Synthesis, Biological Activity, and Toxicity to Zebrafish Embryo of Benzamides Substituted with 1,2,4-Oxadiazole-Linked Pyrazole DOI
Yingying Wang, Changyuan Wu, Zhiyun Li

et al.

ACS Agricultural Science & Technology, Journal Year: 2023, Volume and Issue: 3(10), P. 911 - 917

Published: Oct. 4, 2023

To explore novel pesticidal lead compounds with potential activity, a series of new benzamide substituted 1,2,4-oxadiazole-linked pyrazole were designed and synthesized based on the active substructure splice principle. The preliminary bioassay revealed that most exhibited good larvicidal activities against Mythimna separate, Helicoverpa armigera, Ostrinia nubilalis, Spodoptera frugiperda. Additionally, all displayed potent antifungal Pyricularia oryzae, 13h was compound an inhibitory rate 88.9% at concentration 50 mg/L. acute toxicity assay found toxic to zebrafish embryos LC50 value 2.43 Thus, strong insecticidal properties 13h, together its moderate toxicity, make it promising candidate for pesticide lead.

Language: Английский

Synthesis of Phthalimide Derivatives and Their Insecticidal Activity against Caribbean Fruit Fly, Anastrepha suspensa (Loew) DOI Creative Commons
Fatih Tok, Xiangbing Yang, Nurhayat Tabanca

et al.

Biomolecules, Journal Year: 2023, Volume and Issue: 13(2), P. 361 - 361

Published: Feb. 14, 2023

In this study, thirteen phthalimide derivatives were designed and synthesized. All synthesized compounds evaluated to determine their potential for inhibitory activities against females of the Caribbean fruit fly, Anastrepha suspensa (Loew) (Diptera: Tephritidae). These efforts led discovery three 4a, 4c, 4d with potent insecticidal activity (LD50 range from 0.70 1.91 μg/fly). Among these compounds, 4a exhibited highest potency μg/fly. addition, in silico models indicated that compound is less toxic than other precursors. Therefore, our results suggest has strong as a candidate component developing novel environmentally friendly insecticide control pest flies.

Language: Английский

Citations

4
Discovery of potential anti- Staphylococcus aureus natural products and their mechanistic studies using machine learning and molecular dynamic simulations DOI Creative Commons
Zinan Wang, Fei Pan, Min Zhang

et al.

Heliyon, Journal Year: 2024, Volume and Issue: 10(9), P. e30389 - e30389

Published: April 26, 2024

The structure-activity analysis (SAR) and machine learning were used to investigate potential anti-

Language: Английский

Citations

1
Design, Synthesis, and Insecticidal Activity of Novel meta-Diamide Compounds Bearing a Phthalimide as a Potential GABA Receptor Antagonist DOI
Lu Zhang, Zhenguo Zhang, Qiu‐Tang Huang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

In pursuit of potent and environmentally benign insecticides targeting the γ-aminobutyric acid (GABA) receptor, a series novel meta-diamide compounds bearing phthalimide were rationally designed synthesized. Bioassay studies revealed that most target exhibited promising larvicidal activity against Mythimna separata (M. separata) Plutella xylostella (P. xylostella). Notably, active compound N15 displayed exceptional potency with LC50 values 3.82 3.42 mg·L–1 M. P. xylostella, respectively. Electrophysiological using Xenopus oocytes confirmed exerted its insecticidal by GABA receptors.

Language: Английский

Citations

1
Design, Synthesis, and Insecticidal Evaluation of N-Pyridylpyrazole Amide Derivatives Containing 4,5-Dihydroisoxazole Amide as Potential Ryanodine Receptor Activators DOI

Xiwen Pang,

Han Li, Cong Zhou

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(37), P. 13688 - 13695

Published: Sept. 6, 2023

Using the 4,5-dihydroisoxazol amide structure to expand aliphatic moiety of chlorantraniliprole, a series 28 novel N-pyridylpyrazolecarboxamide derivatives containing fragment were designed and synthesized. All target compounds had been properly characterized confirmed by 1H NMR, 13C HRMS, effects evaluated against Mythimna separata (M. separata) Plutella xylostella (P. xylostella). The bioassay results indicated that most exhibited good insecticidal activities M. P. at 50 mg/L; especially, compound A4 showed an LC50 value 3.27 mg/L separata. Calcium imaging experiments similar mechanism action causing increase in cytoplasmic Ca2+ concentration. molecular docking revealed possible binding mode with ryanodine receptor.

Language: Английский

Citations

3
Discovery of Novel Diamides Scaffold Containing Monofluoro-acrylamides Activating the Insect Ryanodine Receptor DOI

Guantian Yang,

Yutong Wang, Cong Zhou

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(39), P. 14137 - 14150

Published: Sept. 21, 2023

The research and development of organofluorine chemistry has flourished; in particular, monofluoroalkene aroused considerable interest from medicinal organic chemists. It is a significant attempt to introduce into agrochemicals. In this study, was introduced diamide molecules inserted between the aliphatic amide benzene ring, 44 compounds have been successfully synthesized. bioassay results showed that with monofluoro-acrylamide moiety (Z-isomers) had excellent larvicidal activity against lepidopteran pests at 5 mg·L-1. LC50 values B16, B18, B21 Mythimna separata were 1.02, 1.32, 0.78 mg·L-1, respectively. 3D-QSAR analysis including CoMFA model CoMSIA conducted illustrate contributions steric, electrostatic, hydrophobic, hydrogen bond fields on bioactivity. Moreover, typical symptoms caused by chlorantraniliprole dehydration, shrinkage, blackening also observed test larvae treated compounds. M. central neurons calcium imaging experiment compound B18 indicated potential insect ryanodine receptor activators. molecular docking performed CHL binding domain Plutella xylostella RyR revealed predicted mode slightly different CHL. MM|GBSA dG Bind P. respectively -85.797 -95.641 kcal·mol-1. present work explored insecticidal properties new scaffold containing fragment extended application agrochemical field.

Language: Английский

Citations

3
Thalidomide derivatives as nanomolar human neutrophil elastase inhibitors: Rational design, synthesis, antiproliferative activity and mechanism of action DOI Creative Commons

Beata Donarska,

Adrianna Sławińska-Brych, Magdalena Mizerska-Kowalska

et al.

Bioorganic Chemistry, Journal Year: 2023, Volume and Issue: 138, P. 106608 - 106608

Published: May 13, 2023

Here, we rationally designed a human neutrophil elastase (HNE) inhibitors 4a-4f derived from thalidomide. The HNE inhibition assay showed that synthesized compounds 4a, 4b, 4e and 4f demonstrated strong inhibiton properties with IC50 values of 21.78-42.30 nM. Compounds 4c, 4d competitive mode action. most potent compound shows almost the same as sivelestat. molecular docking analysis revealed strongest interactions occur between azetidine-2,4-dione group following three aminoacids: Ser195, Arg217 His57. A high correlation binding energies experimentally determined was also demonstrated. study antiproliferative activity against T47D (breast carcinoma), RPMI 8226 (multiple myeloma), A549 (non-small-cell lung carcinoma) were more active compared to thalidomide, pomalidomide lenalidomide used standard drugs. Additionally, induces cell cycle arrest at G2/M phase apoptosis in cells.

Language: Английский

Citations

2
Design, Synthesis, Antibacterial, and Antifungal Activity Evaluation of Novel Pyrimidine Derivatives Incorporating Amide and 1,3,4-Thiadiazole Thioether Moieties DOI

Shuangxue Wu,

Jing Liu, B.K.H. Tan

et al.

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(12), P. 3448 - 3455

Published: Dec. 1, 2024

Language: Английский

Citations

0
Synthesis, Biological Activity, and Toxicity to Zebrafish Embryo of Benzamides Substituted with 1,2,4-Oxadiazole-Linked Pyrazole DOI
Yingying Wang, Changyuan Wu, Zhiyun Li

et al.

ACS Agricultural Science & Technology, Journal Year: 2023, Volume and Issue: 3(10), P. 911 - 917

Published: Oct. 4, 2023

To explore novel pesticidal lead compounds with potential activity, a series of new benzamide substituted 1,2,4-oxadiazole-linked pyrazole were designed and synthesized based on the active substructure splice principle. The preliminary bioassay revealed that most exhibited good larvicidal activities against Mythimna separate, Helicoverpa armigera, Ostrinia nubilalis, Spodoptera frugiperda. Additionally, all displayed potent antifungal Pyricularia oryzae, 13h was compound an inhibitory rate 88.9% at concentration 50 mg/L. acute toxicity assay found toxic to zebrafish embryos LC50 value 2.43 Thus, strong insecticidal properties 13h, together its moderate toxicity, make it promising candidate for pesticide lead.

Language: Английский

Citations

0