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

页码：429 / 437

页数：9

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