Synthesis and cytotoxic evaluation of novel 2-aryl-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-6,7-methylendioxy-1,2,3,4-tetrahydroquinolines, podophyllotoxin-like molecules

被引：18
|
作者：
Kouznetsov, Vladimir V. [1 ]
Merchan-Arenas, Diego R. [2 ]
Tangarife-Castano, Veronica [3 ]
Correa-Royero, Julieth [3 ]
Betancur-Galvis, Liliana [3 ]
机构：
[1] Univ Ind Santander, Lab Quim Organ & Biomol, Parque Tecnol Guatiguara,Km 2 Via Refugio, Piedecuesta 681011, Colombia
[2] Univ Manuela Beltran, Grp Invest & Innovac Basicas, Calle Estudiantes 10-20 Ciudadela Real Minas, Bucaramanga 678, Colombia
[3] Univ Antioquia, Fac Med, Inst Med Res, Grp Investigat Dermatol, Antioquia 1226, Colombia
来源：
MEDICINAL CHEMISTRY RESEARCH | 2016年 / 25卷 / 03期
关键词：
6,7-Methylendioxy-1,2,3,4-tetrahydroquinolines; Podophyllotoxin-like molecules; Lipinski's rule; OSIRIS software; Antitumor and cytotoxic in vitro analysis; DERIVATIVES; APOPTOSIS; AGENTS; DISCOVERY; ANALOGS;
D O I：
10.1007/s00044-015-1486-6
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Diverse 2-aryl-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-6,7-methylendioxy-1,2,3,4-tetrahydroquinolines (DM series) were synthesized using three-component reaction of 3,4-methylendioxyaniline, benzaldehydes and isoeugenol. Purified and characterized tetrahydroquinoline molecules were tested in vitro for potential antitumor and cytotoxic activities. It was observed a strong relationship between selective cytotoxic activity on U937 and HeLa cells and the substitutions presented in aryl ring of position C-2 of the synthesized tetrahydroquinoline derivatives. Tested molecules, called DM108, DM116 and DM118, resulted in active compounds having a greater SI compared with colchicine and doxorubicin, reference compounds.
引用
收藏
页码：429 / 437
页数：9
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