in the S phase and/or G2/M phase. Contrastively, 5e and 5f arrest the cell cycle in G0/G1 phase and displayed apoptosis-inducing effect on Hep-2 cells.