Synthesis and antiproliferative activity of novel hybrid 3-substituted polyhydroquinoline-fatty acids

被引：22

作者：

Cabrera, Diego da Costa ^{[1
]}

Rosa, Sabrina B. ^{[1
]}

de Oliveira, Franciele Saes ^{[2
]}

Marinho, Marcelo A. G. ^{[2
]}

Montes D'Oca, Caroline R. ^{[1
]}

Russowsky, Dennis ^{[3
]}

Horn, Ana Paula ^{[2
]}

Montes D'Oca, Marcelo G. ^{[1
]}

机构：

[1] Univ Fed Rio Grande, Escola Quim & Alimentos, Lab Kolbe Sintese Organ, Av Italia,Km 08 S-N, Rio Grande, RS, Brazil

[2] Univ Fed Rio Grande, Inst Ciencias Biol, Lab Histol, Av Italia,Km 08 S-N, Rio Grande, RS, Brazil

[3] Univ Fed Rio Grande do Sul, Inst Quim, Lab Sinteses Organ, Av Bento Goncalves 9500, BR-91501970 Porto Alegre, RS, Brazil

来源：

MEDCHEMCOMM | 2016年 / 7卷 / 11期

关键词：

POT MULTICOMPONENT SYNTHESIS; SULFAMIC ACID; RENEWABLE RESOURCES; IN-VITRO; CATALYST; 1,4-DIHYDROPYRIDINES; DERIVATIVES; SOLVENT; DIHYDROPYRIDINES; BLOCKERS;

D O I：

10.1039/c6md00425c

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

This work describes the synthesis of new long-chain fatty acid polyhydroquinoline derivatives (hybrid PHQ-fatty acids) using a Hantzsch four-component reaction without the use of metals and catalyzed by nontoxic acids. The PHQ-fatty acids were synthesized from fatty beta-ketoesters in the presence of sulfamic acid (H2NSO3H) in good yields (70-81%). Following the synthesis, for the first time, the in vitro antiproliferative activity of a series of long-chain PHQ-fatty acids was investigated in a glioma cell line (C6 rat malignant GBM cell line). Notably, all of the tested compounds were active against this cell line. Superior activity was observed for PHQ with a hydroxyl group on the aromatic ring and a stearic fatty acid chain, reducing the cell viability by ca. 40% at 5 mu M.

引用

页码：2167 / 2176

页数：10

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