新型哒嗪衍生物：合成与抗菌活性评估。

Novel pyridazine derivatives: Synthesis and antimicrobial activity evaluation.

作者信息

Kandile N G, Mohamed M I, Zaky H, Mohamed H M

机构信息

Chemistry Department, Faculty of Women, Ain Shams University, Heliopolis Cairo 11757, Egypt.

出版信息

Eur J Med Chem. 2009 May;44(5):1989-96. doi: 10.1016/j.ejmech.2008.09.047. Epub 2008 Oct 11.

DOI:10.1016/j.ejmech.2008.09.047

PMID:19013692

Abstract

A general method for the preparation of new hydrazones is reported. The 1-[4-(2-methoxybenzyl)-6-aryl pyridazin-3(2H)-ylidene] hydrazines or their tautomeric structures (1(a-d)) were condensed with different aldehydes, dialdehydes, ketones, alpha-dicarbonyl compounds and simple carbohydrates to afford the hydrazones and dihydrazones (2(a-d)), (3(a-d)), (4(a-d)), (5(a-d)), (6(d)), (7(c)), (8(a-d)), (9(a-d)), (10(a-d)), (11(a-d)), (12(a,c,d)), (13(a-d)), (14(a-d)), (15(a-d)), (16(a-d)) and (17(a-d)). The structures of all synthesized compounds were confirmed from microanalytical and spectral data. Some of the products were screened for their antimicrobial activity against Staphylococcus aureus and Streptococcus faecalis, Escherichia coli and Pseudomonas aeruginosa. The hydrazone derivative 15(d) (1-[4-(2-methoxybenzyl)-6-methylphenyl pyridazin-3(2H)-ylidene]-2-(2-carboxydiphenyl methyl) hydrazine) showed the highest biological activity.

摘要

报道了一种制备新型腙的通用方法。1-[4-(2-甲氧基苄基)-6-芳基哒嗪-3(2H)-亚基]肼或其互变异构体结构(1(a - d))与不同的醛、二醛、酮、α-二羰基化合物和单糖缩合，得到腙和二腙(2(a - d))、(3(a - d))、(4(a - d))、(5(a - d))、(6(d))、(7(c))、(8(a - d))、(9(a - d))、(10(a - d))、(11(a - d))、(12(a,c,d))、(13(a - d))、(14(a - d))、(15(a - d))、(16(a - d))和(17(a - d))。所有合成化合物的结构均通过微量分析和光谱数据得到证实。对部分产物针对金黄色葡萄球菌、粪肠球菌、大肠杆菌和铜绿假单胞菌的抗菌活性进行了筛选。腙衍生物15(d)（1-[4-(2-甲氧基苄基)-6-甲基苯基哒嗪-3(2H)-亚基]-2-(2-羧基二苯基甲基)肼）表现出最高的生物活性。