A series of canthin-6-one analogues were designed and synthesized in order to study their antibacterial activity and structure–activity relationships. Compound 22 showed a broad spectrum of antibacterial activity and exhibited better bactericidal effect (8-fold superiority against Staphylococcus aureus and 2-fold superiority against Ralstonia solanacearum) than fosfomycin sodium and propineb with a minimum inhibitory concentration value of 2 μg/mL. Moreover, it showed low cytotoxicity, stimulation on germination rates and good “drug-like” properties. Membrane-active mechanism was further studied by fluorescent microscopy, scanning electron microscopy, cytoplasmic β-galactosidase leakage assay and evaluation of the molecular docking. The results showed that 22 may exert its bactericidal effect by damaging bacterial cell membranes and influencing the membrane formation, both of which could lead to cell death. The in vivo antibacterial assay with a protective efficacy of 68% demonstrated the potential of C ring-truncated canthin-6-one 22 as a new bactericide.

设计并合成了一系列canthin-6-one类似物，以研究其抗菌活性和结构-活性关系。化合物22显示的抗菌活性范围广，并且与磷霉素钠和丙戊酸相比具有更好的杀菌效果（抗金黄色葡萄球菌8倍，对青枯雷尔氏菌2倍），最小抑菌浓度值为2μg/ mL。而且，它显示出低的细胞毒性，对发芽率的刺激和良好的“类药物”性质。通过荧光显微镜，扫描电子显微镜，细胞质β进一步研究膜的活性机制。-半乳糖苷酶泄漏测定和分子对接的评估。结果表明22可能通过破坏细菌细胞膜并影响其形成而发挥其杀菌作用，两者均可能导致细胞死亡。的体内抗菌测定用68％的保护效力证明了C环截短铁屎米-6-酮的电位22作为新的杀菌剂。