Scaffold hopping approach to the novel hexacyclic pyrazol-3-amide derivatives as potential multi-target insect growth regulators candidates DOI

Bingbo Guo,

Shihui Luo,

Lei Chen

и другие.

Pesticide Biochemistry and Physiology, Год журнала: 2024, Номер 205, С. 106163 - 106163

Опубликована: Окт. 2, 2024

Язык: Английский

Discovery of novel sulfonamide derivatives containing pinacolone moieties as fungicide candidates against Botrytis cinerea DOI Open Access
Wei Liu,

Chaojie Liu,

Ni An

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 2, 2025

Abstract BACKGROUND Botrytis cinerea is one of the most serious plant diseases and severely threatens agricultural production. The rapidly intensifying resistance makes commercial chemical fungicides lose control efficacy. Developing new with novel structures modes action an effective measure to solve this problem. RESULTS In work, 29 sulfonamide compounds containing pinacolone scaffolds were designed synthesized based on active substructure splicing strategy. biological activity assay three kinds strains manifested that these exhibit moderate excellent antifungal activity. Compounds 3a‐1 3a‐11 displayed highest in vitro similar agents carbendazim, procymidone, boscalid. Compound 3c had lowest EC 50 value 1.96 μg/mL against strain PJ‐02 compared boscalid (6.90 μg/mL). Bioassay results strawberry fruits tomato pots indicated also possess superb vivo agents. electronic conductivity measurement showed compound can significantly increase membrane permeability mycelium. Scanning electron microscopy observation revealed could cause mycelium twist break, inhibit branching. Density functional theory calculation molecular electrostatic potential distribution used analyze mechanism target compounds. CONCLUSION Due their , derivatives be considered qualified fungicide candidates. Preliminary exploration suggests kind may a mode action. © 2025 Society Chemical Industry.

Язык: Английский

Процитировано

1

Chemoselective synthesis of tunable poly-functionalized binary pyrazolyl and annulated pyrazolo/pyrido anchored on quinolinone: insecticidal and antioxidant studies DOI Creative Commons

Nedaa N. Elnaggar,

Wafaa S. Hamama,

Mohamed Abd El Salam

и другие.

RSC Advances, Год журнала: 2025, Номер 15(8), С. 6050 - 6067

Опубликована: Янв. 1, 2025

Several fused/binary pyrazole quinolinone hybrids are synthesized via tandem reactions and their insecticidal efficacy against S. littoralis A. gossypii evaluated.

Язык: Английский

Процитировано

0

Understanding the mode of action of BtEcR/USP with benzpyrimoxan in combination with high throughput SPR screening and molecular simulation approaches DOI
Hongyan Wang, Jialin Cui,

Yanjiao Feng

и другие.

Pesticide Biochemistry and Physiology, Год журнала: 2025, Номер unknown, С. 106384 - 106384

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0

Deuteration-Based Design, Green Synthesis, and Insecticidal Activity of Hexacyclic Pyrazol-3-amide Derivatives as Insect Growth Regulators DOI

Shihui Luo,

Bingbo Guo,

Yan Liu

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 15, 2025

The deuterium kinetic isotope effect (DKIE) underscores the stability of C-D bond, which can improve pharmacokinetic properties and reduce toxicity in compounds. Herein, application deuteration strategy to activity insect growth regulators (IGRs) by replacing C-H bond with a at benzylic position, known as "soft spot", is first investigated. corresponding deuterated intermediates were obtained through novel green efficient method utilizing samarium diiodide (SmI2) reductive deuterating agent 2-methyltetrahydrofuran (2-MTHF) solvent address environmental concerns. Subsequently, six compounds (D-1 D-6) hexacyclic pyrazol-3-amide derivatives are synthesized compared terms insecticidal against Plutella xylostella, revealing lower LC50 values than nondeuterated (H-1 H-6). Particularly, compound D-3 exhibited significantly better (LC50: 11 mg/L) H-3 197 mg/L), even higher commercial tebufenozide. Additionally, inhibitory activities ecdysone receptor/ultraspiracle protein (EcR/USP) three chitinases─OfChtI, OfChtII, OfChi-h─demonstrate that enhances binding affinity specifically Chitinase OfChtI. After deuteration, ClogP value reduced energy gap, along slight reduction lipophilicity electrostatic potential, together may contribute improved activity. This work suggests promising approach compounds' efficacy for pest control.

Язык: Английский

Процитировано

0

Scaffold hopping approach to the novel hexacyclic pyrazol-3-amide derivatives as potential multi-target insect growth regulators candidates DOI

Bingbo Guo,

Shihui Luo,

Lei Chen

и другие.

Pesticide Biochemistry and Physiology, Год журнала: 2024, Номер 205, С. 106163 - 106163

Опубликована: Окт. 2, 2024

Язык: Английский

Процитировано

2