1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships
Hugo Cerecetto
1
,
Rossanna Di Maio
1
,
Mercedes Catalán González
1
,
Mariela Risso
1
,
PATRICIA SAENZ
1
,
Gustavo Seoane
1
,
Ana Denicola
1
,
Gonzalo Peluffo
1
,
Celia Quijano
1
,
Claudio Olea-Azar
1
Publication type: Journal Article
Publication date: 1999-05-06
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
10354402
Drug Discovery
Molecular Medicine
Abstract
The syntheses of a new series of derivatives of 1,2,5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline di-N-oxide are described. In vitro antitrypanosomal activity of these compounds was tested against epimastigote forms of Trypanosoma cruzi. For the most effective drugs, derivatives IIIe and IIIf, the 50% inhibitory dose (ID50) was determined as well as their cytotoxicity against mammalian fibroblasts. Electrochemical studies and ESR spectroscopy show that the highest activities observed are associated with the facile monoelectronation of the N-oxide moiety. Lipophilic-hydrophilic balance of the compounds could also play an important role in their effectiveness as antichagasic drugs.
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122
Total citations:
122
Citations from 2024:
2
(1.64%)
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GOST
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Cerecetto H. et al. 1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships // Journal of Medicinal Chemistry. 1999. Vol. 42. No. 11. pp. 1941-1950.
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Cerecetto H., Di Maio R., González M. C., Risso M., SAENZ P., Seoane G., Denicola A., Peluffo G., Quijano C., Olea-Azar C. 1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships // Journal of Medicinal Chemistry. 1999. Vol. 42. No. 11. pp. 1941-1950.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jm9805790
UR - https://doi.org/10.1021/jm9805790
TI - 1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships
T2 - Journal of Medicinal Chemistry
AU - Cerecetto, Hugo
AU - Di Maio, Rossanna
AU - González, Mercedes Catalán
AU - Risso, Mariela
AU - SAENZ, PATRICIA
AU - Seoane, Gustavo
AU - Denicola, Ana
AU - Peluffo, Gonzalo
AU - Quijano, Celia
AU - Olea-Azar, Claudio
PY - 1999
DA - 1999/05/06
PB - American Chemical Society (ACS)
SP - 1941-1950
IS - 11
VL - 42
PMID - 10354402
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1999_Cerecetto,
author = {Hugo Cerecetto and Rossanna Di Maio and Mercedes Catalán González and Mariela Risso and PATRICIA SAENZ and Gustavo Seoane and Ana Denicola and Gonzalo Peluffo and Celia Quijano and Claudio Olea-Azar},
title = {1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships},
journal = {Journal of Medicinal Chemistry},
year = {1999},
volume = {42},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jm9805790},
number = {11},
pages = {1941--1950},
doi = {10.1021/jm9805790}
}
Cite this
MLA
Copy
Cerecetto, Hugo, et al. “1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure−Activity Relationships.” Journal of Medicinal Chemistry, vol. 42, no. 11, May. 1999, pp. 1941-1950. https://doi.org/10.1021/jm9805790.