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新型尿嘧啶衍生物及其糖腙的合成及其具有较强的抗菌、抗氧化和抗癌活性。

Synthesis of new uracil derivatives and their sugar hydrazones with potent antimicrobial, antioxidant and anticancer activities.

机构信息

Faculty of Specific Education, Ain Shams University, Abassia, Cairo, Egypt.

Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2020;39(7):991-1010. doi: 10.1080/15257770.2020.1736300. Epub 2020 Mar 4.

Abstract

6-(4-Chloro-3-nitrophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile () was prepared and was reacted with ethyl chloroacetate, hydrazine hydrate, 4-chloroaniline, formaldehyde, acetic anhydride, formic acid, carbon disulfide, 4-cyanobenzaldehyde, triethyl orthoformate, D-sugars, 4-aminoacetophenone, benzoyl choride and cyclohexanone to afford a series of new uracil derivatives (-). Examination of some of the prepared compounds for their antimicrobial, antioxidant and anticancer activities was conducted. Among the tested samples, compound was the most active substance against the gram-positive bacteria and was more potent than the reference drug Cefoperazone. Moreover, the antibacterial activity of was higher against gram-negative bacteria. Compounds and reached a higher scavenging ability toward DPPH radicals and are better candidates for antioxidant activity. Also, compounds and had no significant anticancer activity toward liver cancer (Hep G2) and breast cancer (MCF-7) cell lines.

摘要

6-(4-氯-3-硝基苯基)-4-氧代-2-硫代-1,2,3,4-四氢嘧啶-5-甲腈 () 被制备,并与氯乙酸乙酯、水合肼、4-氯苯胺、甲醛、乙酸酐、甲酸、二硫化碳、4-氰基苯甲醛、原甲酸三乙酯、D-糖、4-氨基苯乙酮、苯甲酰氯和环己酮反应,得到一系列新的尿嘧啶衍生物 (-)。对一些新合成的化合物进行了抗菌、抗氧化和抗癌活性的研究。在所测试的样品中,化合物 对革兰氏阳性菌的活性最强,比参考药物头孢哌酮更有效。此外,化合物 对革兰氏阴性菌的抗菌活性更高。化合物 和 对 DPPH 自由基的清除能力更强,是更好的抗氧化活性候选物。同时,化合物 和 对肝癌 (Hep G2) 和乳腺癌 (MCF-7) 细胞系没有显著的抗癌活性。

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