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.
Article
in English
| WPRIM
| ID: wpr-812323
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.
Full text:
Available
Index:
WPRIM (Western Pacific)
Main subject:
Oximes
/
Pharmacology
/
Structure-Activity Relationship
/
Benzopyrans
/
Drugs, Chinese Herbal
/
Molecular Structure
/
Chemistry
/
Rats, Sprague-Dawley
/
Adrenergic beta-Antagonists
/
Drug Therapy
Limits:
Animals
/
Humans
/
Male
Language:
English
Journal:
Chinese Journal of Natural Medicines (English Ed.)
Year:
2013
Type:
Article
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