The present project deals with the investigation of structure-activity relationship of several quinolinone-chalcone and quinolinone-pyrazoline hybrids, in an effort to discover promising antioxidant and anti-inflammatory agents. In order to accomplish this goal, four bioactive hybrid quinolinone-chalcone compounds (8a-8d) were synthesized via an aldol condensation reaction, which were then chemically modified, forming fifteen new pyrazoline analogues (9a-9o). All the synthesized analogues were in vitro evaluated in terms of their antioxidant and soybean lipoxygenase (LOX) inhibitory activity. Among all the pyrazoline derivatives, compounds 9b and 9m were found to possess the best combined activity, whereas 9b analogue exhibited the most potent LOX inhibitory activity, with IC50 value 10 μM. The in silico docking results revealed that the synthetic pyrazoline analogue 9b showed high AutoDock Vina score (- 10.3 kcal/mol), while all the tested derivatives presented allosteric interactions with the enzyme.

中文翻译：

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新型喹啉酮-吡唑啉杂化物：抗氧化剂和脂氧合酶抑制活性的合成和评估。


本项目致力于研究几种喹啉酮-查尔酮和喹啉酮-吡唑啉杂化物的构效关系，以期发现有前景的抗氧化剂和抗炎剂。为了实现这一目标，通过羟醛缩合反应合成了四种生物活性杂化喹啉酮-查尔酮化合物（8a-8d），然后进行化学修饰，形成十五种新的吡唑啉类似物（9a-9o）。所有合成的类似物均在体外评估其抗氧化和大豆脂氧合酶（LOX）抑制活性。在所有吡唑啉衍生物中，化合物9b和9m被发现具有最佳的综合活性，而9b类似物表现出最强的LOX抑制活性，IC50值为10 μM。计算机对接结果显示，合成的吡唑啉类似物 9b 显示出较高的 AutoDock Vina 评分（- 10.3 kcal/mol），而所有测试的衍生物均表现出与酶的变构相互作用。