New salicylamide and sulfonamide derivatives of quinoxaline 1,4-di-N-oxide with antileishmanial and antimalarial activities

Carlos Barea, Adriana Pabón, Denis Castillo, Mirko Zimic, Miguel Quiliano, Silvia Galiano, Silvia Pérez-Silanes, Antonio Monge, Eric Deharo, Ignacio Aldana

Research output: Contribution to journalArticle

Abstract

Continuing with our efforts to identify new active compounds against malaria and leishmaniasis, 14 new 3-amino-1,4-di-N-oxide quinoxaline-2- carbonitrile derivatives were synthesized and evaluated for their in vitro antimalarial and antileishmanial activity against Plasmodium falciparum Colombian FCR-3 strain and Leishmania amazonensis strain MHOM/BR/76/LTB-012A. Further computational studies were carried out in order to analyze graphic SAR and ADME properties. The results obtained indicate that compounds with one halogenous group substituted in position 6 and 7 provide an efficient approach for further development of antimalarial and antileishmanial agents. In addition, interesting ADME properties were found.

Original languageEnglish (US)
Pages (from-to)4498-4502
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number15
DOIs
StatePublished - Aug 1 2011
Externally publishedYes

Fingerprint

Quinoxalines
Sulfonamides
Antimalarials
Oxides
Derivatives
Leishmaniasis
Leishmania
Plasmodium falciparum
Malaria
salicylamide
quinoxaline-2-carbonitrile 1,4-di-N-oxide
BR 76
In Vitro Techniques

Keywords

  • Leishmaniasis
  • Malaria
  • N-Oxides
  • Quinoxaline

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

Cite this

New salicylamide and sulfonamide derivatives of quinoxaline 1,4-di-N-oxide with antileishmanial and antimalarial activities. / Barea, Carlos; Pabón, Adriana; Castillo, Denis; Zimic, Mirko; Quiliano, Miguel; Galiano, Silvia; Pérez-Silanes, Silvia; Monge, Antonio; Deharo, Eric; Aldana, Ignacio.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 21, No. 15, 01.08.2011, p. 4498-4502.

Research output: Contribution to journalArticle

Barea, C, Pabón, A, Castillo, D, Zimic, M, Quiliano, M, Galiano, S, Pérez-Silanes, S, Monge, A, Deharo, E & Aldana, I 2011, 'New salicylamide and sulfonamide derivatives of quinoxaline 1,4-di-N-oxide with antileishmanial and antimalarial activities', Bioorganic and Medicinal Chemistry Letters, vol. 21, no. 15, pp. 4498-4502. https://doi.org/10.1016/j.bmcl.2011.05.125
Barea, Carlos ; Pabón, Adriana ; Castillo, Denis ; Zimic, Mirko ; Quiliano, Miguel ; Galiano, Silvia ; Pérez-Silanes, Silvia ; Monge, Antonio ; Deharo, Eric ; Aldana, Ignacio. / New salicylamide and sulfonamide derivatives of quinoxaline 1,4-di-N-oxide with antileishmanial and antimalarial activities. In: Bioorganic and Medicinal Chemistry Letters. 2011 ; Vol. 21, No. 15. pp. 4498-4502.
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AU - Galiano, Silvia

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