Synthesis, chemical characterization, and biological investigation of naturally isolated hesperidin and its metal complexes

IF 1.3 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Bulletin of the Chemical Society of Ethiopia Pub Date : 2024-01-23 DOI:10.4314/bcse.v38i2.8

Ahmed A.M. Abdelgawad, Taha A.I. El Bassossy, Fatma A. Ahmed

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Abstract

This study was conducted to investigate the ability of hesperidin (HES) to form metal-complexes (HES-M) by chelation with transition metals such iron(III), copper(II), zinc(II), and silver(I), in addition to screen the antioxidant activity (DPPH free radical scavenging and phosphomolybdenum reduction potential methods PRP), anti-Alzheimer activity [(acetylcholinesterase (AChE)] inhibition assay) and coagulant activity (prothrombin time PT assay). The results indicated that HES could form a 1:1 complex with the studied metals in methanolic solution. The complex has been synthesized and characterized by physicochemical methods. Complexing of hesperidin with metals leads to increase in the antioxidant activity by 15.4-33%. Also, the total antioxidant capacities of HES-M complexes were increased by 13.8-251%. Cu-complex revealed the most increasing antioxidant activity by 33% for DPPH scavenging activity and 251% for PRP activity. The inhibition capacity of the HES, as well as of the HES-M complexes on the enzyme AChE, was revealed that only HES-Zn complex has higher anti-Alzheimer activity (IC50 1.18 mg/mL). HES and HES-M complexes led to accelerate the clotting time by 28.9-67.3%, where HES-Zn complex was the most accelerating clotting time by 67.3%. The high increase in total antioxidant activity of hesperidin after chelating with copper (251%) opens the door for further research. KEY WORDS: Hesperidin, Metal ions, Complexation, Antioxidant, Anti-Alzheimer, Coagulant activity Bull. Chem. Soc. Ethiop. 2024, 38(2), 385-395. DOI: https://dx.doi.org/10.4314/bcse.v38i2.8

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天然分离的橙皮甙及其金属配合物的合成、化学特征和生物学研究

本研究旨在探讨橙皮甙（HES）通过与过渡金属（如铁（III）、铜（II）、锌（II）和银（I））螯合形成金属络合物（HES-M）的能力、此外，还筛选了抗氧化活性（DPPH 自由基清除和磷钼还原电位法 PRP）、抗老年痴呆活性（乙酰胆碱酯酶（AChE）抑制试验）和凝血活性（凝血酶原时间 PT 试验）。结果表明，在甲醇溶液中，HES 能与所研究的金属形成 1:1 的络合物。该络合物已被合成，并通过物理化学方法进行了表征。橙皮甙与金属络合后，其抗氧化活性提高了 15.4-33%。此外，HES-M 复合物的总抗氧化能力提高了 13.8-251%。铜复合物的抗氧化活性提高最多，DPPH 清除活性提高了 33%，PRP 活性提高了 251%。HES 和 HES-M 复合物对 AChE 酶的抑制能力表明，只有 HES-Zn 复合物具有更高的抗老年痴呆活性（IC50 1.18 mg/mL）。HES 和 HES-M 复合物可使凝血时间加快 28.9%-67.3% ，其中 HES-Zn 复合物可使凝血时间加快 67.3%。铜螯合后橙皮甙的总抗氧化活性提高了251%，这为进一步研究打开了大门。关键词：橙皮甙金属离子络合抗氧化抗老年痴呆凝血活性 Bull.Chem.Soc. Ethiop.2024, 38(2), 385-395. DOI: https://dx.doi.org/10.4314/bcse.v38i2.8

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来源期刊

Bulletin of the Chemical Society of Ethiopia 化学-化学综合

CiteScore

2.20

自引率

8.30%

发文量

113

审稿时长

6-12 weeks

期刊介绍： The Bulletin of the Chemical Society of Ethiopia (BCSE) is a triannual publication of the Chemical Society of Ethiopia. The BCSE is an open access and peer reviewed journal. The BCSE invites contributions in any field of basic and applied chemistry.