4-取代苯基-7-氯-1,5-苯并硫氮杂[艹卓]-2-甲酸酯类化合物的合成及抑菌活性  

Synthesis and Antimicrobial Activity of 4-substituted-phenyl-7-chloro-1, 5-benzothiazepine-2-carboxylic Acid Ethyl Ester Compounds

作　　者：刘晶晶 孙雨佳 王紫薇 张磊 张萍[1] LIU Jingjing;SUN Yujia;WANG Ziwei;ZHANG Lei;ZHANG Ping(College of Chemistry and Materials Science,Hebei Normal University,Hebei Shjiazhuang 050024,China)

机构地区：[1]河北师范大学化学与材料科学学院,河北石家庄050024

出　　处：《河北师范大学学报（自然科学版）》2022年第1期45-51,共7页Journal of Hebei Normal University：Natural Science

基　　金：国家自然科学基金(21801059);河北省自然科学基金(B2017205100)。

摘　　要：合成了3个系列的新型1,5-苯并硫氮杂[艹卓]类化合物:2,3-二氢-4-取代苯基-7-氯-1,5-苯并硫氮杂[艹卓]-2-甲酸酯(Ⅳa~e),2,3-二氢-4-取代苯基-7-氯-1,5-苯并硫氮杂[艹卓]-2-甲酸钾(Ⅴa~e),2,3,4,5-四氢-4-取代苯基-7-氯-1,5-苯并硫氮杂[艹卓]-2-甲酸酯(Ⅵa~e).抑菌活性测试表明,大部分Ⅳa~e,Ⅴa~e对真菌白色念珠菌和细菌金黄色葡萄球菌、白色葡萄球菌具有良好的抑制作用;Ⅵa~e对白色念珠菌具有良好的抑制作用.其中,Ⅳa,Ⅳe,Ⅴe,Ⅵd在各个质量浓度时均表现出对白色念珠菌的高度抑制作用;Ⅴa~d在200μg/disc时表现出对金黄色葡萄球菌、白色葡萄球菌的高度抑制作用.初步抑菌构效关系的研究表明[艹卓]双键是抑菌活性的关键官能团.Three series of new 1,5-benzothiazepines,namely 2,3-dihydro-4-substituted-phenyl-7-chloro-1,5-benzothiazepine-2-carboxylic acid ethyl ester(Ⅳa~e),2,3-dihydro-4-substituted-phenyl-7-chloro-1,5-benzothiazole-2-carboxylic acid potassium(Ⅴa~e),2,3,4,5-tetrahydro-4-substituted-phenyl-7-chloro-1,5-benzothiazepine-2-carboxylic acid ethyl ester(Ⅵa~e),have been designed and synthesized.The antimicrobial activity tests showed that most ofⅣa~e andⅤa~e exhibited good inhibitory effects on Candida albicans,Staphylococcus aureus and Staphylococcus albus andⅥa~e also exhibited good inhibitory effects on C.albicans.Among them,Ⅳa,Ⅳe,Ⅴe andⅥd had remarkable inhibitory effects on C.albicans and all exhibited high inhibitory effects at various concentrations.At concentration of 200μg/disc,Ⅴa~d exhibited high inhibitory effects on S.aureus and S.albus.The preliminary study on the structure-activity relationship of antimicrobial revealed that C=Ndouble-bond was the key function group for the antimicrobial activity.

关 键 词：1 5-苯并硫氮杂[艹卓] 抑菌活性 [艹卓]双键 

分 类 号：O622.6[理学—有机化学]