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[1]冯菊红,丁涛,荣霞,等.1,3,5三嗪类衍生物的合成及其杀菌活性[J].武汉工程大学学报,2013,(04):35-38.[doi:103969/jissn16742869201304008]
　FENG Ju hong,DING Tao,RONG Xia,et al.Synthesis and fungicidal activity of novel 1,3,5triazine derivatives[J].Journal of Wuhan Institute of Technology,2013,(04):35-38.[doi:103969/jissn16742869201304008]
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1,3,5三嗪类衍生物的合成及其杀菌活性(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2013年04期
页码:
35-38
栏目:
化学与化学工程
出版日期:
2013-04-30

文章信息/Info

Title:
Synthesis and fungicidal activity of novel 1,3,5triazine derivatives
文章编号:
16742869(2013)04003504
作者:
冯菊红; 丁涛; 荣霞; 巨修练*
武汉工程大学化工与制药学院，绿色化工过程教育部重点实验室，湖北 武汉 430074
Author(s):
FENG Juhong;  DING Tao;  RONG Xia;  JU Xiulian
Key Laboratory for Green Chemical Process of Ministry of Eduction, School of ChemicalEngineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430074, China
关键词:
1; 3; 5三嗪衍生物; 异恶唑; 杀菌活性
Keywords:
1; 3; 5triazine derivatives; isoxazole; fugicidal activity
分类号:
O626
DOI:
103969/jissn16742869201304008
文献标志码:
A
摘要:
为了减少草坪褐斑病菌对农业生产和生态环境造成的损失，急需要开发选择性好的新型杀菌剂.三聚氯氰具有独特的物理化学和生物活性，与脂肪胺、芳香胺亲核取代反应后，生成胺基取代1,3,5三嗪类衍生物. 根据生物电子等排和生物活性亚结构拼接原理，将氨基取代1,3,5三嗪类杂环化合物的结构引入到杀菌剂恶霉灵的异恶唑环中，设计并合成了4个结构新颖的含有异恶唑环的1,3,5三嗪类衍生物，其结构经核磁共振氢谱和质谱确认. 通过平皿法进行初步生物活性测试，4个目标化合物均对草坪褐斑病菌具有较好的杀菌活性，其中化合物4b，4c在质量浓度为200 μg·mL-1时能够有效抑制草坪褐斑病菌.
Abstract:
To reduce the harm of agriculture production and ecological environment by Rhizoctonia solani AG1IB, it is urgent to develop new fungicidal with better selectivity. Cyanuric chloride has the unique physical, chemical and biological activity, after it reacted with aliphatic amino and aromatic amino via nucleophilic substitution, 1,3,5triazine derivatives containing amino groups were obtained. Based on the principles of bioisosterism and bioactive substructure combination, the bioactive heterocyclic groups of 1,3,5triazine derivatives containing amino moiety were introduced into the isoxazole ring of the fungicidal hymexazol. Four novel 1,3,5triazine derivatives including isoxazole ring were designed and synthesized . The four target moleculars were confirmed by Hnuclear magnetic resonance and mass spectra. The preliminary bioassay by plate method shows that the four target compouds have better fungicidal activity against Rhizoctonia solani AG1IB; at a concentration of 200 μg·mL-1, 1,3,5triazine derivatives 4b and 4c are efftective to inhabit Rhizoctonia solani AG1IB.

参考文献/References:

［1］Giacomelli G, Porcheddu A, DeLuca L. \[1,3,5\]Triazine: a versatile heterocycle in current application of organic chemistry\[J\]. Current Organic Chemistry, 2004,8(15):14971519.［2］王梅祥, 王德先, 敖宇飞. 一种三嗪类衍生物作为杀菌剂的新用途:CN 101884329\[P\]. 20101117.［3］黄翔. 三聚氯氰衍生物的设计、合成及生活活性研究\[D\]. 武汉：武汉工程大学化工与制药学院，2011.［4］Bass J Y, Caldwell R D, Caravella J A, et al. Substituted isoxazole analogs of farnesoid X receptor (FXR) agonist GW4064\[J\]. Bioorganic & Medicinal Chemistry Letters, 2009, 19(11): 29692973.［5］Sun R F, Li Y Q, Xiong L X, et al. Design, synthesis and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group\[J\].Journal of Agricultural and Food Chemistry, 2011,59(9):48514859.［6］Gregory V, Pasteris R J. Heterocyclic compounds as fungicides and their preparation and fungicidal mixtures： WO，2009055514\[P\]. 20090430.［7］杨吉春, 吴峤, 刘若霖, 等. 杀菌剂开发的新进展\[J\].农药, 2008,47(6):402405.［8］余勇，王凯，巨修练. 6氯吡啶3亚甲基取代杂环化合物的合成\[J\].合成化学, 2008,16(3):277281.［9］韩新才, 张林, 彭华松, 等. 几种药剂对草坪褐斑病菌的毒力测定\[J\]. 武汉工程大学学报, 2009,31(7):1315.

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备注/Memo

备注/Memo:
基金项目：湖北省教育厅科学技术研究计划优秀中青年人才项目（Q20091505）作者简介：冯菊红（1977），女，湖北襄阳人，讲师，博士.研究方向：药物化学.*通信联系人第35卷第4期2013年04月武汉工程大学学报JWuhanInstTechVol35No4Apr.2013
更新日期/Last Update: 2013-05-18