含噁二唑环的1,5-苯并硫氮杂卓衍生物的合成及抑菌活性研究  

Synthesis and Antibacterical Properties of 1,5-Benzothiazepine Derivatives Containing Oxadiazolo

作　　者：田克情[1] 刘晓欣[2] 王娇[2] 张萍[2] 

机构地区：[1]河北化工医药职业技术学院化学与环境工程系,河北石家庄050026 [2]河北师范大学化学与材料科学学院,河北石家庄050024

出　　处：《化学试剂》2015年第7期608-612,共5页Chemical Reagents

摘　　要：实验室前期合成的1,5-苯并硫氮杂卓衍生物对枯草芽孢杆菌、白色念珠菌、标准新生隐球菌和临床新生隐球菌具有不同程度的抑菌活性。通过1,3-偶极环加成反应,对1,5-苯并硫氮杂卓衍生物进行结构修饰,得到了一系列含噁二唑环的1,5-苯并硫氮杂卓衍生物,考察了噁二唑环的引入对抑菌活性的影响。抑菌结果表明,目标化合物的抑菌活性较1,5-苯并硫氮杂卓衍生物具有不同程度的变化,尤其是2-(2-噻吩)-4-甲基-[1,2,4]噁二唑并[5,4-d]1,5-苯并硫氮杂卓-3-羧酸乙酯和2-(3-噻吩)-4-甲基-3a-氯-[1,2,4]噁二唑并[5,4-d]1,5-苯并硫氮杂卓-3-羧酸乙酯的抑菌活性较突出,且抑菌范围较广。目标化合物的结构经IR、1HNMR、MS及元素分析确证。The 1,5-benzothiazepines which have been synthesized by our laboratory showed different levels of antimicrobial activities against B. subtilis,C. albicans and C. neoformans. A series of 1,5-benzothiazepines containing oxadiazolo were synthesized via1,3-dipolar cycloaddition reaction. The influence of the oxadiazolo on the antibacterical properties were investigated. The results indicated that the target compounds showed different degrees of change in antibacterical activities than 1,5-benzothiazepines.Especially,2-（ 2-thienyl）-4-methyl-[1,2,4]oxadiazolo[5,4-d][1,5]benzothiazepine-3-carboxylic acid ethyl ester and 2-（ 3-thienyl）-4-methyl-3a-chloro-[1,2,4]oxadiazolo[5,4-d][1,5]benzothiazepine-3-carboxylic acid ethyl ester showed widely and prominently antibacterical activities. The structures of the new products were confirmed by IR,1HNMR,MS and elemental analysis.

关 键 词：1 5-苯并硫氮杂卓 噁二唑 环加成反应 抑菌活性 

分 类 号：O626.5[理学—有机化学]