E. H. Aish, S. Sobeih, A. H. A. Ahmed, A.-A. Ebead, H. Afifi, A. A.-H. Abdel-Rahman
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引用次数: 0
摘要
3-碳酰肼-5- c -(1,4 -无水-β- d-红-四呋喃基)-2-甲基呋喃与一些单糖进行酸催化缩合反应,生成相应的c -呋喃基糖腙衍生物。后一产物与乙酸酐在室温下乙酰化,产率高,生成相应的o -酰化糖腙。而c -呋喃糖腙衍生物与乙酸酐回流反应后进行环化,产率高。此外,与一些芳香醛缩合得到相应的糖腙。对大肠杆菌、枯草芽孢杆菌、金黄色葡萄球菌、黑曲霉和白色念珠菌的抑菌活性评价表明,糖腙类似物是抑菌活性较高的化合物,其中部分化合物抑菌活性较好。对乳腺癌(MCF7)细胞株的抗肿瘤活性也显示出高度显著的效果。
Synthesis, Antimicrobial, and Anticancer Activity of Novel Sugar Hydrazones and Schiff Bases Linked to C-Furyl Glycosides
3-Carbohydrazide-5-C-(l,4-anhydro-β-D-erythro-tetrofuranosyl)-2-methylfuran underwent acid-catalyzed condensation reaction with some monosaccharides to form the corresponding C-furyl sugar hydrazone derivatives. Acetylation of the latter product with acetic anhydride at room temperature produced corresponding O-acylated sugar hydrazones in excellent yield. While C-furyl sugar hydrazones derivatives reacted under reflux with acetic anhydride undergo cyclization to produce the corresponding oxadiazolines in high yield. Further, 3-сarbohydrazide derivative condensed with some aromatic aldehydes afforded the corresponding sugar hydrazones. Evaluation of antimicrobial activity against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, Aspergillus niger and Candida albicans showed that sugar hydrazones analogues were the highly active compounds and some of them showed the most promising inhibition activity against the microorganisms. The antitumor activity against breast cancer (MCF7) cell line also showed highly significant effect.
期刊介绍:
Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.