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新型三嗪磺酰胺硫代糖苷的首次合成及其对人冠状病毒的抗肿瘤和抗病毒活性评估。

Novel synthesis of the first new class of triazine sulfonamide thioglycosides and the evaluation of their anti-tumor and anti-viral activities against human coronavirus.

作者信息

Mohamed-Ezzat Reham A, Elgemeie Galal H

机构信息

Chemistry of Natural & Microbial Products Department, Pharmaceutical and Drug Industries Research Institute, National Research Center, Cairo, Egypt.

Department of Chemistry, Faculty of Science, Helwan University, Cairo, Egypt.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2024;43(12):1511-1528. doi: 10.1080/15257770.2024.2341406. Epub 2024 May 16.

DOI:10.1080/15257770.2024.2341406
PMID:38753464
Abstract

Novel class of triazine sulfonamide thioglycosides was designed and synthesized. Those novel structures comprising three essential and pharmacological significant moieties such as the triazine, sulfonamide, and thioglycosidic scaffolds. The triazine sulfonamides were furnished a direct approach starting from potassium cyanocarbonimidodithioate, then the corresponding triazine sulfonamide thioglycosides were generated using the peracylated -d-- and galacto-pyranosyl bromides. Anti-viral evaluation of compounds against HCoV-229E virus revealed that some compounds possess promising activity. Compounds , , , and indicate from moderate to low antiviral activity against low pathogenic coronavirus 229E in comparison with remdesivir at a concentration of 100 µg/mL. Additionally their anti-proliferative effects against NCI 60 cancer cell lines cell lines were also investigated. Compound , the most potent compound among the estimated compounds, revealed remarkably lowest cell growth promotion against CNS cancer SNB-75, and renal cancer UO-31.

摘要

设计并合成了新型三嗪磺酰胺硫代糖苷类化合物。这些新型结构包含三个重要且具有药理学意义的部分,即三嗪、磺酰胺和硫代糖苷支架。三嗪磺酰胺可从氰基碳亚氨基二硫代酸钾出发直接合成,然后使用全酰化的 -d-- 和吡喃半乳糖基溴生成相应的三嗪磺酰胺硫代糖苷。对化合物进行抗HCoV - 229E病毒评估发现,一些化合物具有良好的活性。与浓度为100 µg/mL的瑞德西韦相比,化合物 、 、 、 和 对低致病性冠状病毒229E显示出从中等至低的抗病毒活性。此外,还研究了它们对NCI 60癌细胞系的抗增殖作用。化合物 是所评估化合物中最有效的,对中枢神经系统癌症SNB - 75和肾癌UO - 31显示出显著最低的细胞生长促进作用。

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