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生物质化学工程 ›› 2019, Vol. 53 ›› Issue (4): 45-49.doi: 10.3969/j.issn.1673-5854.2019.04.007

• 研究报告 • 上一篇    下一篇

3-对烯-1-胺及其席夫碱衍生物的抑菌活性研究

朱守记1,2,3(),王小淑3,徐士超1,赵振东1,*()   

  1. 1. 中国林业科学研究院 林产化学工业研究所; 生物质化学利用国家工程实验室; 国家林业和草原局 林产化学工程重点实验室; 江苏省生物质能源与材料重点实验室, 江苏 南京 210042
    2. 韩山师范学院 化学与环境工程学院, 广东 潮州 521041
    3. 广西科技师范学院 食品与生化工程学院; 广西高校制糖工程综合技术重点实验室, 广西 来宾 546199
  • 收稿日期:2017-09-29 出版日期:2019-07-30 发布日期:2019-08-05
  • 通讯作者: 赵振东 E-mail:zsj82633829@126.com;zdzhao@189.cn
  • 作者简介:朱守记(1985-),男,浙江瑞安人,讲师,博士,主要从事萜类化学与利用; E-mail:zsj82633829@126.com
  • 基金资助:
    “十二五”国家科技支撑计划资助(2015BAD15B04)

Antimicrobial Activities of p-Menth-3-en-1-amine and Its Schiff Base Derivatives

Shouji ZHU1,2,3(),Xiaoshu WANG3,Shichao XU1,Zhendong ZHAO1,*()   

  1. 1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China
    2. College of Chemical and Environmental Engineering, Hanshan Normal University, Chaozhou 521041, China
    3. College of Food and Biochemical Engineering, Guangxi Science & Technology Normal University; Guangxi Universities Key Laboratory of Sugar Engineering Integrated Technology, Laibin 546199, China
  • Received:2017-09-29 Online:2019-07-30 Published:2019-08-05
  • Contact: Zhendong ZHAO E-mail:zsj82633829@126.com;zdzhao@189.cn
  • Supported by:
    “十二五”国家科技支撑计划资助(2015BAD15B04)

摘要:

利用微量肉汤稀释法测定3-对烯-1-胺(1)及其席夫碱衍生物(2a~2l)对革兰氏阳性菌金黄色葡萄球菌、革兰氏阴性菌肺炎克雷伯氏菌及真菌白色念珠菌的抑菌活性,并讨论了构效关系。结果表明:3-对烯-1-胺及其部分席夫碱衍生物对这3种菌具有一定的抑菌活性,其中化合物1对金黄色葡萄球菌的抑菌活性最强,最小抑菌浓度(MIC)值为56.25 mg/L;化合物2h2i对肺炎克雷伯氏菌的抑菌活性最强,MIC值均为112.5 mg/L;化合物2l对白色念珠菌的抑菌活性最强,MIC值为28.125 mg/L。构效关系分析结果表明:向3-对烯-1-胺席夫碱衍生物中引入Br、Cl等卤素后,能显著增强抑菌活性;含有吡啶环的3-对烯-1-胺席夫碱衍生物对真菌白色念珠菌的抑菌活性明显要高于含呋喃环、吡咯环或噻吩环的3-对烯-1-胺席夫碱衍生物。

关键词: 3-对烯-1-胺, 席夫碱衍生物, 抑菌活性

Abstract:

The antimicrobial activities of p-menth-3-en-1-amine(1) and its Schiff base derivatives(2a-2l) against Staphylococcus aureus(gram-positive bacteria), Klebsiella pneumonia(gram-negative bacterium) and Candida albicans (fungus) were measured by using the microbroth dilution method. Then, the structure-activity relationship was established. The results showed that some products had certain antibacterial activities against these pathogenic bacteria. Compound 1 had the strongest antimicrobial activity against Staphylococcus aureus and the minimal inhibitory concentration(MIC) was 56.25 mg/L. Compound 2h and 2i had the strongest antimicrobial activity against Klebsiella pneumonia and the MICs were 112.5 mg/L. Compounds 2l had the strongest antimicrobial activities against Candida albicans and the MIC was 28.125 mg/L. The structure-activity relationship indicated that the antimicrobial activity would be stronger when the chlorine or bromine atom was introduced into the Schiff base derivatives; the antimicrobial activities of Schiff base derivatives containing a pyridine ring were higher than those of the Schiff base derivatives containing a furan, pyrrole or thiophene.

Key words: p-menth-3-en-1-amine, Schiff base derivatives, antimicrobial activity

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