Synthesis of 4-aminoquinoline analogues and their platinum(II) complexes as new antileishmanial and antitubercular agents

Author(s)

Carmo, Arturene M. L. ^[1] ; Silva, Flavia M. C. ^[2] ; Machado, Patricia A. ^[2] ; Fontes, Ana P. S. ^[1] ; Pavan, Fernando R. ^[3] ; Leite, Clarice Q. F. ^[3] ; Leite, Sergio R. de A. ^[4] ; Coimbra, Elaine S. ^[2] ; Da Silva, Adilson D. ^[1]

Affiliation

^[1] Univ Fed Juiz Fora, Dept Quim, ICE, BR-36036900 Juiz de Fora, MG - Brazil

^[2] Univ Fed Juiz Fora, Dept Parasitol Microbiol & Imunol, ICB, BR-36036900 Juiz De Fora, MG - Brazil

^[3] Univ Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP - Brazil

^[4] Univ Estadual Paulista, Inst Quim, BR-14801902 Araraquara, SP - Brazil

• Document type: Journal article
• Source: BIOMEDICINE & PHARMACOTHERAPY; v. 65, n. 3, p. 204-209, JUN 2011.
• Web of Science Citations: 31

Abstract

A series of 4-amino-7-chloroquinoline derivatives were synthesized by the reaction of 4,7-dichloroquinoline with the corresponding diamine and then with propargyl bromide. In addition, platinum(II) complexes were obtained by reacting some of the organic derivatives with K(2)PtCl(4). Several of the synthesized compounds displayed antituberculosis activities. Compound 3 was 47.5 times more active than amphotericin B against Leishmania chagasi (IC(50) = 0.04 mu g/mL). Compounds 5, 6, 7, 9, 10, 11 and 13 presented promising results against Mycobacterium tuberculosis, with MIC values ranging from 12.5 to 15.6 mu g/mL, comparable to the ``first and second line'' drugs used to treat tuberculosis. (C) 2011 Elsevier Masson SAS. All rights reserved. (AU)

• FAPESP's process: 08/10390-2 - Determination of pre-clinical profile in vitro and in vivo anti-tuberculosis activity of ruthenium(II)phosphine / picolinate complexes
• Grantee: Fernando Rogério Pavan
• Support Opportunities: Scholarships in Brazil - Doctorate