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Design and synthesis of novel benzoxazole/chromene-phthalide scaffolds hybrids as potential natural products-based fungicide.

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Phthalide, benzoxazole, and chromene are important heterocyclic skeletons with extensive biological activities. In order to develop novel potential antifungal agents, twenty-two benzoxazole/chromene-containing phthalide derivatives were prepared, and their fungicidal activity… Click to show full abstract

Phthalide, benzoxazole, and chromene are important heterocyclic skeletons with extensive biological activities. In order to develop novel potential antifungal agents, twenty-two benzoxazole/chromene-containing phthalide derivatives were prepared, and their fungicidal activity against nine common plants pathogenic fungi were evaluated in vitro. The EC50 values indicated that compound Z-4b displayed superior antifungal activity against P. oryzae (11.0 μg/mL), F. solani (8.5 μg/mL), P. capsici (27.8 μg/mL), V. mali (3.1 μg/mL) and A. brassicae (4.3 μg/mL) strains, which was more potent than the two commercialized fungicides hymexazol and chlorothalonil. In addition, the structure-activity relationship analysis demonstrated that the combination site of oxazolamide with phthalide has an important effect on antifungal activity. This research offers a potential compound for the development of novel agricultural fungicides.

Keywords: novel benzoxazole; design synthesis; chromene; activity; benzoxazole chromene; synthesis novel

Journal Title: Natural product research
Year Published: 2023

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