PTP1B抑制剂1-(2,4-二羟基苯)-3-(萘-2-基)丙-2-烯-1-酮的合成及生物活性研究

Synthesis and PTP1B Inhibitory Activity of 1-(2,4-dihydroxyphenyl)-3-(naphthalene-2-yl)prop-2-en-1-one

以2,4-二羟基苯乙酮为起始原料,经过氯甲基甲醚保护、克莱森-施密特缩合和脱保护3步反应,合成了化合物1-(2,4-二羟基苯)-3-(萘-2-基)丙-2-烯-1-酮(3)。采用IR、1H-NM R、13C-NMR、MS等进行了结构表征。通过比色法对化合物1-(2,4-二羟基苯)-3-(萘-2-基)丙-2-烯-1-酮(3)进行蛋白酪氨酸磷酸酶PTP1B(protein tyrosine phosphatase 1B,PTP1B)抑制活性测定,结果显示化合物3质量浓度为20μg/mL时,化合物3的PTP 1B酶抑制率分别为93.45%,表明化合物3具有较好的PTP 1B酶抑制活性。

1-（2,4-dihydroxyphenyl）-3-（naphthalene-2-yl）prop-2-en-l-one（3） was synthesized from 1- （2,4-dihydroxyphenyl）ethanone （i） by protected as chloromethyl methyl ether, claisen - schmidt condensation. The structure of compound 3 was elucidated by spectrum techniques including IR, ^1H-NMR, ^13C-NMR and MS. The inhibitory activities of compound 3 against the protein tyrosine phosphatase 1 B （PTP1B） was tested by the colofimetric assay. The inhibition rates of compound 3 against PTP1B was 93.45% at 20 μg/mL, which indicated that compound 3 was a potential therapeutic agent for the treatment of type 2 diabetes mellitus.