Rapid synthesis of novel 1,8-dioxoacridine carboxylic acid derivatives by microwave irradiation and their free radical scavenging activity

被引:0
作者
Ramazan Ulus
İbrahim Yeşildağ
Mahfuz Elmastaş
Muharrem Kaya
机构
[1] Dumlupınar University,Chemistry Department, Faculty of Arts and Science
[2] Gaziosmanpasa University,Chemistry Department, Faculty of Arts and Science
[3] Dumlupınar University,Biochemistry Department, Faculty of Arts and Science
来源
Medicinal Chemistry Research | 2015年 / 24卷
关键词
Antioxidant; Acridine; Carboxylic acid; Microwave;
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中图分类号
学科分类号
摘要
Synthesis of novel acridine carboxylic acid compounds 4–18 was performed with the reaction of 4-aminobenzoic acid 1, aromatic aldehyde 2a–n, 1,3-diketone 3a, 3b using microwave irradiation. These compounds were synthesized efficiently in one-pot procedure for 6 min without catalyst in high yields of 65–90 % using little ethanol. Radical scavenging activities of synthesized compounds 4–18 were determined by means of in vitro test using 2,2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid radicals (ABTS·+). The activities of tested compounds were compared to the positive control such as butylated hydroxyanisole, butylated hydroxytoluene, and trolox. The results showed that the synthesized compounds 4, 6, 14, and 15 had effective free radical scavenging activity.
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页码:3752 / 3759
页数:7
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共 77 条
[1]  
Arnao MB(2001)The hydrophilic and lipophilic contribution to total antioxidant activity Food Chem 73 239-244
[2]  
Cano A(2015)Synthesis and anticancer activity evaluation of some acridine derivatives Med Chem Res 24 1942-1951
[3]  
Acosta M(2014)9-Alkylacridine synthesis using 2,2-dimethoxypropane as water scavenger Heterocycles 89 1877-1884
[4]  
Arya S(2003)Cobalt(II)-catalyzed oxidation of alcohols into carboxylic acids and ketones with hydrogen peroxide Tetrahedron Lett 44 6033-6035
[5]  
Kumar A(1998)New 1,4-dihydropyrinides conjugated to furoxanyl moieties, endowed with both nitric oxide-like and calcium channel antagonist vasodilator activities J Med Chem 41 5393-5401
[6]  
Kumar N(2011)Isoeugenol-based novel potent antioxidants: synthesis and reactivity Euro J Med Chem 46 4618-4624
[7]  
Roy P(2005)Radical medicine: treating ageing to cure disease Nat Rev Mol Cell Biol 6 971-976
[8]  
Sondhi SM(1982)Review of amsacrine, an investigationalantineoplastic agent Clin Pharm 1 320-326
[9]  
Bratulescu G(1979)9-[3-(Dimethyloxyamino)propylimino]-1-nitro-9,10-dihydroacridine Monohydrate Acta Crystall B35 474-476
[10]  
Das S(2014)Synthesis and in vitro biological evaluation of aminoacridines and artemisinin–acridine hybrids Eur J Pharm Sci 56 16-27