Synthesis and Biological Activities of New Neonicotinoids Containing 4-Thiazolidinone

Chem. J. Chinese Universities

• 研究论文 • Previous Articles Next Articles

Synthesis and Biological Activities of New Neonicotinoids Containing 4-Thiazolidinone

SUN Xiao-Jun, SU Na, LIU Xing-Hai, DONG Wei-Li, LI Zheng-Ming, ZHAO Wei-Guang*

State Key Laboratory of Elemento-organic Chemistry, Pesticide National Engineering Research Center, Nankai University, Tianjin 300071, China

Received:2007-12-30 Revised:1900-01-01 Online:2008-07-10 Published:2008-07-10
Contact: ZHAO Wei-Guang

Abstract

Abstract: According to bioisosteric relationship and the mode of action between Neonicotinoid compounds and acetylcholin esterase, two series of Neonicotinoid compounds 2-substituted-3-(2-chloro-5-pyridinemethylene)-4-cyanoimino-1,3-thiazolidine(8a—8c) and 5-arylidene-2-aryl-3-(2-chloro-5-pyridinemethylene)-4-thiazolidinones(5a—5e) were designed and synthesized from 4-thiazolidinones(4). Intermediates 4 were synthesized by the condensation of amine, aldehyde and mercapto acetic acid. Their structures were character-ized via elemental analysis, ¹H NMR spectra. The preliminary bioassay results show that some title compounds exhibited certain fungicidal activities, promoting cucumber cotyledon root-formation activities and compound 8b showed favourable anti-HIV PR.

Key words: Neonicotinoid, 4-Thiazolidinone, Biological activity

CLC Number:

O626

TrendMD:

SUN Xiao-Jun, SU Na, LIU Xing-Hai, DONG Wei-Li, LI Zheng-Ming, ZHAO Wei-Guang*. Synthesis and Biological Activities of New Neonicotinoids Containing 4-Thiazolidinone[J]. Chem. J. Chinese Universities, doi: .

[1]	WEI Simin,WANG Yinghui,TANG Zhishu,SU Rui,HU Jinhang,GUO Hui,LI Chen,JIANG Jintao,SONG Zhongxing. Novel Biosynthesis Method of Silver Nanoparticle by UV Radiation of Cornus Officinalis Aqueous Extract and Biological Activities ^† [J]. Chem. J. Chinese Universities, 2020, 41(6): 1391.
[2]	SHI Yujun, FANG Yuan, LI Yang, CHEN Jia, LI Gang, WANG Qingmin, DAI Hong. Synthesis and Biological Activities of Novel Cyanoacrylate Derivatives Carrying 5-Arylisoxazole Group^† [J]. Chem. J. Chinese Universities, 2017, 38(3): 421.
[3]	ZHANG Lingzhi, JIANG Minrui, WEI Ping, ZHU Qihua, GONG Guoqing, BIAN Xueguo, XU Yungen. Synthesis, Metabolic Stability and Biological Activity in vivo of Lorcaserin Derivatives^† [J]. Chem. J. Chinese Universities, 2017, 38(10): 1778.
[4]	ZHANG Yan, WANG Baolei, ZHAN Yizhou, ZHANG Liyuan, LI Yonghong, LI Zhengming. Synthesis and Biological Activities of Novel 5-(Pyridine-3-yl)-1,2,4-triazole Mannich Bases and Bis-Mannich Bases Containing Piperazine Moiety^† [J]. Chem. J. Chinese Universities, 2016, 37(6): 1100.
[5]	XU Gaofei, LIU Yanhong, YANG Xinling, WANG Daoquan, YUAN Dekai. Synthesis and Biological Activity of Novel Dicyano-containning Cyclopropane-1-carboxamides^† [J]. Chem. J. Chinese Universities, 2016, 37(3): 486.
[6]	QIN Yaoguo, ZHANG Jingpeng, SONG Dunlun, DUAN Hongxia, LING Yun, JIANG Biaobiao, WANG Di, YANG Xinling. Design, Synthesis and Biological Activity of Novel Aphid Alarm Pheromone Analogues Containing Isonicotinic Acid^† [J]. Chem. J. Chinese Universities, 2016, 37(11): 1977.
[7]	WANG Zijian, SUN Xiaohong, LIU Yuanfa, CHEN Bang, SHEN Shengqiang, JIN Ruyi, MA Haixia. Synthesis and Biological Activities of 1,2,4-Triazole Schiff Bases Containing Pyrazole Rings^† [J]. Chem. J. Chinese Universities, 2015, 36(7): 1315.
[8]	LI Xu, JIANG Jianhong, HAN Buxing, GU Huiwen, XIE Zhaofeng, CHEN Lan, XIAO Shengxiong, LI Chuanhua, LI Aitao, LI Xia, YAO Feihong, WANG Qun, LI Qiangguo. Synthesis and Biological Activities of o-Vanillin-histidine Schiff-base and Its Lanthanum Complex^† [J]. Chem. J. Chinese Universities, 2015, 36(5): 856.
[9]	SHEN Shengqiang, SUN Xiaohong, LIU Yuanfa, CHEN Bang, JIN Ruyi, MA Haixia. Synthesis and Biological Activity of 1,3,4-Oxadiazole Mannich Bases Containing Pyrimidine Rings^† [J]. Chem. J. Chinese Universities, 2014, 35(7): 1427.
[10]	LIU Shaohua, LING Yun, LI Hongyue, XU Dan, YANG Xinling. Design, Synthesis and Biological Activity of Novel Substituted Phenyl Oxazol Based Compounds^† [J]. Chem. J. Chinese Universities, 2014, 35(2): 281.
[11]	WANG Xin-Zhong, LIU Jian-Guo, TANG Yu-Feng, WANG Yu, ZHANG Pei-Biao, CHEN Xue-Si. Preparation of Controlled-release PLA Microspheres Loading Methylsulfonylmethane and Its Biological Activity [J]. Chem. J. Chinese Universities, 2013, 34(4): 984.
[12]	JI Xu, BIAN Liu-Jiao. Bioactive Change and Structural Change of Bacillus Amyloliquefaciens α-Amylases Induced by Ca²⁺ [J]. Chem. J. Chinese Universities, 2013, 34(11): 2517.
[13]	CHEN Zhe, KWONG Anna Ka-Yee, YANG Zhen-Jun, ZHANG Liang-Ren, LEE Hon Cheung, ZHANG Li-He. Synthesis and Biological Evaluation of Nicotinamide Adenine Dinucleotides Analogues as Inhibitors of CD38 [J]. Chem. J. Chinese Universities, 2012, 33(06): 1226.
[14]	XU Jun-Ying, DONG Wei-Li, XIONG Li-Xia, LI Zheng-Ming. Design, Synthesis and Biological Activities of Amides(Sulfonamides) Containing N-Pyridylpyrazole [J]. Chem. J. Chinese Universities, 2012, 33(02): 298.
[15]	LI Chen, YANG Zheng, SHE Meng-Yao, YIN Wen-Ting, LI Jian-Li*, ZHAO Gui-Fang, SHI Zhen. Recent Progress in Superoxide Dismutase Mimics [J]. Chem. J. Chinese Universities, 2011, 32(9): 2046.

Synthesis and Biological Activities of New Neonicotinoids Containing 4-Thiazolidinone

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments