Synthesis and in Vitro Antiproliferative Activity of New Phenylaminoisoquinolinequinones against Cancer Cell Lines

Molecules

Virginia Delgado¹  Andrea Ibacache¹  Verónica Arancibia¹  Cristina Theoduloz¹ 

[1] ¹Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Santiago 26094411, Chile ²Facultad de Ciencias de la Salud, Universidad de Talca, Talca 3460000, Chile ³Instituto de Etno-Farmacología (IDE), Universidad Arturo Prat, Casilla 121, Iquique 1100000, Chile

关键词: phenylaminoisoquinoline-5;    8-quinones;    regioselectivity;    half-wave potential;    antiproliferative activity;    SAR analysis;   

DOI  :  10.3390/molecules18010721

来源: mdpi

【 摘 要 】

A variety of phenylaminoisoquinolinequinones were synthesized and tested for their antiproliferative activity against three human-tumor derived cancer cell lines. The new aminoquinones were prepared from 4-methoxycarbonyl-3-methylisoquinoline-5,8-quinone (1) via acid-induced amination and bromination reactions. Remarkable differences in antiproliferative activity were observed depending upon the location and donor capacity of the substituted phenylamino group at the quinone nucleus. The effect of the substituents on the biological activity is discussed in terms of the donor-acceptor interactions which were evaluated through the redox properties of the aminoquinones.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.