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Design and Synthesis of Structurally Novel Acridospiroisoxazole Derivatives and Their Antifungal Activity Study

Yanhui ZhaoKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University, Xinjiang, ChinaTianhao PangKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang ChinaShicai XuKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University, Xinjiang, ChinaYuanze SunKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University, Xinjiang, ChinaY. LiKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang ChinaQing SunKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang ChinaXiaoqian ShiKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering, Yili Normal University, Xinjiang, ChinaKhurshed BozorovInstitute of Biochemistry, Samarkand State University, Samarkand, UzbekistanChao NiuUniversity of Chinese Academy of Science Beijing ChinaXueqing ZhangXinjiang Key Laboratory of Clean Conversion and High Value Utilization of Biomass Resources, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang ChinaWei LiuXinjiang Key Laboratory of Clean Conversion and High Value Utilization of Biomass Resources, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang ChinaBuer SongKey Lab of Natural Product Chemistry and Application at Universities of Education, Department of Xinjiang Uygur Autonomous Region, School of Chemistry and Chemical Engineering Yili Normal University Xinjiang China

Chemistry & Biodiversityjournal2025en

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ABI

Annotatsiya

ABSTRACT The persistent threat posed by phytopathogenic fungi to agricultural systems underscores the critical need for novel fungicides. Here, we synthesized and characterized a series of novel acridospiroisoxazole derivatives ( H1 – H36 ) using 1 H/ 13 C NMR and mass spectrometry. The absolute configuration of compound H23 was confirmed using single‐crystal x‐ray diffraction analysis. Integrated in vitro evaluations—including microdilution assays, mycelial growth inhibition, and cellular viability assessments—demonstrated the superior antifungal potency of H35 against Botrytis cinerea . At 25 µg/mL, H35 achieved 93.41 ± 1.4% mycelial suppression, doubling the efficacy of carbendazim (46.90 ± 2.6%) under identical conditions. H35 (EC 50 : 5.0 ± 0.4 µg/mL) exhibited 2.3‐fold greater potency compared to chlorothalonil. In vivo studies demonstrated that H35 had both protective and therapeutic efficacy on corn leaves, with 80.00% prevention and 83.90% cure rates observed at 100 µg/mL. These findings establish the acridospiroisoxazole scaffold as a promising candidate for the development of antifungal agents for crop protection.

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Mavzular

Fungal Plant Pathogen Control Plant-Microbe Interactions and Immunity Plant Pathogens and Fungal Diseases

Identifikatorlar

DOI: 10.1002/cbdv.202501916

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