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

doi:10.1016/j.bmcl.2011.05.125

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

Universidad de Navarra
Universidad de Antioquia
Universidad Peruana Cayetano Heredia
Université Paul Sabatier Toulouse III
Institut de recherche pour le développement

Research output: Contribution to journal › Article › peer-review

65 Scopus citations

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 language	English
Pages (from-to)	4498-4502
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	15
DOIs	https://doi.org/10.1016/j.bmcl.2011.05.125
State	Published - 1 Aug 2011
Externally published	Yes

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Leishmaniasis
Malaria
N-Oxides
Quinoxaline

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10.1016/j.bmcl.2011.05.125

Cite this

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

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.",

keywords = "Leishmaniasis, Malaria, N-Oxides, Quinoxaline",

author = "Carlos Barea and Adriana Pab{\'o}n and Denis Castillo and Mirko Zimic and Miguel Quiliano and Silvia Galiano and Silvia P{\'e}rez-Silanes and Antonio Monge and Eric Deharo and Ignacio Aldana",

year = "2011",

month = aug,

day = "1",

doi = "10.1016/j.bmcl.2011.05.125",

language = "Ingl{\'e}s",

volume = "21",

pages = "4498--4502",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

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}

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

TY - JOUR

T1 - New salicylamide and sulfonamide derivatives of quinoxaline 1,4-di-N-oxide with antileishmanial and antimalarial activities

AU - Barea, Carlos

AU - Pabón, Adriana

AU - Castillo, Denis

AU - Zimic, Mirko

AU - Quiliano, Miguel

AU - Galiano, Silvia

AU - Pérez-Silanes, Silvia

AU - Monge, Antonio

AU - Deharo, Eric

AU - Aldana, Ignacio

PY - 2011/8/1

Y1 - 2011/8/1

N2 - 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.

AB - 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.

KW - Leishmaniasis

KW - Malaria

KW - N-Oxides

KW - Quinoxaline

UR - https://www.scopus.com/pages/publications/79960341464

U2 - 10.1016/j.bmcl.2011.05.125

DO - 10.1016/j.bmcl.2011.05.125

M3 - Artículo

C2 - 21724395

AN - SCOPUS:79960341464

SN - 0960-894X

VL - 21

SP - 4498

EP - 4502

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 15

ER -

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

Abstract

UN SDGs

Keywords

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