含苯并咪唑和异噁唑结构席夫碱的合成及其抑菌活性

根据活性亚结构拼接原理,以取代苯甲醛、盐酸羟胺、N-氯代丁二酰亚胺和2-苯并咪唑基乙腈等为原料,经肟化、氯代、环化及缩合反应,合成了一系列新型的含苯并咪唑和异噁唑结构的席夫碱化合物(5a~5h),收率60%~75%,其结构经~1H NMR,~(13)C NMR,IR和HR-MS表征。采用菌丝生长速率法测试了化合物对番茄灰霉菌和生菜菌核菌的抑菌活性。结果表明:在用药量为100μg·m ~(-1)时,苯环上含有氟原子或甲氧基的席夫碱(5c,5d和5e)对生菜菌核菌显示出较好的活性,抑制率为71.3%~76.1%。

Synthesis and Antifungal Activities of Novel Schiff Bases Bearing Benzimidazole and Isoxazole Moieties

According to the theory of active sub-structure connection, a series of Schiff bases(5a~5h) bearing benzimidazole and isoxazole moieties were synthesized by oximation, chlorination, cycliza-tion and condensation reactions from substituted benzaldehyde, hydroxylamine hydrochloride, N-chlo-rosuccinimid and 2-benzimidazolyl acetonitrile. The structures were characterized by IR, 1 H NMR, 13 C NMR and HR-MS. All target compounds were tested for in vitro antifungal activities against B. ci-nerea and S. sclerotiorum by the mycelium growth rate method, and the results indicated that the Schiff bases containing fluorine or methoxy moiety on benzene ring(5c, 5d and 5e) displayed good antifungal activities against S. sclerotiorum, with inhibition rate of 71. 3% ~76. 1% at concentration of 100μg· mL-1 .