Efficient synthesis of 'redox-switched' naphthoquinone thiol-crown ethers and their biological activity evaluation.
Series of naphthoquinone thiol-crown ethers had been prepared. The antibacterial, antifungal, and cytotoxic activities of these synthetic naphthoquinone thiol-crown ethers were investigated. All of the compounds tested displayed antibacterial, cytotoxic and antifungal activities. The bis-naphthoquinone thiol-crown ether 7a was the most potent inhibitor among tested analogues against Staphylococcus aureus methicillin resistance with MIC value of 2.68 microM.
Huang
Sheng Tung
ST
Department of Biochemistry, Taipei Medical University, Taipei, Taiwan.
Kuo
Hsien Shou
HS
Hsiao
Chiao Long
CL
Lin
Yuh Ling
YL
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D001419:Bacteria / Q000187:drug effects; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007928:Lethal Dose 50; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship; D018675:Toxicity Tests; D014407:Tumor Cells, Cultured
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D004988:Ethers, Cyclic; D009285:Naphthoquinones