Design, synthesis, X‐ray crystal structure, and antifungal evaluation of new acetohydrazide derivatives containing a 4‐thioquinazoline moiety DOI

Guangmin Tian,

Mingyan Yi,

T F Yan

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Abstract BACKGROUND To find efficient agricultural fungicides, 29 new 4‐thioquinazoline‐containing acetohydrazide derivatives were prepared and tested for their fungicidal properties. RESULTS All of the target compounds characterized by 1 H 13 C nuclear magnetic resonance high‐resolution mass spectrometry techniques, molecular structure compound A2 was verified single‐crystal X‐ray diffraction measurement. The experimental results revealed that many from this series had impressive inhibition efficacies in vitro against fungi. For example, A25 identified as best agent Rhizoctonia solani with an EC 50 (half‐maximal effective concentration) value 0.66 μg mL −1 , superior to those commercial fungicides chlorothalonil, carbendazim boscalid. Additionally, displayed favorable protection curative activities vivo rice sheath blight caused R . Antifungal mechanistic studies on indicated exerted its strong anti ‐R effects probably through fungal succinate dehydrogenase activity [half‐maximal inhibitory concentration (IC ) = 4.88 μ m ] impairment cell membrane integrity, based enzymatic bioassays, docking studies, scanning transmission electron microscopy observations. CONCLUSION Acetohydrazide containing 4‐thioquinazoline moiety potential be employed lead developing more near future. © 2024 Society Chemical Industry.

Language: Английский

Exploring SDHI fungicide resistance in Botrytis cinerea through genetic transformation system and AlphaFold model‐based molecular docking DOI Creative Commons
Haifeng Liu,

Gahee Lee,

Hyunkyu Sang

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: 80(11), P. 5954 - 5964

Published: July 25, 2024

Abstract BACKGROUND Gray mold caused by Botrytis cinerea is one of the most serious diseases affecting strawberry. Succinate dehydrogenase inhibitor (SDHI) fungicides have been used for more than a decade to control disease. Monitoring resistance and improving in‐depth understanding mechanisms are essential B . RESULTS In this study, monitoring SDHI fungicide boscalid was conducted on B. isolated from strawberries in Korea during 2020 2021, with rates 76.92% 72.25%, respectively. resistant strains, mutations P225F/H H272R were found SdhB , P225F representing dominant mutation type. Simultaneous G85A, I93V, M158V, V168I SdhC detected 54.84% sensitive strains. Sensitivity profiles different Sdh genotypes strains six SDHIs determined vitro vivo addition, mutation(s) genetically validated through situ ( ) expression. Docking assays between AlphaFold model‐based complexes revealed generally consistent patterns their phenotypes. CONCLUSION Resistance strawberry systematically investigated study. Deciphering genetic transformation system molecular docking will provide valuable insights into other target site‐based fungal pathogens. © 2024 The Author(s). Pest Management Science published John Wiley & Sons Ltd behalf Society Chemical Industry.

Language: Английский

Citations

0

Design, synthesis, bioactivity and action mechanism of N-substituted N′-phenylpicolinohydrazides against phytopathogenic fungi DOI
Yuhao Zhang, Ruofei Bai,

Tengyi Du

et al.

Molecular Diversity, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 17, 2024

Language: Английский

Citations

0

Design, synthesis, X‐ray crystal structure, and antifungal evaluation of new acetohydrazide derivatives containing a 4‐thioquinazoline moiety DOI

Guangmin Tian,

Mingyan Yi,

T F Yan

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

Abstract BACKGROUND To find efficient agricultural fungicides, 29 new 4‐thioquinazoline‐containing acetohydrazide derivatives were prepared and tested for their fungicidal properties. RESULTS All of the target compounds characterized by 1 H 13 C nuclear magnetic resonance high‐resolution mass spectrometry techniques, molecular structure compound A2 was verified single‐crystal X‐ray diffraction measurement. The experimental results revealed that many from this series had impressive inhibition efficacies in vitro against fungi. For example, A25 identified as best agent Rhizoctonia solani with an EC 50 (half‐maximal effective concentration) value 0.66 μg mL −1 , superior to those commercial fungicides chlorothalonil, carbendazim boscalid. Additionally, displayed favorable protection curative activities vivo rice sheath blight caused R . Antifungal mechanistic studies on indicated exerted its strong anti ‐R effects probably through fungal succinate dehydrogenase activity [half‐maximal inhibitory concentration (IC ) = 4.88 μ m ] impairment cell membrane integrity, based enzymatic bioassays, docking studies, scanning transmission electron microscopy observations. CONCLUSION Acetohydrazide containing 4‐thioquinazoline moiety potential be employed lead developing more near future. © 2024 Society Chemical Industry.

Language: Английский

Citations

0