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新型吡唑并[1,5-a]吡嗪-4(5H)-酮衍生物的合成及其对 A549 和 H322 肺癌细胞生长的抑制作用。

Synthesis of novel pyrazolo[1,5-a]pyrazin-4(5H)-one derivatives and their inhibition against growth of A549 and H322 lung cancer cells.

机构信息

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.

出版信息

Bioorg Med Chem Lett. 2011 Jul 1;21(13):3909-13. doi: 10.1016/j.bmcl.2011.05.035. Epub 2011 May 15.

Abstract

A series of substituted pyrazolo[1,5-a]pyrazin-4(5H)-one was synthesized by the reaction of ethyl 1-(2-oxo-2-phenylethyl)-3-phenyl-1H-pyrazole-5-carboxylate derivatives and 2-(2-aminoethoxy)ethanol or 2-morpholinoethanamine in the condition of microwave-assisted one-step and solvent-free in a good yield. The structures of the compounds were determined by IR, (1)H NMR and mass spectroscopy. In addition, a representative single-crystal structure was characterized by using X-ray diffraction analysis. Preliminary biological evaluation showed that the compounds could inhibit the growth of A549 and H322 cells in dosage-dependent manners.

摘要

通过 1-(2-氧代-2-苯乙基)-3-苯基-1H-吡唑-5-羧酸乙酯衍生物与 2-(2-氨乙氧基)乙醇或 2-(吗啉代)乙胺在微波辅助无溶剂一步反应条件下,合成了一系列取代的吡唑并[1,5-a]吡嗪-4(5H)-酮。化合物的结构通过 IR、(1)H NMR 和质谱进行了确定。此外,还通过 X 射线衍射分析对代表性的单晶结构进行了表征。初步的生物评价表明,这些化合物能够以剂量依赖的方式抑制 A549 和 H322 细胞的生长。

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