Rational Design and Identification of Novel Piperine Derivatives as Multichitinase Inhibitors
文献类型：期刊论文
| 作者 | Jiang, Zhiyang3; Shi, Dongmei3; Li, Huilin3; He, Danchan; Zhu, Kai3; Li, Jingyi3; Zi, Yunjiang3; Xu, Zhijian1 ; Huang, Jiaxing3; Duan, Hongxia3
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| 刊名 | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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| 出版日期 | 2022-08-24 |
| 卷号 | 70期号:33页码:10326-10336 |
| ISSN号 | 0021-8561 |
| 关键词 | Asian corn borer chitinase piperine derivate multichitinase inhibitor insect growth regulator (IGR) |
| DOI | 10.1021/acs.jafc.2c03751 |
| 通讯作者 | Duan, Hongxia(hxduan@cau.edu.cn) ; Yang, Qing(qingyang@dlut.edu.cn) |
| 英文摘要 | Asian corn borer (Ostrinia furnacalis) is one of the most destructive pests in agriculture. Three chitinases Of ChtI, Of ChtII, and Of Chi-h are regarded as potential targets for discovering novel agrochemicals to control O. furnacalis. In this study, piperine (K-i = 43.78 similar to 83.03 mu M) was first shown to exhibit inhibitory activities against all three chitinases. Subsequently, 19 novel piperine derivatives were rationally designed based on the conserved aromatic residues of three chitinases and then synthesized. Among them, Compound 5k (K-i = 11.78 similar to 22.82 mu M) was identified as the most effective multichitinase inhibitor and indeed displayed higher insecticidal activity against O. furnacalis than dual- or single-chitinase inhibitors. Molecular mechanism studies clarified that Compound 5k interacted with two conserved TRP and TYR of three chitinases in identical modes through hydrogen bonds, hydrophobic, and pi-pi interactions. Moreover, the microinjection experiment indicated that Compound 5k exhibited substantial sublethal effects against O. furnacalis by regulating its growth and development. This study provides evidence of multichitinase inhibitors to be applied in the control of O. furnacalis. |
| WOS关键词 | INSECTICIDAL ACTIVITY ; CHITINASE ; SCAFFOLD ; HYDROLYSIS ; CATALYSIS ; ACCURACY ; DOCKING ; AGENTS ; GLIDE |
| 资助项目 | National Natural Science Foundation[32172445] ; National Natural Science Foundation[31,972,289] ; National Natural Science Foundation[31,772,207] ; National Natural Science Foundation[32,161,133,010] ; State Key Laboratory for Biology of Plant Diseases and Insect Pests[SKLOF202107] |
| WOS研究方向 | Agriculture ; Chemistry ; Food Science & Technology |
| 语种 | 英语 |
| 出版者 | AMER CHEMICAL SOC |
| WOS记录号 | WOS:000841462600001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/302338]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Duan, Hongxia; Yang, Qing |
| 作者单位 | 1.Chinese Acad Sci, CAS Key Lab Receptor Res, Drug Discovery & Design Ctr, Shanghai Inst Materia Med, Shanghai 201203, Peoples R China 2.Chinese Acad Agr Sci, Inst Plant Protect, Shenzhen Agr Genome Res Inst, State Key Lab Biol Plant Dis & Insect Pests, Beijing 100193, Peoples R China 3.China Agr Univ, Coll Sci, Innovat Ctr Pesticide Res, Beijing 100193, Peoples R China |
| 推荐引用方式 GB/T 7714 | Jiang, Zhiyang,Shi, Dongmei,Li, Huilin,et al. Rational Design and Identification of Novel Piperine Derivatives as Multichitinase Inhibitors[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2022,70(33):10326-10336. |
| APA | Jiang, Zhiyang.,Shi, Dongmei.,Li, Huilin.,He, Danchan.,Zhu, Kai.,...&Yang, Qing.(2022).Rational Design and Identification of Novel Piperine Derivatives as Multichitinase Inhibitors.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,70(33),10326-10336. |
| MLA | Jiang, Zhiyang,et al."Rational Design and Identification of Novel Piperine Derivatives as Multichitinase Inhibitors".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 70.33(2022):10326-10336. |
入库方式： OAI收割
来源：上海药物研究所
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