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[1]于鹏,李溪,胡俊,等.苯并异噻唑啉酮类衍生物的合成及活性评估[J].南京工业大学学报(自然科学版),2015,37(02):70-74.[doi:10.3969/j.issn.1671-7627.2015.02.014]
 YU Peng,LI Xi,HU Jun,et al.Synthesis and bioactivity of benzisothiazolin-3-one acetamide derivatives[J].Journal of NANJING TECH UNIVERSITY(NATURAL SCIENCE EDITION),2015,37(02):70-74.[doi:10.3969/j.issn.1671-7627.2015.02.014]
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苯并异噻唑啉酮类衍生物的合成及活性评估()
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《南京工业大学学报(自然科学版)》[ISSN:1671-7627/CN:32-1670/N]

卷:
37
期数:
2015年02期
页码:
70-74
栏目:
出版日期:
2015-03-20

文章信息/Info

Title:
Synthesis and bioactivity of benzisothiazolin-3-one acetamide derivatives
文章编号:
1671-7627(2015)02-0070-05
作者:
于鹏12李溪23胡俊23韩琳23徐炎华23
1.南京工业大学 生物与制药工程学院,江苏 南京 210009; 2.江苏省工业节水减排重点实验室,江苏 南京 210009; 3.南京工业大学 环境学院,江苏 南京 210009
Author(s):
YU Peng12LI Xi23HU Jun23HAN Lin23XU Yanhua23
1.College of Biotechnology and Pharmaceutical Engineering,Nanjing Tech University,Nanjing 210009,China; 2.Jiangsu Key Laboratory of Industrial Water-Conservation & Emission Reduction,Nanjing 210009,China; 3.College of Environment,Nanjing Tech Universi
关键词:
12-苯并异噻唑啉-3-酮 苯胺 抗菌活性
Keywords:
12-benzo[d]isothiazol-3(2H)-one aniline anti-bacteria
分类号:
O625.63+2
DOI:
10.3969/j.issn.1671-7627.2015.02.014
文献标志码:
A
摘要:
为了开发新型具有良好生物活性的苯并异噻唑啉酮类衍生物,以1,2-苯并异噻唑啉-3-酮(BIT)和取代苯胺为原料,采用缩合工艺合成了5个新型具有潜在生物活性的苯并异噻唑啉酮乙酰胺系列衍生物(5a~5e),最终产物结构经核磁氢谱(1H NMR)、红外光谱(IR)和元素分析表征确证系目标化合物。同时,以2-(苯并异噻唑啉-3-酮-2-基)-N-苯基乙酰胺(5a)为例,通过研究反应时间和投料顺序,优化了缩合反应条件,得到在同时投料,并且反应时间为20 h时,产物收率最高为73%。此外,采用平板计数法测试了目标化合物的抑菌活性,结果表明,该系列化合物对海水异养菌率在质量分数为0.04%时,抑菌率均为100%,在质量分数为0.01%时,抑菌率均在80%以上,在质量分数为0.005%时,抑菌率均在65%以上。所合成的新型苯并异噻唑啉酮乙酰胺系列衍生物结构新颖,采用的酰胺缩合工艺反应条件温和,收率高,且对海水异养菌具有良好的抑制作用。
Abstract:
In order to develop benzisothiazolin-3-one acetamide derivatives with promising biological activity,the synthesis of carbodiimide condensation for 2-(3-oxobenzo[d] isothiazol-2(3H)-yl)-N-substituted phenyl acetamide(5a-5e)was carried out with benzo[d]isothiazol-3(2H)-one(BIT)and substituted aniline as raw materials.The title compounds were identified by1H nuclear magnetic resonance(1H NMR),infrared radiation(IR)and elemental analysis,and the reaction time and the feeding mode were optimized with 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)-N-phenylacetamide(5a)as an example.Results showed that when the raw materials feeded at the same time and the reaction time was 20 h,the yield could reached 73%.Biological activities evaluated by plate counting method showed that the marine heterotrophic bacteria inhibition rates of title compounds were 100% at 0.04%,over 80% at 0.01%,and over 60% at 0.005%, respectively.The title compounds were a series of benzisothiazolin-3-one acetamide derivatives,and the reaction via carbodiimide condensation was mild with high yields.Results showed the title compounds had good anti-bacteria activities against marine heterotrophic bacteria.

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备注/Memo

备注/Memo:
收稿日期:2014-03-25
基金项目:江苏省高校自然科学研究重大项目(11KJA610001); 江苏省普通高校研究生科研创新计划(CXZZ13_0452)
作者简介:于鹏(1986—),江苏淮安人,博士生,主要研究方向为新型水处理药剂结构设计与合成; 徐炎华(联系人),教授,E-mail:yhxu2008@163.com.
引用本文:于鹏,李溪,胡俊,等.苯并异噻唑啉酮类衍生物的合成及活性评估[J].南京工业大学学报:自然科学版,2015,37(2):70-74..
更新日期/Last Update: 2015-02-20