Synthesis and Antioxidant Properties of Two New Derivatives of Indeno-Benzofuran

Journal of Chemical Health Risks

مقاله 8، دوره 10، شماره 1، اردیبهشت 2020، صفحه 75-80   

نوع مقاله: Original Article

شناسه دیجیتال (DOI): 10.22034/jchr.2020.671485

نویسندگان

shiva khalil_moghaddam^{* 1}؛ Ashraf Sadat Shahvelayati²؛ Atousa Aliahmadi³

¹Assistant Professor of Biochemistry, Young Researchers and Elite Club, Yadegar - e- Imam Khomeini (RAH) shahr-e-Rey Branch, Islamic Azad University, Tehran, Iran

²Associate Professor of Organic Chemistry, Young Researchers and Elite Club, Yadegar - e- Imam Khomeini (RAH) shahr-e-Rey Branch, Islamic Azad University, Tehran, Iran

³Assistant Professor of Microbiology, Medicinal Plants and Drug Research Institute, Shahid Beheshti University, Tehran, Iran

چکیده

Ninhydrin reacts with poly-phenols in different ratios to produce tetracyclic adducts. Here, pyrogallol was used as a polyphenol compound. In the company of acidic ionic liquid (AIL), there was a selective reaction between the ortho-site of polyphenol and the ninhydrin’s carbonyl group. Mono-adduct (1:1) 3 and bis-adduct (2:1) 4 were prepared as a solvent and a catalyst for the reaction of ninhydrin with pyrogallol in 1-(carboxymethyl)-3-methyl-1H-imidazolium chloride (mcmimCl). Purity of the products was approved by ¹H NMR, ¹³C NMR, IR and Mass Spectroscopy. Moreover, the antioxidant activity of novel derivatives investigated in this paper by 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical assay and butylated hydroxytoluene (BHT) was considered to be standard. The results indicated that mono-adduct showed the strongest antioxidant activity (IC50 = 5.289µg/ml). 

کلیدواژه‌ها

Ninhydrin؛ Pyrogallol؛ Mono-adduct؛ Bis-adduct؛ Acetic Ionic Liquid؛ Antioxidant

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