当前位置: X-MOL 学术Lett. Org. Chem. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Syntheses and Cytotoxicity Screening of Some Novel 1,2,4-Triazine Derivatives against Liver Carcinoma Cell Lines
Letters in Organic Chemistry ( IF 0.8 ) Pub Date : 2020-12-31 , DOI: 10.2174/1570178617666200224104740
Wesam Abd El-Fattah 1
Affiliation  

In this work, 1,2,4-triazine derivatives were synthesized and evaluated for anticancer activities. Series of 1,2,4-triazine derivatives (4a, b) were prepared via the reaction of N-benzoyl glycine (1) with aromatic aldehydes in the presence of fused sodium acetate and acetic anhydride to give 1,3- oxazolinone derivatives (2a, b), followed by condensation with 1-(ethoxycarbonyl) hydrazine (3) in glacial acetic acid. Compounds (4a, b) then reacted with acetic anhydride, ethyl chloroacetate and 2,4- dinitrophenyl hydrazine yielded the corresponding N-acetyl derivatives (5a, b), N-(ethoxycarbonyl) methyl derivative (6) and 1,2-disubstituted hydrazine (7), respectively. The structures of the 1,2,4- triazine derivatives were confirmed by IR, 1H, 13C NMR, MS, and elemental analyses. Anticancer activity of some 1,2,4-triazine derivatives (4-7) has been investigated. The results revealed that compounds 4a (IC50= 2.7μM), 5a (IC50= 1.5μM), and 5b (IC50= 3.9μM) show promising inhibitory growth efficacy compared to a standard antitumor drug (IC50= 4.6μM). These three compounds can be considered as potential agents against human hepatocellular carcinoma cell lines (HepG-2).



中文翻译:

一些新型的1,2,4-三嗪衍生物对肝癌细胞的合成及细胞毒性筛选

在这项工作中,合成了1,2,4-三嗪衍生物并评估了其抗癌活性。在乙酸钠和乙酸酐熔融的条件下,通过N-苯甲酰基甘氨酸(1)与芳族醛的反应,制得一系列1,2,4-三嗪衍生物(4a,b),得到1,3-恶唑啉酮衍生物( 2a,b),然后与1-(乙氧羰基)肼(3)在冰醋酸中缩合。然后化合物(4a,b)与乙酸酐,氯乙酸乙酯和2,4-二硝基苯基肼反应,得到相应的N-乙酰基衍生物(5a,b),N-(乙氧羰基)甲基衍生物(6)和1,2-二取代肼(7)。1,2,4-三嗪衍生物的结构通过IR,1 H,13确认13 C NMR,MS和元素分析。已经研究了一些1,2,4-三嗪衍生物(4-7)的抗癌活性。结果表明,与标准抗肿瘤药物(IC50 =4.6μM)相比,化合物4a(IC50 =2.7μM),5a(IC50 =1.5μM)和5b(IC50 =3.9μM)显示出有希望的抑制生长功效。这三种化合物可被认为是对抗人肝癌细胞系(HepG-2)的潜在药物。

更新日期:2021-03-09
down
wechat
bug