Citation: XIA Lijuan, WANG Xiaobin, XIE Yan, WANG Xiaoyan, XIAO Wei, ZHONG Xinming, HUANG Minguo, XUE Wei. Synthesis and Biological Activity of Novel 1, 4-Pentadien-3-one Oxime Esters Bearing Heterocycle Moiety[J]. Chinese Journal of Applied Chemistry, ;2017, 34(3): 316-323. doi: 10.11944/j.issn.1000-0518.2017.03.160219 shu

Synthesis and Biological Activity of Novel 1, 4-Pentadien-3-one Oxime Esters Bearing Heterocycle Moiety

XIA Lijuan ^a,b,‡ ,
WANG Xiaobin ^a,‡ ,
XIE Yan ^a ,
WANG Xiaoyan ^c ,
XIAO Wei ^a ,
ZHONG Xinming ^a ,
HUANG Minguo ^a ,
XUE Wei ^a,*,,

a.
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Certer for Rearch and Development of Fine Chemicals, Guizhou University, Guiyang 550025, China
b.
Environmental Monitoring Station of Anshun, Anshun, Guizhou 561000, China
c.
the First Clinical Medical College, Nanjing University of Chinese Medicine, Nanjing 210029, China

Corresponding author: XUE Wei, wxue@gzu.edu.cn
Received Date: 25 May 2016
Revised Date: 13 July 2016
Accepted Date: 9 August 2016

Fund Project: the Special Fund for Outstanding Scientific and Technological Candidates of Guizhou Province No.201535Supported by the National Natural Science Foundation of China No.21462012the Innovation Fund for Graduate Student of Guizhou University No.2016076

Figures(2)

In order to explore novel green pesticide with potent biological activities, a series of novel 1, 4-pentadien-3-one oxime ester derivatives bearing heterocycle moiety, derived from curcumin, was designed and synthesized. Their structures were confirmed by infrared spectroscopy, proton nuclear magnetic resonance spectroscopy (¹H NMR), ¹³C NMR, and high resolution mass spectroscopy (HRMS). The bioassays indicate that inhibition rates of compound 5d against G.zeae, F.ox-ysporum and C.mandshurica at 50 mg/L are 64.75%, 52.05% and 69.68%, respectively, and compounds 5d, 5e and 5f have good curative and deactivation activities against tobacco mosaic virus at 500 mg/L, with the inhibition rates of 56.93% and 86.89%, 53.08% and 83.51%, and 53.40% and 89.01%, respectively. These indicate that 1, 4-pentadien-3-one oxime ester is a valuable scafford to develope new compounds poessessing high biological activities such as potential antifungal and antiviral activities.
- pentadien-one,
- oxime ester,
- fungicidal activities,
- antiviral activities
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