毛蕊异黄酮及其衍生物的合成及其抗肿瘤活性

Synthesis and Antitumor Activities of Calycosin and Its Derivatives

以间苯二酚和3-甲氧基-4-羟基苯乙酸为原料,经"一锅法"制备了毛蕊异黄酮(3);3与溴代烷经取代反应合成了9个7-烷氧基毛蕊异黄酮衍生物(5a^5i),其中5a^5g和5i为新化合物,其结构经1H NMR,13C NMR和ESI-MS表征。采用MTT法考察了3和5a^5i对乳腺癌细胞(MCF-7),结肠癌细胞(SW480)和胰腺癌细胞(Hep G2)的抑制活性。结果表明,3'-羟基-4'-甲氧基-7-环戊氧基异黄酮(5e)抗肿瘤活性最好。在用药量为3.1μg·m L-1时,对MCF-7,SW480和Hep G2的抑制率分别为89.20%,77.33%和44.32%。

Calycosin （3） was prepared by condensation reaction of resoreinol with 3-methoxy-4- hydroxyphenylacetie acid via ＂one-pot＂ method. Nine 7-alkoxy-substituted calycosin derivatives （5a-5i） were synthesized by substitution reaction of 3 with alkylbromides. 5a-5g and 5i were no- vel compounds. The antitumor activities of 3 and 5a-5i were investigated by MTr method. The re- suits showed that 7-（cyclopentyloxy） -3-（ 3-hydroxy-4-methoxyphenyl ） -4H-chromen-4-one （ 5e ） ex- hibited better activities against human breast cancer cell （MCF-7）, colon cancer cell （SW480） and pancreatic cancer cell（HepG2）. The inhibition ratio of 5e against MCF-7, SW480 and HepG2 was 89.20%, 77.33% and 44.32% with the dosage of 3.1×10 -3 μg·mL^-1, respectively.