The single-atom replacement strategy is a typical approach which just converts elements in lead compounds into their analogues with very small chemical changes.In this research,we implemented this strategy to modify t...The single-atom replacement strategy is a typical approach which just converts elements in lead compounds into their analogues with very small chemical changes.In this research,we implemented this strategy to modify the sulfonamide scaffold identified in our previous work,and resulting in the synthesis of 40 novel sulfonamide derivatives not previously reported in the literature.The insecticidal activities of these compounds against the Mythimna separata and Plutella xylostella were assessed.Our findings indicate that the pyridine sulfonamide structure significantly enhances insecticidal efficacy.Specifically,compound 7c exhibited LC 50 values of 0.157 and 0.256 mg/mL against the M.separata and P.xylostella,which significantly increased 97-and 41-fold compared to celangulin V,respectively.The experimental results revealed that pyridine sulfonamide analogues could serve as potential green insecticides.展开更多
The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by th...The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by the coupling of quassinoids with hemiterpene units via vinylogous aldol reactions.Their structural configurations were determined through comprehensive spectroscopic analysis and electronic circular dichroism(ECD) calculations.Plausible biosynthetic pathways for 1 and 2 were proposed,and guided by these biogenetic insights,the biomimetic synthesis of compound 1 was successfully achieved.Furthermore,compounds 1 and 2 exhibited significant antifeedant activity against Plutella xylostella.The bioactivity assessment results open up the prospects of 1 and 2 as a promising new class of botanical insecticide.展开更多
Trifluoromethyl pyridine(TFMP)motif is commonly discovered in structures of active pharmaceuticals.Flonicamid,characterized by the TFMP moiety,is well known as a prodrug in the knockdown of pests.The azobenzene-modifi...Trifluoromethyl pyridine(TFMP)motif is commonly discovered in structures of active pharmaceuticals.Flonicamid,characterized by the TFMP moiety,is well known as a prodrug in the knockdown of pests.The azobenzene-modified TFMP derivatives have been previously reported with excellent insecticidal activities.Herein,twenty-one TFMP derivatives were designed by the introduction of carbonyl-bridged aryl groups and synthesized via a one-step synthesis using Flonicamid as the starting material.The structure-activity relationships of these compounds were well analyzed and discussed.A molecular docking study and calcium ion concentration analysis indicated that compound FC13 could have interacted with the nicotinamidase enzyme,which further influenced the Ca^(2+)influx.展开更多
基金supported by the National Natural Science Foundation of China[Grant No.21977083].
文摘The single-atom replacement strategy is a typical approach which just converts elements in lead compounds into their analogues with very small chemical changes.In this research,we implemented this strategy to modify the sulfonamide scaffold identified in our previous work,and resulting in the synthesis of 40 novel sulfonamide derivatives not previously reported in the literature.The insecticidal activities of these compounds against the Mythimna separata and Plutella xylostella were assessed.Our findings indicate that the pyridine sulfonamide structure significantly enhances insecticidal efficacy.Specifically,compound 7c exhibited LC 50 values of 0.157 and 0.256 mg/mL against the M.separata and P.xylostella,which significantly increased 97-and 41-fold compared to celangulin V,respectively.The experimental results revealed that pyridine sulfonamide analogues could serve as potential green insecticides.
基金funded by the National Natural Science Foundation Regional Innovation and Development Joint Fund(No.U22A20381)National Key R&D Program of China (No.2024YFC3506600)+3 种基金Natural Science Foundation of Liaoning Province of China (No.2024-MS-086)Shenyang City Middle and Young Science and Technology Talents Cultivation Special U40 Outstanding Youth Project (No.RC230803)Science and Technology Planning Project of Liaoning Province (No.2021JH1/10400049)Song Shaojiang Expert Workstation of Yunnan Province (No.202305AF150030)。
文摘The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by the coupling of quassinoids with hemiterpene units via vinylogous aldol reactions.Their structural configurations were determined through comprehensive spectroscopic analysis and electronic circular dichroism(ECD) calculations.Plausible biosynthetic pathways for 1 and 2 were proposed,and guided by these biogenetic insights,the biomimetic synthesis of compound 1 was successfully achieved.Furthermore,compounds 1 and 2 exhibited significant antifeedant activity against Plutella xylostella.The bioactivity assessment results open up the prospects of 1 and 2 as a promising new class of botanical insecticide.
基金supported by National Natural Science Foundation of China(32472610,32402439,32072441)National Key Research and Development Program of China(2018YFD0200100)+3 种基金Innovation Program of Shanghai Municipal Education Commission(2017-01-07-00-02-E00037)Tobacco and Health funding program(2022539200340111)Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism(Shanghai Municipal Education Commission)the project of National Key Laboratory of Green Pesticide/Key Laboratory of Green Pesticide and Agricultural Bioengineering,Ministry of Education,Guizhou University(SKL-GPL-KF202405).
文摘Trifluoromethyl pyridine(TFMP)motif is commonly discovered in structures of active pharmaceuticals.Flonicamid,characterized by the TFMP moiety,is well known as a prodrug in the knockdown of pests.The azobenzene-modified TFMP derivatives have been previously reported with excellent insecticidal activities.Herein,twenty-one TFMP derivatives were designed by the introduction of carbonyl-bridged aryl groups and synthesized via a one-step synthesis using Flonicamid as the starting material.The structure-activity relationships of these compounds were well analyzed and discussed.A molecular docking study and calcium ion concentration analysis indicated that compound FC13 could have interacted with the nicotinamidase enzyme,which further influenced the Ca^(2+)influx.
