文献类型：期刊文献

中文题名：Naphthalimide and quinoline derivatives as inhibitors for insect N-acetyl-β-D-hexosaminidase

英文题名：Naphthalimide and quinoline derivatives as inhibitors for insect N-acetyl-β-D-hexosaminidase

作者：Huibin Yang[1,2];Huitang Qi[3];Tian Liu[3];Xusheng Shao[1];Qing Yang[3];Xuhong Qian[1]

机构：[1]Shanghai Key Laboratory of Chemical Biology,Institute of Pesticides and Pharmaceuticals,School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China;[2]State Key Laboratory of the Discovery and Development of Novel Pesticide,Shenyang Sinochem Agrochemicals Research and Development Co.,Ltd.,Shenyang 110021,China;[3]School of Life Science and Biotechnology,Dalian University of Technology,Dalian 116024,China

年份：2019

卷号：30

期号：5

起止页码：977

中文期刊名：Chinese Chemical Letters

外文期刊名：中国化学快报（英文版）

收录：CSTPCD;;Scopus;CSCD:【CSCD2019_2020】；

基金：the National Key Research and Development Program of China(Nos.2017YFD0200500,2017YFD0201400,2018YFD0200100);the National Natural Science Foundation of China(No.31871959)for the financial support

语种：英文

中文关键词：Of;Hex1;inhibitors;Structure-activity;relationship;Naphthalimide;derivatives;Quinoline;derivatives;Molecular;docking

外文关键词：Of Hex1 inhibitors;Structure-activity relationship;Naphthalimide derivatives;Quinoline derivatives;Molecular docking

摘要：Insect chitinolyticβ-N-acetyl-D-hexosaminidase,such as OfHex1 from Ostrinia furnacalis,is a potential target for insecticide design.Among the known OfH ex1 inhibitors,Q2 is of great interest because it is the first non-carbohydrate inhibitor.In this study,we designed and synthesized a series of Q2 derivatives by replacing the thiadiazole and naphthalimide groups and changing the linker length.Compound 3 m showed the best inhibitory activity with a Kivalue of 0.34 mmol/L against OfHex1,which is about onequarter that of Q2(K_i=1.4 mmol/L).Compound 6 a showed the best inhibitory activity among the quinoline-containing derivatives(K_i=2.3 mmol/L).Molecular docking indicated that although 3 m,6 a,and Q2 binding the active pocket of OfHex1 in similar mode,compound 3 m engaged better than the other compounds in intermolecular interaction with OfH ex1.
Insect chitinolytic β-N-acetyl-D-hexosaminidase, such as OfHex1 from Ostrinia furnacalis, is a potential target for insecticide design. Among the known OfH ex1 inhibitors, Q2 is of great interest because it is the first non-carbohydrate inhibitor. In this study, we designed and synthesized a series of Q2 derivatives by replacing the thiadiazole and naphthalimide groups and changing the linker length. Compound 3 m showed the best inhibitory activity with a Kivalue of 0.34 mmol/L against OfHex1, which is about onequarter that of Q2(K_i= 1.4 mmol/L). Compound 6 a showed the best inhibitory activity among the quinoline-containing derivatives(K_i= 2.3 mmol/L). Molecular docking indicated that although 3 m, 6 a,and Q2 binding the active pocket of OfHex1 in similar mode, compound 3 m engaged better than the other compounds in intermolecular interaction with OfH ex1.