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Novel conjugated 5-alkenyl rhodanine tethered 1,4-benzodioxane derivatives as dual-chitinases inhibitors to hinder the growth of Asian corn borer

文献类型：期刊论文

作者Chen, Jinxiu5,6; Shi, Dongmei5,6; Jiang, Zhiyang5,6; Zou, Renxuan5,6; Zhang, Jingyu5,6; Han, Qing5,6; Wang, Na5,6; Xu, Zhijian3,4; Yang, Qing1,2; Duan, Hongxia5,6
刊名MEDICINAL CHEMISTRY RESEARCH
出版日期2025-02-12
页码13
关键词O. furnacalis Chitinase 5-alkenylthiazolidinone 1,4-benzodioxane Dual-chitinases inhibitor
ISSN号1054-2523
DOI10.1007/s00044-025-03382-9
英文摘要OfChtI and OfChi-h are ideal targets for developing agricultural inhibitors against Ostrinia furnacalis. In order to further confirm the importance of conjugated systems in rhodanine derivatives, sixteen novel 1,4-benzodioxane-tethered-rhodanine derivatives were designed and synthesized with or without C=C double bond of 5-alkenyl rhodanine skeleton. Among them, compounds 3a-3h, with preserved 5-alkenyl rhodanine skeleton, all exhibited much better inhibitory activities against both OfChtI and OfChi-h, compared to that of the corresponding reduced compounds 4a-4h without its C=C double bond. The inhibitory mechanism demonstrated that the 5-alkenyl rhodanine conjugated plane was conducive to improving the binding affinity with both two chitinases. Compound 3g was identified as the most potential dual-chitinases inhibitor against OfChtI (Ki = 2.57 mu M) and OfChi-h (Ki = 2.03 mu M). The bioassay study also indicated that compound 3g displayed the best insecticidal activity against O. furnacalis and distinctive sublethal effect in regulating its growth and development. These 1,4-benzodioxane-tethered-rhodanine derivatives deserved further investigation as novel dual-chitinases inhibitor candidates in the control of O. furnacalis.
WOS关键词OSTRINIA-FURNACALIS ; BOMBYX-MORI ; BMCHI-H ; INSECT ; ANTIOXIDANT ; BIOACTIVITY ; BACTERIAL ; ENCODES ; BIOLOGY ; DESIGN
资助项目State Key Laboratory for Biology of Plant Diseases and Insect Pests[SKLOF202306] ; Shenzhen Science and Technology Program[KQTD20180411143628272]
WOS研究方向Pharmacology & Pharmacy
语种英语
WOS记录号WOS:001418893300001
出版者SPRINGER BIRKHAUSER
源URL[http://119.78.100.183/handle/2S10ELR8/316242]  
专题新药研究国家重点实验室
通讯作者Yang, Qing; Duan, Hongxia
作者单位1.Chinese Acad Agr Sci, Shenzhen Agr Genome Res Inst, Beijing 100193, Peoples R China
2.Chinese Acad Agr Sci, Inst Plant Protect, State Key Lab Biol Plant Dis & Insect Pests, Beijing 100193, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China
4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
5.Key Lab Natl Forestry & Grassland Adm Pest Chem Co, Beijing 100193, Peoples R China
6.China Agr Univ, Coll Sci, Innovat Ctr Pesticide Res, Dept Appl Chem, Beijing 100193, Peoples R China
推荐引用方式
GB/T 7714		 Chen, Jinxiu,Shi, Dongmei,Jiang, Zhiyang,et al. Novel conjugated 5-alkenyl rhodanine tethered 1,4-benzodioxane derivatives as dual-chitinases inhibitors to hinder the growth of Asian corn borer[J]. MEDICINAL CHEMISTRY RESEARCH,2025:13.
APA Chen, Jinxiu.,Shi, Dongmei.,Jiang, Zhiyang.,Zou, Renxuan.,Zhang, Jingyu.,...&Duan, Hongxia.(2025).Novel conjugated 5-alkenyl rhodanine tethered 1,4-benzodioxane derivatives as dual-chitinases inhibitors to hinder the growth of Asian corn borer.MEDICINAL CHEMISTRY RESEARCH,13.
MLA Chen, Jinxiu,et al."Novel conjugated 5-alkenyl rhodanine tethered 1,4-benzodioxane derivatives as dual-chitinases inhibitors to hinder the growth of Asian corn borer".MEDICINAL CHEMISTRY RESEARCH (2025):13.

入库方式： OAI收割

来源：上海药物研究所

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