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Bioorg Med Chem Lett ; 27(18): 4294-4297, 2017 09 15.
Article in English | MEDLINE | ID: mdl-28843708

ABSTRACT

Various pyridinium-functionalized carbazole derivatives were constructed by coupling the key fragments of carbazole skeleton and pyridinium nucleus in a single molecular architecture. Antibacterial bioassays revealed that some of the title compounds displayed impressive bioactivities against plant pathogens such as Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri with minimal EC50 values of up to 0.4, 0.3, and 0.3mg/L, respectively. These bioactivities were achieved by systematically tuning and optimizing bridging linker, alkyl length of the tailor, and substituents on the carbazole scaffold. Compared with the bioactivity of the lead compound (AP-10), antibacterial efficacy dramatically increased by approximately 13-, 104- and 21-fold. This finding suggested that these compounds can serve as new lead compounds in research on antibacterial chemotherapy.


Subject(s)
Anti-Bacterial Agents/pharmacology , Carbazoles/pharmacology , Pyridinium Compounds/pharmacology , Ralstonia solanacearum/drug effects , Xanthomonas/drug effects , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Carbazoles/chemical synthesis , Carbazoles/chemistry , Dose-Response Relationship, Drug , Microbial Sensitivity Tests , Molecular Structure , Pyridinium Compounds/chemistry , Structure-Activity Relationship
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