Abstract
A series of linear furanocoumarins with different substituents have been designed and synthesized. Their structures were confirmed by 1H-NMR spectroscopy, high resolution mass spectra (EI-MS), IR, and X-ray single-crystal diffraction. All of the target compounds were evaluated in vitro for their antifungal activity against Rhizoctorzia solani, Botrytis cinerea, Alternaria solani, Gibberella zeae, Cucumber anthrax, and Alternaria leaf spot at 100 μg/mL, and some of the designed compounds exhibited potential antifungal activities. Compound 3a (67.9%) exhibited higher activity than the control Osthole (66.1%) against Botrytis cinerea. Furthermore, compound 4b (62.4%) represented equivalent antifungal activity as Osthole (69.5%) against Rhizoctonia solani. The structure-activity relationship (SAR) study demonstrates that linear furanocoumarin moiety has an important effect on the antifungal activity, promoting the idea of the coumarin ring as a framework that might be exploited in the future.
Highlights
Plant diseases cause severe crop yield reduction and result in significant economic losses every year
The evidence for the formation of all the synthesized compounds can be achieved by the melting point, 1H-NMR, 13CNMR, high resolution mass spectra (HR-MS) and IR spectra
7-hydroxycoumarins α-halogenated ketone, with heavywere metals often used as a catalyst
Summary
Plant diseases cause severe crop yield reduction and result in significant economic losses every year. Many chemical agents were developed and applied to control these diseases, most of them cannot fully protect the crops or completely cure the crops’ tissues from fungal infection under field conditions. The botanical fungicide is one of the plant protection alternatives, generally considered safe for the environment and health. The development botanical fungicide is important [3]. Coumarins widely exist in nature and can be found in all parts of plants, especially in grasses, orchids, citrus fruits, and legumes [4]. Furanocoumarins are one of the main groups in coumarins, based on their chemical structure, they can be generally classified as linear
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