Synthetic Communications ( IF 2.1 ) Pub Date : 2021-08-26 , DOI: 10.1080/00397911.2021.1970776 Mohamed M. Kaddah 1 , Alaa R. I. Morsy 2 , Abdelgawad A. Fahmi 3 , Mustafa M. Kamel 4 , Mounir M. Elsafty 2 , Sameh A. Rizk 1 , Sayed K. Ramadan 1
Abstract
A 2-cyano-N'-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)ethanohydrazide (3) was synthesized in 87% yield via condensation of 3-formyl-2-oxoquinoline (1) with 2-cyanoethanohydrazide (2). The titled compound was then treated with some electrophilic reagents to construct some novel quinoline-based heterocyclic systems, for example, pyrazole, thiazoline, pyridine, pyrimidine, chromene, and thiophene derivatives. The behavior of the titled compound toward hydrazine and phenylhydrazine was examined. Seven substances were screened for their in vitro antiviral activity against infectious bursal disease virus (IBDV) in specific pathogen-free (SPF) chicken embryos and evaluation of immune-boosting properties of these substances in SPF chicks. The antiviral results disclosed that compounds 5a and 17 exhibited the most potency as compared to the reference drug, ribavirin. Therefore, they are considered as promising antiviral additives in vaccine production of IBVD vaccine to increase the immune stimulant.
中文翻译:
衍生自 2-氰基-N'-((2-oxo-1,2-dihydroquinolin-3-yl)methylene) acetohydrazide 的多种杂环系统对 IBD 病毒的合成和生物活性
摘要
A 2氰基Ñ “ - ((2-氧代-1,2-二氢喹啉-3-基)亚甲基)ethanohydrazide(3)中通过的缩合产率87%合成3-甲酰基-2-氧代喹啉(1)与2-氰基乙醇酰肼 ( 2 )。然后用一些亲电子试剂处理标题化合物以构建一些新的基于喹啉的杂环系统,例如吡唑、噻唑啉、吡啶、嘧啶、色烯和噻吩衍生物。检查了标题化合物对肼和苯肼的行为。七种物质的体外筛选对无特定病原体 (SPF) 鸡胚胎中传染性法氏囊病病毒 (IBDV) 的抗病毒活性以及评估这些物质在 SPF 小鸡中的免疫增强特性。抗病毒结果表明,与参考药物利巴韦林相比,化合物5a和17表现出最强的效力。因此,它们被认为是IBVD疫苗疫苗生产中很有前景的抗病毒添加剂,以增加免疫刺激剂。