Water-Mediated Synthesis, Antibacterial and Antioxidant Evaluation of New Fused Pyrimido-pyrimidine and Pyrimido-purines Derived From Nucleobases

IF 1.1 Q3 CHEMISTRY, MULTIDISCIPLINARY Current Green Chemistry Pub Date : 2023-07-20 DOI:10.2174/2213346110666230720152024
M. Dehamchia, Ichrak Bouguessa, Mohamed Aber, Nawal Khier, S. Bayou, Zine Régaïnia
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Abstract

A simple and eco-friendly synthesis of novel substituted pyrimido[1,6-a]pyrimidine, pyrimido[1,2-g]purine, and pyrimido[2,1-e]purine was accomplished by refluxing of nucleobases (cytosine, adenine or guanine) and dibenzalacetone (DBA) in water using NaOH as a catalyst. The molecular structures of the resulting products were characterized by infrared spectroscopy (FT-IR), mass spectrometry, and proton (1H) and carbon (13C) nuclear magnetic resonance (NMR). The antibacterial activity of the newly fused heterocycles was assayed against the Gram-positive bacterium Staphylococcus aureus (ATCC 6538) and Gram-negative Escherichia coli (ATCC 8737) using gentamicin as a standard commercially available antibiotic. In addition, the antioxidant capacity was screened using the 2,2-diphenyl-2-picrylhydrazyl hydrate (DPPH•) and the 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS+•) radicals scavenging assay.
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新型融合嘧啶-嘧啶和核碱基衍生嘧啶-嘌呤的水介导合成、抗菌和抗氧化评价
以NaOH为催化剂,通过核碱(胞嘧啶、腺嘌呤或鸟嘌呤)和二苄基半乳糖酮(DBA)在水中回流,简单而环保地合成了新型取代的嘧啶并[1,6-A]嘧啶、嘧啶并[1,2-g]嘌呤和嘧啶并[2,1-e]嘌呤。所得产物的分子结构通过红外光谱(FT-IR)、质谱、红外光谱等进行表征,以及质子(1H)和碳(13C)核磁共振(NMR)。使用庆大霉素作为标准市售抗生素来测定新融合的杂环对革兰氏阳性细菌金黄色葡萄球菌(ATCC 6538)和革兰氏阴性大肠杆菌(ATCC 8737)的抗菌活性。此外,使用2,2-二苯基-2-苦基肼水合物(DPPH•)和2,2-锌双(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS+•)自由基清除测定法筛选抗氧化能力。
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来源期刊
Current Green Chemistry
Current Green Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.30
自引率
13.60%
发文量
6
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