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一锅法串联合成及S-甲基苯基取代吖啶-1,8-二酮的抗炎和抗糖尿病活性的体外评价

One-pot cascade synthesis and in vitro evaluation of anti-inflammatory and antidiabetic activities of S-methylphenyl substituted acridine-1,8-diones.

作者信息

Mallu Lavanya, Thirumalai Dhakshanamurthy, Asharani Indira Viswambaran

机构信息

Department of Chemistry, School of Advanced Sciences, VIT University, Vellore, Tamil Nadu, India.

Department of Chemistry, Thiruvalluvar University, Vellore, Tamil Nadu, India.

出版信息

Chem Biol Drug Des. 2017 Oct;90(4):520-526. doi: 10.1111/cbdd.12973. Epub 2017 Apr 12.

Abstract

Various S-methylphenyl substituted acridine-1,8-dione series (4a-i) were synthesized through a one-pot cascade synthetic approach involving the reaction of 4-(methylthio)benzaldehyde and dimedone with a variety of amines as nitrogen source under reflux in ethanol. All the synthesized derivatives were characterized by using spectroscopic methods. In vitro evaluations of anti-inflammatory and antidiabetic efficacies of all the synthesized compounds were investigated. The anti-inflammatory results infer that the compounds 4c and 4d are showing excellent activity with an inhibition percentage of 80.58 ± 0.42, 81.72 ± 1.72 by membrane stabilization and 77.72 ± 0.76, 78.76 ± 0.81 by albumin denaturation methods, which is comparable with the standard diclofenac at a concentration of 100 μg/ml. Further, the antidiabetic assay revealed the moderate activity for the synthesized compounds at a concentration of 100 μg/ml with respect to their standard drug, acarbose.

摘要

通过一锅串联合成法,以4-(甲硫基)苯甲醛、达米酮与多种胺作为氮源,在乙醇中回流反应,合成了各种S-甲基苯基取代的吖啶-1,8-二酮系列化合物(4a-i)。所有合成的衍生物均采用光谱方法进行表征。对所有合成化合物的抗炎和抗糖尿病功效进行了体外评估。抗炎结果表明,化合物4c和4d表现出优异的活性,通过膜稳定化方法的抑制率分别为80.58±0.42、81.72±1.72,通过白蛋白变性方法的抑制率分别为77.72±0.76、78.76±0.81,与浓度为100μg/ml的标准双氯芬酸相当。此外,抗糖尿病试验表明,合成化合物在浓度为100μg/ml时相对于其标准药物阿卡波糖具有中等活性。

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