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Synthesis of hybrid perillyl‐4H‐pyrans. Cytotoxicity evaluation against hepatocellular carcinoma HepG2/C3A cell line
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2020-04-27 , DOI: 10.1002/jhet.3977
Ingrid M. Paczkowski 1 , Esthéfani P. Guedes 1 , Eduardo B. Mass 1 , Eliana W. Meneses 2 , Lilian A. Marques 3 , Mário S. Mantovani 3 , Dennis Russowsky 1
Affiliation  

A series of 15 new hybrid perillyl‐4H ‐pyrans compounds was straightforwardly synthesized by a strategy combining the multicomponent reaction and the copper‐catalyzed alkyne‐azide cycloaddition (CuAAC). The 2‐amino‐4H ‐pyrans‐3‐carbonitrile containing the alkyne moiety was prepared via multicomponent reaction between 1,3‐dicarbonyl, a propargyloxy aromatic aldehyde and malononitrile or ethyl α‐cyanoacetate. The alkyne derivative was sequentially reacted with the perillyl azide component through the copper‐catalyzed [3+2] Huisgen cycloaddition reaction. The antiproliferative activity of hybrid compounds were evaluated against the human hepatoma HepG2/C3A cell line.

中文翻译:

杂合紫苏4H-吡喃的合成。对肝细胞癌HepG2 / C3A细胞系的细胞毒性评估

通过结合多组分反应和铜催化的炔-叠氮化物环加成反应(CuAAC)的策略,直接合成了一系列15种新的perillyl-4 H-吡喃杂化物。含有炔部分的2-氨基-4 H-吡喃-3-腈是通过1,3-二羰基,炔丙氧基芳族醛和丙二腈或α-氰基乙酸乙酯之间的多组分反应制得的。炔烃衍生物通过铜催化的[3 + 2] Huisgen环加成反应顺序与紫苏叠氮化物组分反应。评价了杂交化合物对人肝癌HepG2 / C3A细胞系的抗增殖活性。
更新日期:2020-04-27
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