title: Synthesis and antimicrobial evaluation of L-phenylalanine-derived C5-substituted rhodanine and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone.
abstract: Four novel series of compounds, including the l-phenylalanine-derived C5-substituted rhodanine (6a-q, 7a-j) and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone (9a-e, 11a-e) have been designed, synthesized, characterized, and evaluated for their antibacterial activity. Some of these compounds showed significant antibacterial activity against Gram-positive bacterias, especially against the strains of multidrug-resistant clinical isolates, among which compounds 6c-e, 6g, 6i, 6j and 6q exhibiting high levels of antimicrobial activity against Staphylococcus aureus RN4220 with minimum inhibitory concentration (MIC) values of 2 μg/mL. Compound 6q showed the most potent activity of all of the compounds against all of the test multidrug-resistant clinical isolates tested. Unfortunately, however, none of the compounds were active against Gram-negative bacteria at 64 μg/mL.
authors.affiliation: Institute of Pharmaceutical Chemistry and Pharmacology, Inner Mongolia University for Nationalities, Tongliao, Inner Mongolia Autonomous Region, 028002, PR China.
authors.forename: Xin
authors.initials: X
authors.lastname: Jin
authors.forename: Chang-Ji
authors.initials: CJ
authors.lastname: Zheng
authors.forename: Ming-Xia
authors.initials: MX
authors.lastname: Song
authors.forename: Yan
authors.initials: Y
authors.lastname: Wu
authors.forename: Liang-Peng
authors.initials: LP
authors.lastname: Sun
authors.forename: Yin-Jing
authors.initials: YJ
authors.lastname: Li
authors.forename: Li-Jun
authors.initials: LJ
authors.lastname: Yu
authors.forename: Hu-Ri
authors.initials: HR
authors.lastname: Piao
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002599:Chalcone / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010649:Phenylalanine / Q000737:chemistry; D012236:Rhodanine / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D053778:Thiazolidines / Q000737:chemistry*; D013858:Thiobarbiturates / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D053778:Thiazolidines; D013858:Thiobarbiturates; D010649:Phenylalanine; D002599:Chalcone; D012236:Rhodanine; C029684:thiobarbituric acid