Synthesis, nematicidal evaluation, and SAR study of benzofuran derivatives containing 2-carbonyl thiophene
-
* Corresponding author.
E-mail address: xyxu@ecust.edu.cn (X. Xu).
Citation:
Xiaofeng Cao, Die Qiu, Ruifeng Zhang, Zhong Li, Xiaoyong Xu. Synthesis, nematicidal evaluation, and SAR study of benzofuran derivatives containing 2-carbonyl thiophene[J]. Chinese Chemical Letters,
;2023, 34(5): 107800.
doi:
10.1016/j.cclet.2022.107800
C.M. Mesa-Valle, J.A. Garrido-Cardenas, J. Cebrian-Carmona, M. Talavera, F. Manzano-Agugliaro, Agronomy 10 (2020) 1148.
doi: 10.3390/agronomy10081148
V.T. Nguyen, N.H. Yu, Y. Lee, et al., Front. Microbiol. 12 (2021) 726504.
doi: 10.3389/fmicb.2021.726504
B. Torto, L. Cortada, L.K. Murungi, S. Haukeland, D.L. Coyne, J. Agric. Food Chem. 66 (2018) 8672–8678.
doi: 10.1021/acs.jafc.8b01940
J.T. Jones, A. Haegeman, E.G.J. Danchin, et al., Mol. Plant Pathol. 14 (2013) 946–961.
doi: 10.1111/mpp.12057
T. Liu, H. Wu, H. Jiang, et al., J. Agric. Food Chem. 67 (2019) 6160–6168.
doi: 10.1021/acs.jafc.9b01306
G. Wang, X. Chen, Y. Deng, Z. Li, X. Xu, J. Agric. Food Chem. 63 (2015) 6883–6889.
doi: 10.1021/acs.jafc.5b01762
Y. Oka, Y. Saroya, Pest Manage. Sci. 75 (2019) 2095–2106.
E. Feist, J. Kearn, Y. Gaihre, V. O'Connor, L. Holden-Dye, Pestic. Biochem. Physiol. 165 (2020) 104541.
doi: 10.1016/j.pestbp.2020.02.007
A.C. O'Sullivan, O. Loiseleur, R. Staiger, T. Luksch, T. Pitterna, Patent, WO2013143811A1, 2013.
U. Slomczynska, M.S. South, G.J. Bunkers, et al., ACS Symp. Ser. 1204 (2015) 129–147.
doi: 10.1021/bk-2015-1204.ch010
Y. Oka, Agronomy 10 (2020) 1387.
doi: 10.3390/agronomy10091387
G.P. Lahm, J. Desaeger, B.K. Smith, et al., Bioorg. Med. Chem. Lett. 27 (2017) 1572–1575.
doi: 10.1016/j.bmcl.2017.02.029
X. Cao, H. Yang, C. Liu, et al., J. Agric. Food Chem. 70 (2022) 11042–11055.
doi: 10.1021/acs.jafc.2c00785
C. Lamberth, Pest Manage. Sci. 74 (2018) 282–292.
doi: 10.1002/ps.4755
H. Sun, G. Tawa, A. Wallqvist, Drug Discov. Today 17 (2012) 310–324.
doi: 10.1016/j.drudis.2011.10.024
P. Huo, Q. Hu, S. Shu, et al., Bioorg. Med. Chem. 29 (2021) 115853.
doi: 10.1016/j.bmc.2020.115853
Q. Zhou, X. Tang, S. Chen, et al., J. Agric. Food Chem. 70 (2022) 1029–1036.
doi: 10.1021/acs.jafc.1c05933
P. Caboni, N. Aissani, M. Demurtas, N. Ntalli, V. Onnis, Pest Manage. Sci. 72 (2016) 125–130.
doi: 10.1002/ps.3978
Z. Wang, R. Yang, P. Li, et al., Pest Manage. Sci. 76 (2020) 1513–1522.
doi: 10.1002/ps.5668
G.T.T. Nguyen, G. Erlenkamp, O. Jack, et al., Sci. Rep. 6 (2016) 27333.
doi: 10.1038/srep27333
S. Wei, X. Feng, H. Du, Org. Biomol. Chem. 14 (2016) 8026–8029.
doi: 10.1039/C6OB01556E
A. Carrer, D. Brinet, J.C. Forent, P. Rousselle, E. Bertounesque, J. Org. Chem. 77 (2012) 1316–1327.
doi: 10.1021/jo202060k
H. Wu, B. Xu, Y. Li, et al., J. Org. Chem. 81 (2016) 2987–2992.
doi: 10.1021/acs.joc.5b02667
J. Jiang, H. Zou, Q. Dong, et al., J. Org. Chem. 81 (2016) 51–56.
doi: 10.1021/acs.joc.5b02093
Q. Gao, X. Wu, F. Jia, et al., J. Org. Chem. 78 (2013) 2792–2797.
doi: 10.1021/jo302754c
D.P. Hruszkewycz, K.C. Miles, O.R. Thiel, S.S. Stahl, Chem. Sci. 8 (2017) 1282–1287.
doi: 10.1039/C6SC03831J
A.D. Santos, L.E. Kaim, L. Grimaud, Org. Biomol. Chem. 11 (2013) 3282–3287.
doi: 10.1039/c3ob27404g
F. Hu, X. Lei, ChemCatChem 7 (2015) 1539–1542.
doi: 10.1002/cctc.201500174
L. Zhou, Y. Shi, Q. Xiao, et al., Org. Lett. 13 (2011) 968–971.
doi: 10.1021/ol103009n
W. Cheng, X. Yang, L. Zeng, et al., Antibiotics 9 (2020) 605.
doi: 10.3390/antibiotics9090605
G. Salinas, G. Risi, Parasitology 145 (2018) 979–987.
doi: 10.1017/s0031182017002165
J. Kearn, E. Ludlow, J. Dillon, V. O'Connor, L. Holden-Dye, Pestic. Biochem. Physiol. 109 (2014) 44–57.
doi: 10.1016/j.pestbp.2014.01.004
Qin Cheng , Ming Huang , Qingqing Ye , Bangwei Deng , Fan Dong . Indium-based electrocatalysts for CO2 reduction to C1 products. Chinese Chemical Letters, 2024, 35(6): 109112-. doi: 10.1016/j.cclet.2023.109112
A-Yang Wang , Sheng-Hua Zhou , Mao-Yin Ran , Xin-Tao Wu , Hua Lin , Qi-Long Zhu . Regulating the key performance parameters for Hg-based IR NLO chalcogenides via bandgap engineering strategy. Chinese Chemical Letters, 2024, 35(10): 109377-. doi: 10.1016/j.cclet.2023.109377
Anjing Liao , Wei Sun , Yaming Liu , Han Yan , Zhi Xia , Jian Wu . Pyrrole and pyrrolidine analogs: The promising scaffold in discovery of pesticides. Chinese Chemical Letters, 2025, 36(3): 110094-. doi: 10.1016/j.cclet.2024.110094
Lixian Fu , Yiyun Tan , Yue Ding , Weixia Qing , Yong Wang . Water–soluble and polarity–sensitive near–infrared fluorescent probe for long–time specific cancer cell membranes imaging and C. Elegans label. Chinese Chemical Letters, 2024, 35(4): 108886-. doi: 10.1016/j.cclet.2023.108886
Zhanhui Yang , Jiaxi Xu . (m+n+…) or [m+n+…]cycloaddition?. University Chemistry, 2025, 40(3): 387-389. doi: 10.12461/PKU.DXHX202406032
Yao HUANG , Yingshu WU , Zhichun BAO , Yue HUANG , Shangfeng TANG , Ruixue LIU , Yancheng LIU , Hong LIANG . Copper complexes of anthrahydrazone bearing pyridyl side chain: Synthesis, crystal structure, anticancer activity, and DNA binding. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 213-224. doi: 10.11862/CJIC.20240359
Jia JI , Zhaoyang GUO , Wenni LEI , Jiawei ZHENG , Haorong QIN , Jiahong YAN , Yinling HOU , Xiaoyan XIN , Wenmin WANG . Two dinuclear Gd(Ⅲ)-based complexes constructed by a multidentate diacylhydrazone ligand: Crystal structure, magnetocaloric effect, and biological activity. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 761-772. doi: 10.11862/CJIC.20240344
Chunmao Yuan , Yanrong Zeng , Lei Huang , Yu Mou , Jun Jin , Ping Yi , Yanmei Li , Xiaojiang Hao . Hymoins A–C, three unusual polycyclic polyprenylated acylphloroglucinols with lipid-lowering activity from Hypericum monogynum. Chinese Chemical Letters, 2025, 36(3): 109859-. doi: 10.1016/j.cclet.2024.109859
Liang Ma , Zhou Li , Zhiqiang Jiang , Xiaofeng Wu , Shixin Chang , Sónia A. C. Carabineiro , Kangle Lv . Effect of precursors on the structure and photocatalytic performance of g-C3N4 for NO oxidation and CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(11): 100416-100416. doi: 10.1016/j.cjsc.2024.100416
Jian Song , Shenghui Wang , Qiuge Liu , Xiao Wang , Shuo Yuan , Hongmin Liu , Saiyang Zhang . N-Benzyl arylamide derivatives as novel and potent tubulin polymerization inhibitors against gastric cancers: Design, structure–activity relationships and biological evaluations. Chinese Chemical Letters, 2025, 36(2): 109678-. doi: 10.1016/j.cclet.2024.109678
Wenhao Chen , Muxuan Wu , Han Chen , Lue Mo , Yirong Zhu . Cu2Se@C thin film with three-dimensional braided structure as a cathode material for enhanced Cu2+ storage. Chinese Chemical Letters, 2024, 35(5): 108698-. doi: 10.1016/j.cclet.2023.108698
Huirong Chen , Yingzhi He , Yan Han , Jianbo Hu , Jiantang Li , Yunjia Jiang , Basem Keshta , Lingyao Wang , Yuanbin Zhang . A new SIFSIX anion pillared cage MOF with crs topological structure for efficient C2H2/CO2 separation. Chinese Journal of Structural Chemistry, 2025, 44(2): 100508-100508. doi: 10.1016/j.cjsc.2024.100508
Zheng-Biao Zou , Tai-Zong Wu , Chun-Lan Xie , Yuan Wang , Yan Li , Gang Zhang , Rong Chao , Lian-Zhong Luo , Li-Sheng Li , Xian-Wen Yang . neo-Dicitrinols A–C: Unprecedented PKS-NRPS hybrid citrinin dimers with ferroptosis inhibitory activity from the deep-sea-derived Penicillium citrinum W22. Chinese Chemical Letters, 2024, 35(12): 109723-. doi: 10.1016/j.cclet.2024.109723
Chaozheng He , Pei Shi , Donglin Pang , Zhanying Zhang , Long Lin , Yingchun Ding . First-principles study of the relationship between the formation of single atom catalysts and lattice thermal conductivity. Chinese Chemical Letters, 2024, 35(6): 109116-. doi: 10.1016/j.cclet.2023.109116
Lian Sun , Honglei Wang , Ming Ma , Tingting Cao , Leilei Zhang , Xingui Zhou . Shape and composition evolution of Pt and Pt3M nanocrystals under HCl chemical etching. Chinese Chemical Letters, 2024, 35(9): 109188-. doi: 10.1016/j.cclet.2023.109188
Chuyu Huang , Zhishan Liu , Linping Zhao , Zuxiao Chen , Rongrong Zheng , Xiaona Rao , Yuxuan Wei , Xin Chen , Shiying Li . Metal-coordinated oxidative stress amplifier to suppress tumor growth combined with M2 macrophage elimination. Chinese Chemical Letters, 2024, 35(12): 109696-. doi: 10.1016/j.cclet.2024.109696
Yunyan Li , Zimin Cai , Zhicheng Wang , Sifeng Zhu , Wendian Liu , Cheng Wang . Construction of biomimetic hybrid nanovesicles based on M1 macrophage-derived exosomes for therapy of cancer. Chinese Chemical Letters, 2025, 36(4): 109942-. doi: 10.1016/j.cclet.2024.109942
Jun-Jie Fang , Zheng Liu , Yun-Peng Xie , Xing Lu . Superatomic Ag58 nanoclusters incorporating a [MS4@Ag12]2+ (M = Mo or W) kernel show aggregation-induced emission. Chinese Chemical Letters, 2024, 35(10): 109345-. doi: 10.1016/j.cclet.2023.109345
Yi Zhou , Wei Zhang , Rong Fu , Jiaxin Dong , Yuxuan Liu , Zihang Song , Han Han , Kang Cai . Self-assembly of two pairs of homochiral M2L4 coordination capsules with varied confined space using Tröger's base ligands. Chinese Chemical Letters, 2025, 36(2): 109865-. doi: 10.1016/j.cclet.2024.109865
Lei Wan , Yizhou Tong , Xi Lu , Yao Fu . Cobalt-catalyzed reductive alkynylation to construct C(sp)-C(sp3) and C(sp)-C(sp2) bonds. Chinese Chemical Letters, 2024, 35(7): 109283-. doi: 10.1016/j.cclet.2023.109283