Cefradine Schiff Bases and their Metal Salts as Potential Anti-Infective Agents

Mohsin Ali, Obaid-ur-Rahman Abid, Wajid Rehman, Muhammad Shahid, Shumaila, Hifza Khan
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Abstract

A series of schiff bases(3-8) were synthesized by the reaction of cefradine with six different aldehydes/ketones. These Schiff bases (3-8) were treated with different bases/salts (NaOH, KOH, Ca(OH)2, Ba(OH)2, Ag(NO)3) to get their metal salts. The structures of the products were as-certained by spectroscopic data. The synthesized compounds were tested for biological activities against Staphylococcus aureus (gram-positive bacterium) and Escherichia coli (gram-negative bacterium). In general, low activities in most of the synthesized compounds were observed. A general reduction in the activities of most of the synthesized compounds in com-parison to cefradine can be linked to the unavailability of the free amino group of cefradine by its involvement in the synthesis of imine derivatives. All the synthesized compounds were evaluated for anti-bacterial activity against two bacterial strains S.aureus and E.coli. Compound 23 shows the best activity against both the strains S. aureus and E.coli. Compounds 18, 5, 11 and 27 show good activity against S. aureus while compounds 5, 26, 27, 3, 13, 18, 19 show good activity against E. coli. Reduced activities of most of the synthesized derivatives in comparison to cefradine can be linked to unavailability of free NH2 group of cefradine for any interaction by its involvement in derivatization.
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作为潜在抗感染药物的头孢拉定席夫碱及其金属盐
通过头孢拉定与六种不同的醛/酮反应,合成了一系列席夫碱(3-8)。这些席夫碱(3-8)经不同的碱/盐(NaOH、KOH、Ca(OH)2、Ba(OH)2、Ag(NO)3)处理,得到它们的金属盐。通过光谱数据确定了产物的结构。测试了合成化合物对金黄色葡萄球菌(革兰氏阳性菌)和大肠杆菌(革兰氏阴性菌)的生物活性。与头孢拉定相比,大多数合成化合物的活性普遍降低,这可能与头孢拉定的游离氨基参与亚胺衍生物的合成而无法获得有关。化合物 23 对金黄色葡萄球菌和大肠杆菌的抗菌活性最好。化合物 18、5、11 和 27 对金黄色葡萄球菌具有良好的活性,而化合物 5、26、27、3、13、18 和 19 则对大肠杆菌具有良好的活性。与头孢拉定相比,大多数合成衍生物的活性都有所降低,这可能与头孢拉定的游离 NH2 基团在衍生化过程中无法发挥作用有关。
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来源期刊
Anti-Infective Agents
Anti-Infective Agents Pharmacology, Toxicology and Pharmaceutics-Pharmacology
CiteScore
1.50
自引率
0.00%
发文量
47
期刊介绍: Anti-Infective Agents publishes original research articles, full-length/mini reviews, drug clinical trial studies and guest edited issues on all the latest and outstanding developments on the medicinal chemistry, biology, pharmacology and use of anti-infective and anti-parasitic agents. The scope of the journal covers all pre-clinical and clinical research on antimicrobials, antibacterials, antiviral, antifungal, and antiparasitic agents. Anti-Infective Agents is an essential journal for all infectious disease researchers in industry, academia and the health services.
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