Synthesis and evaluation of the anti parasitic activity of aromatic nitro compounds

被引：20

作者：

Lopes, Marcela S. ^{[1
]}

de Souza Pietra, Renata C. C. ^{[2
]}

Borgati, Tatiane F. ^{[1
]}

Romeiro, Carla F. D. ^{[3
]}

Junior, Policarpo A. S. ^{[4
]}

Romanha, Alvaro J. ^{[4
]}

Alves, Ricardo J. ^{[1
]}

Souza-Fagundes, Elaine M. ^{[3
]}

Fernandes, Ana Paula S. M. ^{[2
]}

de Oliveira, Renata B. ^{[1
]}

机构：

[1] Univ Fed Minas Gerais, Fac Farm, Dept Produtos Farmaceut, BR-31270901 Belo Horizonte, MG, Brazil

[2] Univ Fed Minas Gerais, Fac Farm, Dept Anal Clin Toxicol, BR-31270901 Belo Horizonte, MG, Brazil

[3] Univ Fed Minas Gerais, Dept Fisiol & Biofis, Inst Ciencias Biol, BR-31270901 Belo Horizonte, MG, Brazil

[4] Ctr Pesquisas Rene Rachou Fiocruz, Belo Horizonte, MG, Brazil

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 11期

关键词：

Nitro compounds; Antileishmanial activity; L; amazonensis; Trypanocidal; T; cruzi; SOLID-PHASE SYNTHESIS; TRYPANOSOMA-CRUZI; CHAGAS-DISEASE; IN-VITRO; LEISHMANIASIS; DRUGS;

D O I：

10.1016/j.ejmech.2011.09.002

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of nitroaromatic compounds was synthesized and evaluated as potential antileishmanial and trypanocidal agents. Five compounds exerted significant anti-leishmanial activity in vitro against promastigotes forms of Leishmania (L.) amazonensis, with IC50 in the range of 23-59 mu mol L-1, but none were active against amastigotes intracellular forms of Trypanosoma cruzi. In vitro cytotoxicity on the proliferation of human peripheral blood mononuclear cells (PBMC) stimulated with phytohemaglutinin (PHA) was also evaluated. Two compounds, 6 and 7, were found to present a promising anti-leishmanial activity with IC50 values of 59.5 and 50.6 mu M, respectively, without affecting the lymphocyte proliferation in PBMCs (selectivity index of 16.1 and 21.7, respectively), indicating low toxicity to human cells. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：5443 / 5447

页数：5

共 50 条

[21] AROMATIC NITRO MUSK SYNTHESIS
NASH, EG
NIENHOUS.EJ
SILHAVY, TA
HUMBERT, DE
MISH, MJ
JOURNAL OF CHEMICAL EDUCATION, 1970, 47 (10) : 705 - &
[22] On the effect of sodium on aromatic nitro compounds and nitroso compounds
Lukaschewitsch, WO
JUSTUS LIEBIGS ANNALEN DER CHEMIE, 1936, 521 : 198 - 214
[23] Synthesis of azo compounds by nanosized iron-promoted reductive coupling of aromatic nitro compounds
Moglie, Yanina
Vitale, Cristian
Radivoy, Gabriel
TETRAHEDRON LETTERS, 2008, 49 (11) : 1828 - 1831
[24] Lead-catalyzed synthesis of azo compounds by ammonium acetate reduction of aromatic nitro compounds
Srinivasa, GR
Abiraj, K
Gowda, DC
SYNTHETIC COMMUNICATIONS, 2003, 33 (24) : 4221 - 4227
[25] Facile synthesis of azo compounds from aromatic nitro compounds using magnesium and triethylammonium formate
Srinivasa, GR
Abiraj, K
Gowda, DC
AUSTRALIAN JOURNAL OF CHEMISTRY, 2004, 57 (06) : 609 - 610
[26] SYNTHESIS OF AROMATIC FLUORO COMPOUNDS BY NUCLEOPHILIC EXCHANGE OF NITRO-GROUPS BY FLUORIDE
EFFENBERGER, F
STREICHER, W
CHEMISCHE BERICHTE, 1991, 124 (01) : 157 - 162
[27] Synthesis strategies and anti-parasitic evaluation of novel compounds for chagas disease: Advancing drug discovery through structure-activity relationships
Chaudhary, Jitendra
Kaur, Gurdeep
Singh, Iqubal
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2025, 284
[28] ALKALINE SULFIDE REDUCTION OF AROMATIC NITRO COMPOUNDS .13. PROCESSES IN ALKALINE SULFIDE REDUCTION OF AROMATIC NITRO COMPOUNDS
HASHIMOT.S
SUNAMOTO, J
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1968, 41 (02) : 499 - +
[29] Synthesis and anti-inflammatory activity of three nitro chalcones
Gomez Rivera, Abraham
Lobato Garcia, Carlos
Aguilar Mariscal, Hidemi
Romero Ceronio, Nancy
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
[30] Synthesis and anti-inflammatory activity of three nitro chalcones
Gomez-Rivera, Abraham
Aguilar-Mariscal, Hidemi
Romero-Ceronio, Nancy
Roa-de la Fuente, Luis F.
Lobato-Garcia, Carlos E.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (20) : 5519 - 5522

← 1 2 3 4 5 →