Synthesis and Pharmacological Effects of Quinoxalinocarboxylic Acids

喹喏啉甲酸化合物之合成及藥理活性

黃文鑫(Wen-Hsin Huang) ； 李安榮(An-Rang Lee) ； 林正一(Cheng-I Lin) ； 顏茂雄(Mao-Hsiung Yen)

《Journal of Medical Sciences》 13卷4期 (1993/02) Pp. 247-254

摘要

吡(口井)化合物具有良好之抗菌、抗結核、鎮靜、利尿、抗腫瘤及心血管等廣泛藥理效應。本實驗設計並合成出一系列與四甲基吡(口井)（TMP）結構相關之喹啉甲酸化合物。其中2d及2g顯示極強之藥理活性，在動物離體實驗顯示較四甲基吡(口井)強10-100倍之心血管效應。

關鍵字

喹喏啉甲酸 ； 1,2-二羰基化合物 ； 3,4-二胺基苯甲酸 ； 四甲基吡(口井)

並列摘要

Seven quinoxalinocarboxylic acids 2a-g were readily prepared by the condensation of 1, 2-dicarbonyl compounds with 3,4-diaminobenzoic acid under basic conditions and converted to the sodium salts for pharmacological experiments. All the structural characterizations for synthetic target compounds were accomplished by their elemental analyses and spectra of IR, UV, NMR (1H and 13C), and MS. There new pyrazine dervatives 2a-g, structurally and pharmacologically related to tetramethylpyrazine (TMP, 1), and active component isolated from the rhizome of Ligustici wallichii, a popular Chinese herbal medicine, exert significant effects on cardiovascular system. Of the compounds synthesized, 2,3-difurylquinoxaline-6-carboxylic acid (2d) and 2-phenylquinoxalinocarboxylic acid (or 3-phenylquinoxalinocarboxylic acid) (2g) showed most potent in the relaxant effect on dog coronary and basilar artery and thus may have valuable medical applications in the treatment of cardiovascular ailments.

並列關鍵字

Quinoxalinocarboxylic acids ； 1,2-Dicarbonyl compounds ； 3,4-Diaminobenzoic acid ； Tetramethylpyrazine