{"title":"Efficient Synthesis and Biological Activities of New Pyridine and Pyrimidine Thioglycosides as Potential Antimicrobial and Anti-inflammatory Agents","authors":"R. Zaki, A. K. Kamal El‐dean, Ahmed Talat","doi":"10.21608/esugj.2020.209519","DOIUrl":null,"url":null,"abstract":"Glycosylation of small molecules based heterocycles can improve the biological importance of the parent scaffold. In the current study, various new substituted pyridine and substituted pyrimidine thioglycosides were synthesized via the reaction of substituted pyridine and pyrimidine thiols with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide in presence of sodium acetate and ethanol .The chemical structures of the synthesized compounds were confirmed by elemental and spectral techniques including FT-IR, 1 H NMR In addition to 13 C NMR and mass spectroscopy for some of them. Alternatively, some of the synthesized compounds revealed significant antibacterial and antifungal activates. Also, most of these compounds exhibited highly promising anti-inflammatory activities compared with indomethacin.","PeriodicalId":11564,"journal":{"name":"Egyptian Sugar Journal","volume":"51 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2020-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Egyptian Sugar Journal","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.21608/esugj.2020.209519","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 1
Abstract
Glycosylation of small molecules based heterocycles can improve the biological importance of the parent scaffold. In the current study, various new substituted pyridine and substituted pyrimidine thioglycosides were synthesized via the reaction of substituted pyridine and pyrimidine thiols with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide in presence of sodium acetate and ethanol .The chemical structures of the synthesized compounds were confirmed by elemental and spectral techniques including FT-IR, 1 H NMR In addition to 13 C NMR and mass spectroscopy for some of them. Alternatively, some of the synthesized compounds revealed significant antibacterial and antifungal activates. Also, most of these compounds exhibited highly promising anti-inflammatory activities compared with indomethacin.
小分子杂环的糖基化可以提高亲本支架的生物学重要性。本文以取代吡啶和取代嘧啶硫醇为原料,在乙酸钠和乙醇的存在下,与2,3,4,6-四- o -乙酰基-α- d -葡萄糖吡喃酰溴反应合成了多种新型取代吡啶和取代嘧啶硫苷类化合物,并通过元素和光谱技术(包括FT-IR、1h NMR和部分13c NMR及质谱)对合成化合物的化学结构进行了确证。另外,一些合成的化合物显示出显著的抗菌和抗真菌活性。此外,与吲哚美辛相比,大多数化合物显示出极有希望的抗炎活性。