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1.
Angew Chem Int Ed Engl ; 63(21): e202402777, 2024 May 21.
Artigo em Inglês | MEDLINE | ID: mdl-38501403

RESUMO

Diboradiazene compounds, derived in one step from the boron-mediated reduction of dinitrogen (N2), were treated separately with sulfur and acetic anhydride, providing heterocyclic compounds that are BN isosteres of thiophene and 1,3-oxazole, respectively. These simple reactions represent the final steps in two-step routes to complex heterocycles from N2 that both circumvent the need for transition metal reagents and completely bypass the traditional intermediate ammonia.

2.
Chem Rec ; 21(10): 2702-2738, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34170622

RESUMO

Diverse structural frameworks are found in natural compounds and are well known for their chemical and biological properties; such compounds include the imidazoles and oxazoles. Researchers worldwide are continually working on the development of methods for synthesizing new molecules bearing these basic moiety and evaluating their properties and applications. To expand the knowledge related to azoles, this review summarizes important examples of imidazole and oxazole derivatives from 1,2-dicarbonyl compounds, such as lapachones and phenanthrene-9,10-diones, not only regarding their synthesis and biological applications but also their photophysical properties and uses. The data concerning the latter are particularly scarce in the literature, which leads to underestimation of the potential applications that can be envisaged for these compounds.


Assuntos
Oxazóis , Fenantrenos , Imidazóis
3.
Bioorg Med Chem ; 23(2): 340-7, 2015 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-25510639

RESUMO

In the work, the in vitro antiproliferative activity of a series of synthetic fatty acid amides were investigated in seven cancer cell lines. The study revealed that most of the compounds showed antiproliferative activity against tested tumor cell lines, mainly on human glioma cells (U251) and human ovarian cancer cells with a multiple drug-resistant phenotype (NCI-ADR/RES). In addition, the fatty methyl benzylamide derived from ricinoleic acid (with the fatty acid obtained from castor oil, a renewable resource) showed a high selectivity with potent growth inhibition and cell death for the glioma cell line-the most aggressive CNS cancer.


Assuntos
Amidas/química , Ácidos Graxos/química , Amidas/síntese química , Amidas/farmacologia , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Resistencia a Medicamentos Antineoplásicos , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Células MCF-7 , Ácidos Ricinoleicos/química , Relação Estrutura-Atividade
4.
Bioorg Med Chem ; 21(22): 6910-4, 2013 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-24103427

RESUMO

This work describes the synthesis of a series of fatty acid hydrazide derivatives of isoniazid (INH). The compounds were tested against Mycobacterium tuberculosis H37Rv (ATCC 27294) as well as INH-resistant (ATCC 35822 and 1896 HF) and rifampicin-resistant (ATCC 35338) M. tuberculosis strains. The fatty acid derivatives of INH showed high antimycobacterial potency against the studied strains, which is desirable for a pharmaceutical compound, suggesting that the increased lipophilicity of isoniazid plays an important role in its antimycobacterial activity.


Assuntos
Antituberculosos/síntese química , Antituberculosos/farmacologia , Ácidos Graxos/química , Isoniazida/análogos & derivados , Isoniazida/farmacologia , Mycobacterium tuberculosis/efeitos dos fármacos , Antituberculosos/química , Farmacorresistência Bacteriana/efeitos dos fármacos , Isoniazida/síntese química , Testes de Sensibilidade Microbiana , Rifampina/farmacologia
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