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新型 4,4'-亚甲基双[2-(3-芳基-4,5-二氢-1H-吡唑-5-基)苯酚]的高效微波辅助合成及抗肿瘤活性。

Efficient microwave-assisted synthesis and antitumor activity of novel 4,4'-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)phenols].

机构信息

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, Colombia.

出版信息

Eur J Med Chem. 2011 Jun;46(6):2436-40. doi: 10.1016/j.ejmech.2011.03.028. Epub 2011 Mar 23.

Abstract

Two new series of 4,4'-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)phenols] 4 and methylenebis-2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-4,1-phenylene diacetates 5 have been efficiently prepared starting from the commercially available salicylaldehyde and where the key step corresponded to the microwave-assisted reaction of intermediates 3,3'-[methylenebis(6-hydroxy-3,1-phenylene)]bis(1-arylprop-2-en-1-ones) 3 with hydrazine hydrate or acetic acid/hydrazine hydrate respectively. Three unacetylated compounds type 4 presented interesting antitumor activities against a wide range of tumor cell lines.

摘要

两个新系列的 4,4'-亚甲基双[2-(3-芳基-4,5-二氢-1H-吡唑-5-基)苯酚]4 和亚甲基双-2-(3-芳基-4,5-二氢-1H-吡唑-5-基)-4,1-亚苯基二乙酸酯 5 已从商业可得的水杨醛开始高效制备,其中关键步骤对应于中间体 3,3'-[亚甲基双(6-羟基-3,1-亚苯基)]双(1-芳基丙烯-1-酮)3 与水合肼或乙酸/水合肼的微波辅助反应。三种未乙酰化的化合物 4 对多种肿瘤细胞系表现出有趣的抗肿瘤活性。

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