- Synthesis, Antimicrobial Activities, and Molecular Docking Studies of Dihydrotriazine Derivatives Bearing a Quinoline Moiety
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In this article, three series of dihydrotriazine derivatives bearing a quinoline moiety (5a, 5b, 8a–8c, and 9a–9m) have been designed, synthesized, and evaluated as antibacterial agents. Compounds 8a–8c were found to be the most potent of all of the compounds tested with an MIC value of 1 μg/mL against several Gram-positive (S. aureus 4220 and MRSA CCARM 3506) and Gram-negative (E. coli 1924) strains of bacteria. In addition, 3-[4-amino-6-(phenethylamino)-2,5-dihydro-1,3,5-triazin-2-yl)-6-[(3-chlorobenzyl)oxy]quinolin-2-ol (8a) showed potent inhibitory activity (MIC=2 μg/mL) against Pseudomonas aeruginosa 2742, indicating that its antibacterial spectrum is similar to those of the positive controls gatifloxacin and moxifloxacin. Structure-activity relationships (SAR) analyses and docking studies implicated the dihydrotriazine group in increasing the antimicrobial potency of the quinoline compounds. In vitro enzyme study implied that compound 8a also displayed DHFR inhibition.
- Bai, Xueqian,Chen, Ying,Liu, Zhe,Zhang, Linhao,Zhang, Tianyi,Feng, Bo
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- Synthesis and evaluation of the anti-inflammatory activity of quinoline derivatives
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Three types of quinoline derivatives, quinolin-2-one, 1-oxa-3,5-diaza-anthracen-6-one, and cyclopenta[a]anthracene, were designed and synthesized as potential anti-inflammatory agents. Their anti-inflammatory activities were evaluated using the xylene-ind
- Wen, Xiang,Wang, Shi-Ben,Liu, Da-Chuan,Gong, Guo-Hua,Quan, Zhe-Shan
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p. 2591 - 2603
(2015/02/05)
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- Synthesis and biological evaluation of rhodanine derivatives bearing a quinoline moiety as potent antimicrobial agents
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Three series of rhodanine derivatives bearing a quinoline moiety (6a-h, 7a-g, and 8a-e) have been synthesized, characterized, and evaluated as antibacterial agents. The majority of these compounds showed potent antibacterial activities against several different strains of Gram-positive bacteria, including multidrug-resistant clinical isolates. Of the compounds tested, 6g and 8c were identified as the most effective with minimum inhibitory concentration (MIC) values of 1 μg/mL against multidrug-resistant Gram-positive organisms, including methicillin-resistant and quinolone-resistant Staphylococcus aureus (MRSA and QRSA, respectively). None of the compounds exhibited any activity against the Gram-negative bacteria Escherichia coli 1356 at 64 μg/mL. The cytotoxic activity assay showed that compounds 6g, 7g and 8e exhibited in vitro antibacterial activity at non-cytotoxic concentrations. Thus, these studies suggest that rhodanine derivatives bearing a quinoline moiety are interesting scaffolds for the development of novel Gram-positive antibacterial agents.
- Guo, Meng,Zheng, Chang-Ji,Song, Ming-Xia,Wu, Yan,Sun, Liang-Peng,Li, Yin-Jing,Liu, Yi,Piao, Hu-Ri
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p. 4358 - 4361
(2013/07/26)
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- Synthesis and anticonvulsant activity of 1-formamide-triazolo[4,3-a] quinoline derivatives
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Using 6-hydroxy-3,4-dihydro-2(1H)-quinolone as the starting material, a series of 1-formamide-triazolo[4, 3-a]quinoline derivatives (6a-6n) was synthesized, the anticonvulsant effect and neurotoxicity of the compounds was calculated with maximal electrosh
- Wei, Cheng-Xi,Deng, Xian-Qing,Chai, Kyu-Yun,Sun, Zhi-Gang,Quan, Zhe-Shan
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experimental part
p. 655 - 662
(2011/12/01)
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- Design, synthesis of 8-alkoxy-5,6-dihydro-[1,2,4]triazino[4,3-a]quinolin-1-ones with anticonvulsant activity
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A new series of 8-alkoxy-5,6-dihydro-[1,2,4]triazino[4,3-a]quinolin-1-one derivatives were synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test, and their neurotoxicities were evaluated by the rotarod neurotox
- Sun, Xian-Yu,Zhang, Lei,Wei, Cheng-Xi,Piao, Hu-Ri,Quan, Zhe-Shan
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experimental part
p. 1265 - 1270
(2009/10/02)
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- Synthesis and anti-inflammatory activity evaluation of novel 7-alkoxy-1-amino-4,5-dihydro[1,2,4]triazole[4,3-a]quinolines
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In this study, a novel series of 7-alkoxy-1-amino-4,5-dihydro[1,2,4] triazole[4,3-a]quinolines were synthesized by using 6-hydroxy-3,4-dihydro-2(1H)- quinolone as the starting material. These compounds were evaluated for anti-inflammatory activity through
- Sun, Xian-Yu,Wei, Cheng-Xi,Chai, Kyu-Yun,Piao, Hu-Ri,Quan, Zhe-Shan
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experimental part
p. 288 - 293
(2009/04/04)
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- Anticonvulsant and toxicity evaluation of some 7-alkoxy-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1(2H)-ones
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To further investigate anticonvulsant activity of quinoline derivatives, a series of 7-alkoxy-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-1(2H)-one derivatives was synthesized starting from 7-hydroxyl-3,4-dihydro-2(1H)-quinoline. In initial (phase I) scre
- Jin, Hong-Guang,Sun, Xian-Yu,Chai, Kyu-Yun,Piao, Hu-Ri,Quan, Zhe-Shan
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p. 6868 - 6873
(2007/10/03)
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