| 摘要: | 本論文之基本骨架為4-Hydroxyquinolin-2-(1H)-ones，著者參考Bheemashankar的液相組合合成方法進行一系列1-benzyl-4-hydroxy- 3-phenylquinolin-2(1H)-one衍生物的合成(26a-g、 27a-g、28、29)，將起始原料methyl anthranilate (16)與4-substituted benzaldehydes 17a-h進行縮合反應可得到19a-h，另一方面將4-substituted phenyl acetic acids 20a-d先以thionyl chloride做前處理，使其形成酸氯化物 21a-d，並將21a-d與19a-h進行Schotten-Baumann反應即可得到相對應的amide中間體22a-h、23a-h、24、25，最後將22a-h、23a-h、24、25以amberlyst A-26 resin (OH- form)進行環化反應，然後再以trifluroacetic acid (TFA)進行酸化，便可得到產物26a-g、27a-g、28、29，此外，著者將所做的衍生物廣泛地提供生物活性的篩選，以期獲得新的先導化合物，建立結構與活性的關係。
The dissertation is based on the structure of 4-hydroxy- quinolin-2-(1H)-ones. In order to synthesize a series of derivatives of 1-benzyl-4-hydroxy-3-phenylquinolin-2(1H)-one (26a-g, 27a-g, 28, 29), Using the Bheemashankar′s solution-phase combinatorial synthetic method. The starting material is methyl anthranilate (16) that is condensated with 4-substituted-benzaldehydes 17a-h to obtain the 19a-h. On the other hand, 4-cyanophenyl acetic acids 20a-d were acylated with thionyl chloride to afford acid chlorides 21a-d. Then, 21a-d and 19a-h are combined by Schotten-Baumann reaction to give 22a-h, 23a-h, 24 and 25, respectively. The last, intermediate 22a-h, 23a-h, 24, 25 are cyclizated by amberlyst A-26 resin (OH- form) and then acidified with trifluroacetic acid to obtain 26a-g, 27a-g, 28 and 29, respectively. Moreover, it is important to evaluate the biological activity from the derivatives, anticipating obtaining leading compounds to establish the structure-activity relationships. |
