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Synthesis and vasorelaxation action of flavonoids / 药学学报
Acta Pharmaceutica Sinica ; (12): 1001-1007, 2005.
Article in Chinese | WPRIM | ID: wpr-253504
ABSTRACT
<p><b>AIM</b>To search for flavonoids which possess stronger vasorelaxation action.</p><p><b>METHODS</b>Four quercetin glycosides (1a - d) were synthesized from quercetin in three steps i. e. selective protection of quercetin, condensation with corresponding acetyiglycosyl bromide, and then removal of the protecting group; Six flavone compounds (2a - f) were prepared from phloroglucinol according to the conventional methods; The structures of synthetic compounds were confirmed by IR, 1H NMR, 13C NMR and MS. Vasorelaxation action of ten synthetic quercetin derivatives (or analogues) and four natural flavonoids compounds were examined on the isolated rat thoracic aorta rings; Comparative octanol-water partition coefficients (logP) were measured using a reversed-phase HPLC method.</p><p><b>RESULTS</b>Most of the tested flavonoids showed concentration dependent relaxation effects against PE-induced contractions of rat aortic rings. These compounds had stronger action with the augment of logP values.</p><p><b>CONCLUSION</b>Compound 3-bromo-5 ,7-dihydroxyflavone (2d) was identified to have the most potent vasodilating action. These compounds exert vasodilating effects that are related to the logP values. A structure-activity relationship of flavonoids was suggested.</p>
Subject(s)
Full text: Available Index: WPRIM (Western Pacific) Main subject: Aorta, Thoracic / Pharmacology / Quercetin / Structure-Activity Relationship / Vasodilation / Vasodilator Agents / Flavonoids / Molecular Structure / Chemistry / Rats, Sprague-Dawley Limits: Animals Language: Chinese Journal: Acta Pharmaceutica Sinica Year: 2005 Type: Article

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Full text: Available Index: WPRIM (Western Pacific) Main subject: Aorta, Thoracic / Pharmacology / Quercetin / Structure-Activity Relationship / Vasodilation / Vasodilator Agents / Flavonoids / Molecular Structure / Chemistry / Rats, Sprague-Dawley Limits: Animals Language: Chinese Journal: Acta Pharmaceutica Sinica Year: 2005 Type: Article