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1.
Bioorg Med Chem Lett ; 30(18): 127436, 2020 09 15.
Artigo em Inglês | MEDLINE | ID: mdl-32721452

RESUMO

Neuromedin U (NMU) activates two receptors (NMUR1 and NMUR2) and is a promising candidate for development of drugs to combat obesity. Previously, we obtained hexapeptides as selective full NMUR agonists. Development of a partial agonist which mildly activates receptors is an effective strategy which lead to an understanding of the functions of NMU receptors. In 2014, we reported hexapeptide 3 (CPN-124) as an NMUR1-selective partial agonist but its selectivity and serum stability were unsatisfactory. Herein, we report the development of a hexapeptide-type partial agonist (8, CPN-223) based on a peptide (3) but with higher NMUR1-selectivity and enhanced serum stability. A structure-activity relationship study of synthetic pentapeptide derivatives suggested that a hexapeptide is a minimum structure consistent with both good NMUR1-selective agonistic activity and serum stability.


Assuntos
Fármacos Antiobesidade/síntese química , Obesidade/tratamento farmacológico , Oligopeptídeos/síntese química , Receptores de Neurotransmissores/agonistas , Fármacos Antiobesidade/farmacologia , Desenvolvimento de Medicamentos , Estabilidade de Medicamentos , Humanos , Simulação de Acoplamento Molecular , Oligopeptídeos/farmacologia , Ligação Proteica , Conformação Proteica , Relação Estrutura-Atividade , Especificidade por Substrato , Trombina/metabolismo
2.
J Med Chem ; 60(12): 5228-5234, 2017 06 22.
Artigo em Inglês | MEDLINE | ID: mdl-28548497

RESUMO

Neuromedin U (NMU) activates two NMU receptors (NMUR1 and NMUR2) and is a useful antiobesity drug lead. We report discovery of a hexapeptide agonist, 2-thienylacetyl-Trp1-Phe(4-F)2-Arg3-Pro4-Arg5-Asn6-NH2 (4). However, the NMUR1 selectivity and serum stability of this agonist were unsatisfactory. Through a structure-activity relationship study focused on residue 2 of agonist 4, serum stability, and pharmacokinetic properties, we report here the discovery of a novel NMUR1 selective hexapeptide agonist 7b that suppresses body weight gain in mice.


Assuntos
Peptídeos/farmacologia , Receptores de Neurotransmissores/agonistas , Aumento de Peso/efeitos dos fármacos , Animais , Cálcio/metabolismo , Avaliação Pré-Clínica de Medicamentos/métodos , Estabilidade de Medicamentos , Humanos , Masculino , Peptídeos/sangue , Peptídeos/farmacocinética , Ratos Wistar
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