Structural optimization of SDH‐targeting chalcone derivatives: piperazine‐driven binding stability against Xanthomonas pathogens DOI

Tianyu Deng,

Kaini Meng,

Hong Fu

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Май 29, 2025

Abstract BACKGROUND Natural green pesticides have become a global research hotspot, and identifying chemical structural frameworks with excellent biological activity has the direction of numerous researchers. RESULTS Twenty chalcone derivatives incorporating 1,2,3,4‐tetrahydroquinoline scaffolds were systematically evaluated for their antibacterial against six plant pathogenic bacteria. Among tested compounds, H1–H10 exhibited superior in vitro inhibition Xanthomonas citri pv. mangiferaeindicae ( Xcm ) compared to Y1–Y10. Notably, compound H6 demonstrated exceptional potency, median effective concentration (EC 50 value 3.25 μg mL −1 , significantly surpassing commercial agent (TC, EC = 75.34 ). In vivo efficacy trials revealed that achieved 65.24% curative at 100 outperforming TC (42.81%). Scanning electron microscopy further confirmed H6's disruptive effects on bacterial membrane integrity. Mechanistic studies targeting succinate dehydrogenase (SDH), key respiratory enzyme, energetic similarities between SDH inhibitor bixafen through molecular docking dynamics simulations. CONCLUSION The moiety enhanced binding affinity, while introduced piperazine substructure improved both complex stability (root mean square deviation <1.5 Å) target engagement. These findings establish as promising lead developing next‐generation inhibitors, providing critical insights into structure–activity relationships agricultural antimicrobial design. © 2025 Society Chemical Industry.

Язык: Английский

The Effect of 3′,4′-Methylenedioxychalcone Derivatives on Mycelial Growth and Conidial Germination of Monilinia fructicola: An In Silico and In Vitro Study DOI Creative Commons
C. F. Ferreira, Valentina Silva, Evelyn Muñoz-Núñez

и другие.

Agriculture, Год журнала: 2025, Номер 15(9), С. 983 - 983

Опубликована: Май 1, 2025

Monilinia fructicola causes brown rot on a wide variety of stone fruits, causing several losses in the field and during storage fruits. Due to diverse biological activity chalcones their derivatives, they have emerged as promising alternative for controlling phytopathogenic fungi. The aim this study was synthesize 3′,4′-methylenedioxychalcone derivatives evaluate vitro inhibitory effect mycelial growth conidial germination M. fructicola. Additionally, molecular docking prediction lipophilicity were carried out investigate chemical behavior. results showed that compound F exhibited most potent antifungal activity, with EC50 MIC values 20.61 µg/mL <10 germination, respectively, presenting an adequate (Log p = 2.79), which would allow proper diffusion through fungal cell membrane. silico revealed great number interactions between different active sites succinate dehydrogenase enzyme, suggesting favorable interaction binding energy score value −6.9 kcal/mol, similar CBE, native ligand enzyme. These types compounds could provide preventive protection various other crops.

Язык: Английский

Процитировано

0
Structural optimization of SDH‐targeting chalcone derivatives: piperazine‐driven binding stability against Xanthomonas pathogens DOI

Tianyu Deng,

Kaini Meng,

Hong Fu

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Май 29, 2025

Abstract BACKGROUND Natural green pesticides have become a global research hotspot, and identifying chemical structural frameworks with excellent biological activity has the direction of numerous researchers. RESULTS Twenty chalcone derivatives incorporating 1,2,3,4‐tetrahydroquinoline scaffolds were systematically evaluated for their antibacterial against six plant pathogenic bacteria. Among tested compounds, H1–H10 exhibited superior in vitro inhibition Xanthomonas citri pv. mangiferaeindicae ( Xcm ) compared to Y1–Y10. Notably, compound H6 demonstrated exceptional potency, median effective concentration (EC 50 value 3.25 μg mL −1 , significantly surpassing commercial agent (TC, EC = 75.34 ). In vivo efficacy trials revealed that achieved 65.24% curative at 100 outperforming TC (42.81%). Scanning electron microscopy further confirmed H6's disruptive effects on bacterial membrane integrity. Mechanistic studies targeting succinate dehydrogenase (SDH), key respiratory enzyme, energetic similarities between SDH inhibitor bixafen through molecular docking dynamics simulations. CONCLUSION The moiety enhanced binding affinity, while introduced piperazine substructure improved both complex stability (root mean square deviation <1.5 Å) target engagement. These findings establish as promising lead developing next‐generation inhibitors, providing critical insights into structure–activity relationships agricultural antimicrobial design. © 2025 Society Chemical Industry.

Язык: Английский

Процитировано

0