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

IF 17.7 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2024-01-23 DOI:10.4314/bcse.v38i2.8

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

{"title":"Synthesis, chemical characterization, and biological investigation of naturally isolated hesperidin and its metal complexes","authors":"Ahmed A.M. Abdelgawad, Taha A.I. El Bassossy, Fatma A. Ahmed","doi":"10.4314/bcse.v38i2.8","DOIUrl":null,"url":null,"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. \nKEY WORDS: Hesperidin, Metal ions, Complexation, Antioxidant, Anti-Alzheimer, Coagulant activity \nBull. Chem. Soc. Ethiop. 2024, 38(2), 385-395. \nDOI: https://dx.doi.org/10.4314/bcse.v38i2.8","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":"31 2","pages":""},"PeriodicalIF":17.7000,"publicationDate":"2024-01-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.4314/bcse.v38i2.8","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

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

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

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

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.

期刊最新文献

Corrigendum to "Do All Isolated Traumatic Subarachnoid Hemorrhages Need to Be Transferred to a Level 1 Trauma Center?" Issue Editorial Masthead Issue Publication Information Photon Avalanching Nanoparticles Conjugated Oligoelectrolytes as Optical Probes