Property-based design and synthesis of new chloroquine hybrids via simple incorporation of 2-imino-thiazolidin-4-one or 1h-pyrrol-2, 5-dione fragments on the 4-amino-7-chloroquinoline side chain

Journal of the Brazilian Chemical Society

Fernando A Rojas¹  Vladimir V Kouznetsov¹ 

[1] ,Universidad Industrial de Santander Escuela de Química Laboratorio de Química Orgánica y BiomolecularBucaramanga,Colombia

关键词: 4-amino-7-chloroquinolines;    2-imino-thiazolidin-4-ones;    1H-pyrrol-2;    5-diones;    molecular hybrids;    property-based design;    drug-like properties;    antimalarial agents;   

DOI  :  10.1590/S0103-50532011000900021

来源: SciELO

【 摘 要 】

In the present work, the syntheses of new 4-amino-7-chloroquinoline N-derivatives were performed by selective modification of the side chain amino group of N-(7-chloroquinolin-4-yl) alkyldiamines, basis framework of chloroquine (CQ) drug through the incorporation of heterocyclic 2-imino-thiazolidin-4-one and 1H-pyrrol-2,5-dione systems. These potential activity modulators were selected thanks to their characteristic properties, and evaluated by virtual screening employing the OSIRIS and Molinspirations platforms. Designed and synthesized quinolinic derivatives could increase the antimalarial activity of CQ analogues without affecting the lipophilicity as described in literature, suggesting them as candidates for further biological assessments.

【 授权许可】

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