In recent years,
the severity of plant diseases caused by plant
pathogenic fungi and viruses has been on the rise. However, there
is a limited availability of pesticide chemicals in the market for
effectively controlling both fungal and viral infections. To solve
this problem, a series of novel pyrimidine derivatives containing
a 1,3,4-oxadiazole thioether fragment were synthesized. Among them,
compound 6s exhibited remarkable in vivo protection activity
against tobacco mosaic virus, demonstrating the superior 50% effective
concentration (EC50) value of 0.42 μM, outperforming
ningnanmycin (0.60 μM). Meanwhile, compound 6s exhibited
remarkable antifungal activity against Botrytis cinerea Pers. in postharvest blueberry in vitro, with an EC50 value of 0.011 μM, surpassing the inhibition rate of Pyrimethanil
(0.262 μM). Additionally, compound 6s also demonstrated
remarkable curative and protection activities against blueberry fruit
gray mold in vivo, with control efficiencies of 54.2 and 60.4% at
200 μg/mL concentration, respectively, which were comparable
to those of Pyrimethanil (49.3 and 63.9%, respectively). Scanning
electron microscopy showed that the compound 6s-treated
hyphae of B. cinerea Pers. in postharvest
blueberry became abnormally collapsed and shriveled. Furthermore,
the molecular docking simulation demonstrated that compound 6s formed hydrogen bonds with SER-17, ARG-43, and SER-39 of
succinate dehydrogenase (SDH), providing a possible explanation for
the mechanism of action between the target compounds and SDH. This
study represents the first report on the antiviral and antifungal
activities of novel pyrimidine derivatives containing a 1,3,4-oxadiazole
thioether fragment.