Synthesis and Herbicidal Activity of Novel β-Methoxyacrylate Derivatives Containing a Substituted Phenylpyridine Moiety

Yangyang Cao , Zengfei Cai , Wenliang Zhang , Xiaohua Du

Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (6) : 1008 -1011.

PDF
Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (6) : 1008 -1011. DOI: 10.1007/s40242-019-9128-z
Article

Synthesis and Herbicidal Activity of Novel β-Methoxyacrylate Derivatives Containing a Substituted Phenylpyridine Moiety

Author information +
History +
PDF

Abstract

In this paper, a series of new β-methoxyacrylate derivatives containing a substituted phenylpyridine moiety was synthesized and bioassayed. The structures of all compounds were confirmed by nuclear magnetic re-sonance(NMR) and high-resolution mass spectrometry(HRMS). Preliminary bioassays demonstrated that compound 8d showed more than 95% inhibition against Brassica juncea and Chenopodium serotinum at 37.5 g a.i./104 m2, when compared with the positive control halauxifen-methyl at 150 g a.i./104 m2. The present work demonstrated that compound 8d exhibited the more promising herbicidal activity and may serve as a new herbicidal agent for herbicide.

Keywords

β-Methoxyacrylate / Phenylpyridine / Herbicidal activity

Cite this article

Download citation ▾
Yangyang Cao, Zengfei Cai, Wenliang Zhang, Xiaohua Du. Synthesis and Herbicidal Activity of Novel β-Methoxyacrylate Derivatives Containing a Substituted Phenylpyridine Moiety. Chemical Research in Chinese Universities, 2019, 35(6): 1008-1011 DOI:10.1007/s40242-019-9128-z

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Sauter H, Steglich W, Anke T. Angew. Chem. Int. Ed., 1999, 38: 1328.

[2]

Bartlett D W, Clough J M, Godfrey C R A, Godwin J R, Hall A A, Heaney S P, Maund S J. Pestic. Outlook, 2001, 12: 143.

[3]

Bartlett D W, Clough J M, Godwin J R, Hall A A, Hamer M, Parr-Dobrzanski B. Pest Manage. Sci., 2002, 58: 649.

[4]

Fisher N, Meunier B. Pest Manage. Sci., 2005, 61: 973.

[5]

Gisi U, Sierotzki H, Cook A, McCaffery A. Pest Manage. Sci., 2002, 58: 859.

[6]

Sierotzki H, Parisi S, Steinfeld U, Tenzer I, Poirey S, Gisi U. Pest Manage. Sci., 2000, 56: 833.

[7]

Beautement K, Clough J M, de Fraine P J, Godfrey C R A. Pestic. Sci., 1991, 31: 499.

[8]

Zhao P L, Liu C L, Huang W, Wang Y Z, Yang G F. J. Agric. Food Chem., 2007, 55: 5697.

[9]

Liu A P, Wang X G, Ou X M, Huang M Z, Chen C, Liu S D, Huang L, Liu X P, Zhang C L, Zheng Y Q, Ren Y G, He L, Yao J R. J. Agric. Food Chem., 2008, 56: 6562.

[10]

Zhao P L, Wang F, Zhang M Z, Liu Z M, Huang W, Yang G F. J. Agric. Food Chem., 2008, 56: 10767.

[11]

Chai B S, Liu C L, Li H C, Liu S W, Xu Y, Song Y Q, Chang J B. Chin. Chem. Lett., 2014, 25: 137.

[12]

Chen J, Shi J, Yu L, Liu D Y, Gan X H, Song B A. J. Agric. Food Chem., 2018, 66: 5335.

[13]

Chai B S, Wang S Y, Yu W Q, Li H C, Song C J, Xu Y, Liu C L, Chang J B. Bioorg. Med. Chem. Lett., 2013, 23: 3505.

[14]

Lee S, Kwon O S, Lee C S, Won M, Ban H S, Ra C S. Bioorg. Med. Chem. Lett., 2017, 27: 3026.

[15]

Alzeer J, Chollet J, Heinze-Krauss I, Hubschwerlen C, Matile H, Ridley R G. J. Med. Chem., 2000, 43: 560.

[16]

Debona D, Nascimento K J T, Gomes J G O, Aucique-Perez C E, Rodrigues F A. Pestic. Biochem. Physiol., 2016, 130: 8.

[17]

Herms S, Seehaus K, Koehle H, Conrath U. Plant Physiol., 2002, 130: 120.

[18]

Becker W F, Jagow V G, Anke T, Steglich W. FEBS Lett., 1981, 132: 329.

[19]

Zhao P L, Wang L, Zhu X L, Huang X Q, Zhan C G, Wu J W, Yang G F. J. Am. Chem. Soc., 2010, 132: 185.

[20]

Hao G F, Wang F, Li H, Zhu X L, Yang W C, Huang L S, Wu J W, Berry E A, Yang G F. J. Am. Chem. Soc., 2012, 134: 11168.

[21]

Hao G F, Yang S G, Huang W, Wang L, Shen Y Q, Tu W L, Li H, Huang L S, Wu J W, Berry E A, Yang G F. Sci. Rep., 2015, 5: 13471.

[22]

Cao Y Y, Mao D J, Wang W W, Du X H. J. Agric. Food Chem., 2017, 65: 6114.

[23]

Cao Y Y, Wang W W, Du X H. Chin. J. Struct. Chem., 2019, 38: 1123.

[24]

Wu Q Y, Wang G D, Huang S W, Lin L, Yang G F. Molecules, 2010, 13: 9024.

[25]

Liu Y Y, Lv K Z, Li Y, Nan Q L, Xu J Y. Sci. Rep., 2018, 8: 7822.

AI Summary AI Mindmap
PDF

118

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/