Discovery of Novel Benzo[4,5]thiazolo(oxazolo)[3,2-a]pyrimidinone Mesoionic Derivatives as Potential Antibacterial Agents and Mechanism Research.

A series of benzo[4,5]thiazole(oxazole)[3,2-a]pyrimidine mesoionic compounds were designed and synthesized. Antibacterial activity tests revealed that compound A23 showed good in vitro activities against Xanthomonas oryzae pv. Oryzicola (Xoc) and Xanthomonas oryzae pv. oryzae (Xoo), with half-maximal effective concentration (EC50) values of 47.6 and 36.8 μM, respectively, which were better than positive control agents thiodiazole copper (281 and 259 μM) and bismerthiazol (245 and 220 μM). The protective activities of compound A23 anti-Xoc and anti-Xoo were 39.7% and 49.2%, respectively, which were better than those of bismerthiazol (31.5% and 40.7%). Compound A23 improved defensive enzyme activities in rice. In addition, compound A23 could upregulate the expression of succinate dehydrogenase (SDH) in the oxidative phosphorylation (OXPHOS) pathway through proteomics analysis, which was consistent with the result of the SDH activity test. Thus, compound A23 is a novel potential antibacterial agent that can be further developed.