RESUMO
A novel phosphodiesterase-5 (PDE-5) inhibitor was found in a natural health food product. The previously unknown sildenafil analogue was isolated using preparative HPLC. The structure of the compound was elucidated using HPLC with diode array detection (DAD), time-of-flight mass spectrometry (TOF/MS), and nuclear magnetic resonance spectroscopy (NMR). An [M + H](+) ion was detected at m/z 505.2077 by LC-TOF/MS that was consistent with C23H32N6O3S2 (-0.98 ppm). By NMR analysis, the analogue was identified as 1-methyl-5-(5-(4-methylpiperazin-1-ylsulfonyl)-2-propoxyphenyl)-3-propyl-1H-pyrazolo[4,3-d]pyrimidine-7(6H)-thione. In this structure, the ethoxy group of thiosildenafil was substituted by a propoxy group of the unknown compound. Therefore, this novel thiosildenafil analogue was named propoxyphenyl thiosildenafil.
Assuntos
Contaminação de Alimentos/análise , Alimentos Orgânicos/análise , Inibidores da Fosfodiesterase 5/isolamento & purificação , Pirimidinas/isolamento & purificação , Sulfonas/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Alimentos Orgânicos/efeitos adversos , Humanos , Espectroscopia de Ressonância Magnética , Masculino , Estrutura Molecular , Inibidores da Fosfodiesterase 5/efeitos adversos , Inibidores da Fosfodiesterase 5/química , Pirimidinas/efeitos adversos , Pirimidinas/química , República da Coreia , Espectrometria de Massas por Ionização por Electrospray , Sulfonas/efeitos adversos , Sulfonas/químicaRESUMO
A reversed-phase high performance liquid chromatographic method was developed to determine the contents of psoralen and angelicin from some medicinal herbs. The optimum eluent for chromatography was 20 v/v% acetonitrile in water on a Zorbax 300SB C18 column. The identification was carried out by comparing the retention time and mass spectra of the relevant peaks with their standards. The variation of the concentration of psoralen and angelicin was wide between different species. The seeds of Psoralea corylifolia showed the highest contents of psoralen (7.8 mg/g) and angelicin (2.3 mg/g) among the tested herbs.