title: Synthesis and Evaluation of Ester Derivatives of 10-Hydroxycanthin-6-one as Potential Antimicrobial Agents.
abstract: As part of our continuing research on canthin-6-one antimicrobial agents, a new series of ester derivatives of 10-hydroxycanthin-6-one were synthesized using a simple and effective synthetic route. The structure of each compound was characterized by NMR, ESI-MS, FT-IR, UV, and elemental analysis. The antimicrobial activity of these compounds against three phytopathogenic fungi (Alternaria solani, Fusarium graminearum, and Fusarium solani) and four bacteria (Bacillus cereus, Bacillus subtilis, Ralstonia solanacearum, and Pseudomonas syringae) were evaluated using the mycelium linear growth rate method and micro-broth dilution method, respectively. The structure-activity relationship is discussed. Of the tested compounds, 4 and 7s displayed significant antifungal activity against F. graminearum, with inhibition rates of 100% at a concentration of 50 μg/mL. Compounds 5, 7s, and 7t showed the best inhibitory activity against all the tested bacteria, with minimum inhibitory concentrations (MICs) between 3.91 and 31.25 μg/mL. Thus, 7s emerged as a promising lead compound for the development of novel canthine-6-one antimicrobial agents.
authors.affiliation: College of Science, Northwest A &amp; F University, Yangling 712100, China. zhaofeicaiwei@163.com.
authors.forename: Fei
authors.initials: F
authors.lastname: Zhao
authors.affiliation: College of Science, Northwest A &amp; F University, Yangling 712100, China. daijkun@hotmail.com.
authors.forename: Jiang-Kun
authors.initials: JK
authors.lastname: Dai
authors.affiliation: College of Science, Northwest A &amp; F University, Yangling 712100, China. ld127222@126.com.
authors.forename: Dan
authors.initials: D
authors.lastname: Liu
authors.affiliation: College of Science, Northwest A &amp; F University, Yangling 712100, China. 444795415@163.com.
authors.forename: Shi-Jun
authors.initials: SJ
authors.lastname: Wang
authors.affiliation: College of Science, Northwest A &amp; F University, Yangling 712100, China. wangjunru@nwsuaf.edu.cn.
authors.forename: Jun-Ru
authors.initials: JR
authors.lastname: Wang
mesh_terms: D000528:Alternaria / Q000187:drug effects / Q000472:pathogenicity; D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects / Q000472:pathogenicity; D002243:Carbolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005670:Fusarium / Q000187:drug effects / Q000472:pathogenicity; D006801:Humans; D026121:Indole Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D010944:Plants / Q000382:microbiology; D044224:Pseudomonas syringae / Q000187:drug effects / Q000472:pathogenicity; D043368:Ralstonia solanacearum / Q000187:drug effects / Q000472:pathogenicity
chemical_list: D000890:Anti-Infective Agents; D000935:Antifungal Agents; D002243:Carbolines; D004952:Esters; D026121:Indole Alkaloids; C453379:canthin-6-one
keywords: 10-hydroxycanthin-6-one; antibacterial activity; antifungal activity; ester derivatives