First Discovery of Imidazo[1,2-a]pyridine Mesoionic Compounds Incorporating a Sulfonamide Moiety as Antiviral Agents

Abstract

The applications of mesoionic compounds and their analogues as agents against plant viruses remain unexplored. This was the first evaluation of the antiviral activities of mesoionic compounds on this issue. Our study involved the design and synthesis of a series of novel imidazo­[1,2-a]­pyridine mesoionic compounds containing a sulfonamide moiety and the assessment of their antiviral activities against potato virus Y (PVY). Compound A33 was assessed on the basis of three-dimensional quantitative structure–activity relationship (3D-QSAR) model analysis and displayed good curative, protective, and inactivating activity effects against PVY at 500 mg/L, up to 51.0, 62.0, and 82.1%, respectively, which were higher than those of commercial ningnanmycin (NNM, at 47.2, 50.1, and 81.4%). Significantly, defensive enzyme activities and proteomics results showed that compound A33 could enhance the defense response by activating the activity of defense enzymes, inducing the glycolysis/gluconeogenesis pathway of tobacco to resist PVY infection. Therefore, our study indicates that compound A33 could be applied as a potential viral inhibitor.

Design, Synthesis, and Insecticidal Activity of Novel Isoxazoline Compounds That Contain Meta-diamides against Fall Armyworm (Spodoptera frugiperda)

“…Table shows that the q 2 , ONC, r 2 , SEE, and F values of the CoMFA model were 0.660, 3, 0.935, 0.157, and 111, respectively, and the q 2 , ONC, r 2 , SEE, and F values of the CoMSIA model were 0.560, 6, 0.950, 0.148, and 63.6, respectively. In general, if q 2 > 0.5 and r 2 > 0.8 in the model, the predictive ability of the model is considered reliable Figure and Table show the linear correlation between the experimental and predicted pLC 50 values for the training and test sets and also lists the residuals between the experimental and predicted values.…”

“…In general, if q 2 > 0.5 and r 2 > 0.8 in the model, the predictive ability of the model is considered reliable. 38 Figure 3 and Table 4 show the linear correlation between the experimental and predicted pLC 50 values for the training and test sets and also lists the residuals between the experimental and predicted values. These results indicated that all of the parameters reached statistical reference thresholds, which indicated that the 3D-QSAR model is highly effective at prediction.…”

Novel trifluoromethylpyridine piperazine derivatives as potential plant activators

“…Compounds containing the structure of piperazine with different biological activities (Stoilkova et al, 2014;Han et al, 2020;Fang et al, 2022), are widely used as the potential plant activators for striving against the plant viruses. Li and coworkers (Li et al, 2022) (Figure 1B) found that the piperazine derivatives with a moiety of imidazo could activate the glycolysis/gluconeogenesis pathway in tobacco to mitigate the infection of potato virus Y. Ji et al (Ji et al, 2022) synthesized some piperazine derivatives via installing an oxadiazole sulfide, which were confirmed to inhibit the systemic spread of TMV from adjacent tissues of tobacco plants and the biosynthesis process of TMV. Additionally, increasing expression of genes in photosystem II and parts of the cytochrome b6/f complex could uniquely express and activate photosynthesis by the piperazine derivatives with the substitution of sulfonyl and unsaturated phenylpropionic acid (Yuan et al, 2022).…”

Discovery of Terpene-Derived Quaternary Ring Compounds Containing an Oxime Moiety as Potential Fungicides

“…Notably, POD activity enhanced significantly with the treatment concentration increasing. Therefore, the test compounds inhibited mycelial growth and triggered the defense process. , SDH and NCR are involved in respiration and energy metabolism and are paramount for fungal growth. As shown in Figure d,e, compound 6a 19 caused an apparent increase in both SDH and NCR enzyme activity, which also showed significant concentration dependence, suggesting that the cell enhanced the reproduction rate to resist stress in vitro …”