新型脱氢枞基单环β-内酰胺衍生物的合成及其抑菌活性

Synthesis and Inhibitory Activities of Novel Dehydroabietic Based Monocyclic β-lactam Derivatives

以邻苯二甲酸酐为原料,经脱水、酰化和[2+2]环加成3步反应合成了6个新型的脱氢枞基单环β-内酰胺衍生物(2a^2f),产率32%~51%,其结构经1H NMR,13C NMR和IR表征。用琼脂二倍稀释法测定了2a^2f的抑菌活性。结果表明,2a^2f对部分革兰阳性菌和革兰阴性菌均有一定的抗菌活性;1-脱氢枞基-3-邻苯二甲酰亚胺基-4-对氟苯基-2-酮(2b)和1-脱氢枞基-3-邻苯二甲酰亚胺基-4-对溴苯基-2-酮(2d)对铜绿假单细胞抑制活性较好,其MIC值均为8μg·m L-1。

Six novel dehydroabietic based monocyclic β-lactam derivatives（ 2a - 2f）,in yield of32% - 51%,were synthesized by a three-step reaction of dehydration,acylation and [2 ＋ 2]cycloaddition from phthalic anhydride. The structures were characterized by1 H NMR,13 C NMR and IR. The inhibitory activities of 2a - 2f were investigated by agar dilution method. The results showed that 2a - 2f exhibited inhibitory activities aginst some gram positive / negative bacteria to a certain extent. 1-dehydroabieticyl-3-phthalimido-4-p-fluorophenyl-2-ketone（ 2b） and 1-dehydroabieticyl-3-phthalimido-4-p-bromophenyl-2-ketone（ 2d） exhibited better inhibitory activities aginst pseudomonas aeruginosa with the MIC of 8 μg·m L^- 1.