Synthesis and β-adrenergic blocking activity of oxime ether hybrids derived from a natural isochroman-4-one / 中国天然药物
Chinese Journal of Natural Medicines (English Ed.)
; (6): 538-545, 2013.
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| ID: wpr-812323
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WPRO
ABSTRACT
AIM@#In a search for new cardiovascular drug candidates, a series of novel oxime ethers derived from a natural isochroman-4-one were synthesized.@*METHOD@#Compounds 3 and 6, derived from the natural antihypertensive compound 7, 8-dihydroxy-3-methyl-isochroman-4-one (XJP), were designed and synthesized. Subsequently, a series of novel isochroman-4-one oxime ether hybrids were prepared by hybridizing various N-substituted isopropanolamine functionalities to isochroman-4-one oxime. Furthermore, β1-adrenergic blocking activities of the synthesized compounds were assayed using the isolated rat left atria.@*RESULTS@#Twenty target compounds were obtained, and the preliminary structure-activity relationships were deduced. The most promising compound Ic exhibited β1-adrenoceptor blocking activity (inhibition: 52.2%) at 10(-7) mol·L(-1), which was superior to that of propranolol (inhibition: 49.7%).@*CONCLUSION@#The results suggested that natural product XJP/isopropanolamine moiety hybrids may provide a promising approach for the discovery of novel cardiovascular drug candidates.
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Asunto principal:
Oximas
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Farmacología
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Relación Estructura-Actividad
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Benzopiranos
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Medicamentos Herbarios Chinos
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Estructura Molecular
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Química
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Ratas Sprague-Dawley
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Antagonistas Adrenérgicos beta
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Quimioterapia
Límite:
Animals
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Humans
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Male
Idioma:
En
Revista:
Chinese Journal of Natural Medicines (English Ed.)
Año:
2013
Tipo del documento:
Article