Natural products are one of the resources for discovering novel fungicidal leads. As a natural fungicide, osthole was used as a coumarin-based lead compound for the development of novel fungicides. Here, a series of 3,4-dichloroisothiazolecontaining 7-hydroxycoumarins were rationally designed, synthesized, and characterized by introducing a bioactive substructure, 3,4-dichloroisothiazole, into the coumarin skeleton. In vitro bioassay indicated that compound 7g displayed good activity against Rhizoctonia solani, Physalospora piricola, Sclerotinia sclerotiorum, and Botrytis cinerea. Its median effective concentration (EC 50 ) value against each of these fungi fell between 0.88 and 2.50 μg/mL, which was much lower than that of osthole against the corresponding pathogen (between 7.38 and 74.59 μg/mL). In vivo screening validated that 7k exhibited 100%, 60%, and 20% efficacy against R. solani Kuḧn at 200, 100, and 50 μg/mL, respectively. RNA sequence analysis implied that growth inhibition of R. solani by 7k might result from potential disruptions of fungal membrane formation and intracellular metabolism. Furthermore, a field experiment with cucumber plants indicated that 7b showed 62.73% and 74.03% efficacy against Pseudoperonospora cubensis (Berk. & Curt.) Rostov. at rates of 12.5 g a.i./ha and 25 g a.i./ha, respectively, which showed no significant difference between 7b and osthole at 30 g a.i./ha. Our studies suggested that 7b, 7g, and 7k might be used as fungicidal leads for further optimization.
Ozone (O3) pollution is accompanied by drought stress, especially at high temperatures. Tree species in cities often face dual stresses from O3 and drought. In this study, Acer rubrum ‘Autumn Blaze’ and A. pictum were used as test plants in open-top-chambers (OTCs) to investigate the trees most tolerant to increasing O3 and drought stresses in urban gardens. The results showed that the dual stresses induced a change in A. rubrum’s leaf coloration from green to red. The leaf representation in A. rubrum was more variable than that of A. pictum. The leaf pigment content affected the plant leaf color difference, and the Chl and Car contents of both species were negatively correlated with L*. Under the dual stresses of O3 and drought, the changes in the net photosynthetic rate (Pn) and transpiration rate (Tr) were less variable in A. rubrum than A. pictum. The stomatal conductance (Gs) was more sensitive to higher O3 stress, the effect of which was enhanced by moderate drought (MD) conditions on Gs. The Tr decreased more significantly under drought stress, which mitigated the effect of O3 stress on the stomatal limit value (Ls). A. rubrum displayed differential color changes, resulting in greater structural heterogeneity within the garden landscape. The saplings adjusted their photosynthetic parameters under the dual stresses, whereas the dual stresses played an antagonistic role in protecting A. rubrum, suggesting that A. rubrum can resist O3 and drought. Our study suggests that A. rubrum is an alternative tree species for inclusion in urban gardens exposed to increasing O3 and drought stresses.
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