摘要
目的:合成二苯甲酮类化合物,对其进行结构表征,并研究其抗真菌活性,初步探讨二苯甲酮类抗真菌活性的构效关系。方法:以苯甲酰氯或邻苯二甲酸酐为原料,经傅克酰基化反应合成二苯甲酮类化合物;经1H-NMR,13C-NMR和MSESI确证结构;通过药敏试验测定目标化合物对4种常见真菌的体外最低抑菌浓度。结果:合成并鉴定出13个二苯甲酮类化合物(a1~a6,b1,c1~c6),均具有不同程度的抗真菌活性(MIC=5.45~1 278 mg·L^(-1)),其中4-氟-二苯甲酮(a2)抗白色念珠菌活性最强(MIC=55.08 mg·L^(-1)),4-氯-4'-硝基-二苯甲酮(a4)显示强抗安琪酵母菌活性(MIC=5.45 mg·L^(-1)),2,4,6-三甲基-二苯甲酮(b1)抗黑曲霉菌活性最好(MIC=55.62 mg·L^(-1))。结论:合成的二苯甲酮类化合物具有抗真菌活性,提示二苯甲酮类化合物具有广谱抗真菌性;不同结构对不同真菌具有不同的敏感度,其中羰基官能团对其活性起关键作用,且不同取代基对目标化合物抗真菌活性影响较大,被多个氯原子取代的二苯酮衍生物的抗真菌活性最为突出。实验结果可为二苯甲酮类化合物抗真菌活性的结构修饰提供思路和参考。
Objective： To synthesize bezohpenone derivatives,characterize their structures and study their antifungal activities. Method： Benzophenone derivatives were synthesized by Friedel-Crafts acylation reaction with benzoyl chloride or phthalic annhydride as the raw materials. The structures of these compounds were elucidated by1H-NMR,13C-NMR and MS-ESI. Their effects on minimum inhibitory concentration（ MIC） of four fungi were investigated with antimicrobial susceptibility test. Result： The results showed that 13 benzophenone derivatives had antifungal activity in varying degrees,and the carbonyl group was a key to the antifungal activity of benzophenone derivatives. Different substituent groups had significant differences in the effect on their antifungal activities and the diphenyl ketone derivatives with multiple chlorine atoms showed the most excellent antifungal activity. Conclusion： 13 benzophenone derivatives had antifungal activity. The results of this experiment offered a method and reference for structure modification of natural benzophenone compounds with antifungal activity.
作者
林艳
黄应正
马广强
崔航青
高映
舒积成
LIN Yan HUANG Ying-zheng MA Guang-qiang CUI Hang-qing GAO Ying SHU Ji-cheng(School of Pharmacy, Jiangxi University of Traditional Chinese Medicine （TCM） , Nanchang 330006, China Key Laboratory of Modern Chinese Medicine Preparations, Ministry of Education, Jiangxi University of TCM , Nanchang 330006, China School of Life Science, Jiangxi University of TCM, Nanchang 330006, China)
出处
《中国实验方剂学杂志》
CAS
CSCD
北大核心
2017年第22期60-64,共5页
Chinese Journal of Experimental Traditional Medical Formulae
基金
国家自然科学基金项目(81360630)
江西省青年科学家培养项目(20142BCB23023)
江西省自然科学基金项目(20161BAB205219)
