Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents
Guilherme A.M. Jardim
1, 2, 3, 4, 5, 6, 7
,
Ícaro A O Bozzi
1, 3, 4, 5, 6, 7
,
Willian Oliveira
1, 3, 4, 5, 6, 7
,
Camila Mesquita Rodrigues
8
,
Camila Mesquita-Rodrigues
7, 8, 9, 10, 11
,
Rubem F.S. Menna-Barreto
7, 8, 9, 10, 11
,
Ramar A Kumar
12, 13, 14, 15, 16, 17, 18
,
Edmond Gravel
12, 14, 15, 16, 17
,
Eric Doris
12, 14, 15, 16, 17
,
Antonio L Braga
2, 4, 7, 19, 20
,
Eufrânio N. da Silva Júnior
1, 3, 4, 5, 6, 7, 21
3
Institute of Exact Sciences
4
DEPARTMENT OF CHEMISTRY
6
Belo Horizonte
|
7
BRAZIL
|
9
Oswaldo Cruz Institute
11
Rio De Janeiro
|
14
Service de Chimie Bioorganique et de Marquage (SCBM) CEA
16
91191 Gif-sur-Yvette
|
17
FRANCE
|
18
SRM Research Institute
20
88040-900 Florianópolis
|
Тип публикации: Journal Article
Дата публикации: 2019-07-25
scimago Q2
wos Q3
БС1
SJR: 0.493
CiteScore: 5.0
Impact factor: 2.5
ISSN: 11440546, 13699261
Materials Chemistry
General Chemistry
Catalysis
Краткое описание
We report a new method for A-ring selenation of naphthoquinones and anthraquinones and discuss the relevant trypanocidal activity of the synthesized compounds. We have demonstrated three efficient strategies for the preparation of the target selenium derivatives, i.e. (a) copper(I) thiophene-2-carboxylate and in situ generated Santi's reagent were used to prepare selenium-substituted benzenoid quinones, (b) copper complexes and (c) carbon nanotube-supported copper ferrite as catalysts in the presence of AgSeR-salts were also used for the synthesis of selenium-containing quinoidal derivatives. These new methods provide efficient and practical strategies for the preparation of selenium-based quinones. In addition, we have discovered nine compounds with potent trypanocidal activity. The derivatives 2a–2e showed potent trypanocidal activity with IC50 values in the range of 13.3 to 37.0 μM.
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Jardim G. A. et al. Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents // New Journal of Chemistry. 2019. Vol. 43. No. 35. pp. 13751-13763.
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Jardim G. A. et al. Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents // New Journal of Chemistry. 2019. Vol. 43. No. 35. pp. 13751-13763.
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TY - JOUR
DO - 10.1039/c9nj02026h
UR - https://xlink.rsc.org/?DOI=C9NJ02026H
TI - Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents
T2 - New Journal of Chemistry
AU - Jardim, Guilherme A.M.
AU - Bozzi, Ícaro A O
AU - Oliveira, Willian
AU - Mesquita Rodrigues, Camila
AU - Mesquita-Rodrigues, Camila
AU - Menna-Barreto, Rubem F.S.
AU - Kumar, Ramar A
AU - Gravel, Edmond
AU - Doris, Eric
AU - Braga, Antonio L
AU - da Silva Júnior, Eufrânio N.
PY - 2019
DA - 2019/07/25
PB - Royal Society of Chemistry (RSC)
SP - 13751-13763
IS - 35
VL - 43
SN - 1144-0546
SN - 1369-9261
ER -
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@article{2019_Jardim,
author = {Guilherme A.M. Jardim and Ícaro A O Bozzi and Willian Oliveira and Camila Mesquita Rodrigues and Camila Mesquita-Rodrigues and Rubem F.S. Menna-Barreto and Ramar A Kumar and Edmond Gravel and Eric Doris and Antonio L Braga and Eufrânio N. da Silva Júnior and others},
title = {Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents},
journal = {New Journal of Chemistry},
year = {2019},
volume = {43},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=C9NJ02026H},
number = {35},
pages = {13751--13763},
doi = {10.1039/c9nj02026h}
}
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Jardim, Guilherme A.M., et al. “Copper complexes and carbon nanotube–copper ferrite-catalyzed benzenoid A-ring selenation of quinones: an efficient method for the synthesis of trypanocidal agents.” New Journal of Chemistry, vol. 43, no. 35, Jul. 2019, pp. 13751-13763. https://xlink.rsc.org/?DOI=C9NJ02026H.