Abstract An aromatic α, β-unsaturated Ketone (2E,5E)-2,5 bis(4-isopropyl benzylidene) cyclopentanone (A) have been achieved by a Claisen-Schmidt reaction. A new hydrazone derivative 1-(2,5-bis((E)-4-isopropyl benzylidene) cyclopentylidene)-2-(2,4-dinitrophenyl) hydrazine (B) was synthesized by reacting under reflux chalcone (A) with 2,4-dinitrophenylhydrazine and evaluated for its biological activities. The structure of the title compound (B) was studied using different spectroscopic techniques such as 1H and 13C NMR, FT-IR, UV–visible and confirmed by low-temperature single-crystal X-ray diffraction analysis. Complementary computation studies using DFT and TD-DFT at B3LYP reproduced well the experimental geometrical parameters and the spectroscopic properties. The obtained biological results revealed that the synthesized compound displayed higher antioxidant activity (IC50 = 6.95 ± 0.03 μM) in comparison to BHA and BHT standards by superoxide anion radical assay, and an interesting anti-tyrosinase activity (IC50 = 15.84 ± 1.10 μM), approximately 2-fold more than that of Kojic acid which was used as a reference.

中文翻译：

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新型腙衍生物的合成、光谱表征、晶体结构、DFT 研究和生物活性：1-(2,5-bis((E)-4-isopropylbenzlidene)cyclopentylidene)-2-(2,4-dinitrophenyl) hydrazine

摘要 通过 Claisen-Schmidt 反应制备了芳香族 α, β-不饱和酮 (2E,5E)-2,5 双(4-异丙基亚苄基) 环戊酮 (A)。通过回流查耳酮 (A) 与 2 反应合成了一种新的腙衍生物 1-(2,5-双((E)-4-异丙基亚苄基)环戊基)-2-(2,4-二硝基苯基)肼 (B) ,4-二硝基苯肼并评价其生物活性。使用不同的光谱技术，如 1H 和 13C NMR、FT-IR、UV-visible 研究了标题化合物 (B) 的结构，并通过低温单晶 X 射线衍射分析确认。在 B3LYP 使用 DFT 和 TD-DFT 的补充计算研究很好地再现了实验几何参数和光谱特性。