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Article: Structure-activity relationships of flavonoids for vascular relaxation in porcine coronary artery

TitleStructure-activity relationships of flavonoids for vascular relaxation in porcine coronary artery
Authors
KeywordsChemical parameter
Flavonoid
Porcine coronary artery
Relaxation activity
Structure-activity relationship
Issue Date2007
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/phytochem
Citation
Phytochemistry, 2007, v. 68 n. 8, p. 1179-1188 How to Cite?
AbstractFlavonoids are polyphenolic compounds that are widespread in the plant kingdom, and structure-activity relationships (SAR) for vascular relaxation effects were examined for 17 of them using porcine coronary arteries. Density functional theory was employed to calculate the chemical parameters of these compounds. The order of potency for vascular relaxation was as follows: flavones (apigenin and luteolin) ≥ flavonols (kaempferol and quercetin) > isoflavones (genistein and daidzein) > flavanon(ol)es (naringenin) > chalcones (phloretin) > anthocyanidins (pelargonidin) > flavan(ol)es ((+)-catechin and (-)-epicatechin). SAR analysis revealed that for good relaxation activity, the 5-OH, 7-OH, 4′-OH, C2{double bond, long}C3 and C4{double bond, long}O functionalities were essential. Comparison of rutin with quercetin, genistin with genistein, and puerarin with daidzein demonstrated that the presence of a glycosylation group greatly reduced relaxation effect. Total energy and molecular volume were also predictive of their relaxation activities. Our findings indicated that the most effective relaxing agents are apigenin, luteolin, kaempferol and genistein. These flavonoids possess the key chemical structures demonstrated in our SAR analysis. © 2007 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/69940
ISSN
2015 Impact Factor: 2.779
2015 SCImago Journal Rankings: 0.935
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorXu, YCen_HK
dc.contributor.authorLeung, SWSen_HK
dc.contributor.authorYeung, DKYen_HK
dc.contributor.authorHu, LHen_HK
dc.contributor.authorChen, GHen_HK
dc.contributor.authorChe, CMen_HK
dc.contributor.authorMan, RYKen_HK
dc.date.accessioned2010-09-06T06:18:14Z-
dc.date.available2010-09-06T06:18:14Z-
dc.date.issued2007en_HK
dc.identifier.citationPhytochemistry, 2007, v. 68 n. 8, p. 1179-1188en_HK
dc.identifier.issn0031-9422en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69940-
dc.description.abstractFlavonoids are polyphenolic compounds that are widespread in the plant kingdom, and structure-activity relationships (SAR) for vascular relaxation effects were examined for 17 of them using porcine coronary arteries. Density functional theory was employed to calculate the chemical parameters of these compounds. The order of potency for vascular relaxation was as follows: flavones (apigenin and luteolin) ≥ flavonols (kaempferol and quercetin) > isoflavones (genistein and daidzein) > flavanon(ol)es (naringenin) > chalcones (phloretin) > anthocyanidins (pelargonidin) > flavan(ol)es ((+)-catechin and (-)-epicatechin). SAR analysis revealed that for good relaxation activity, the 5-OH, 7-OH, 4′-OH, C2{double bond, long}C3 and C4{double bond, long}O functionalities were essential. Comparison of rutin with quercetin, genistin with genistein, and puerarin with daidzein demonstrated that the presence of a glycosylation group greatly reduced relaxation effect. Total energy and molecular volume were also predictive of their relaxation activities. Our findings indicated that the most effective relaxing agents are apigenin, luteolin, kaempferol and genistein. These flavonoids possess the key chemical structures demonstrated in our SAR analysis. © 2007 Elsevier Ltd. All rights reserved.en_HK
dc.languageengen_HK
dc.publisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/phytochemen_HK
dc.relation.ispartofPhytochemistryen_HK
dc.subjectChemical parameteren_HK
dc.subjectFlavonoiden_HK
dc.subjectPorcine coronary arteryen_HK
dc.subjectRelaxation activityen_HK
dc.subjectStructure-activity relationshipen_HK
dc.titleStructure-activity relationships of flavonoids for vascular relaxation in porcine coronary arteryen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0031-9422&volume=68&spage=1179&epage=1188&date=2007&atitle=Structure-activity+Relationships+of+Flavonoids+for+Vascular+Relaxation+in+Porcine+Coronary+Arteryen_HK
dc.identifier.emailLeung, SWS: swsleung@hku.hken_HK
dc.identifier.emailChe, CM: cmche@hku.hken_HK
dc.identifier.emailMan, RYK: rykman@hkucc.hku.hken_HK
dc.identifier.authorityLeung, SWS=rp00235en_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.identifier.authorityMan, RYK=rp00236en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.phytochem.2007.02.013en_HK
dc.identifier.pmid17395220-
dc.identifier.scopuseid_2-s2.0-34047130348en_HK
dc.identifier.hkuros129986en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-34047130348&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume68en_HK
dc.identifier.issue8en_HK
dc.identifier.spage1179en_HK
dc.identifier.epage1188en_HK
dc.identifier.isiWOS:000246331900011-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridXu, YC=35106482400en_HK
dc.identifier.scopusauthoridLeung, SWS=24540419500en_HK
dc.identifier.scopusauthoridYeung, DKY=16176892200en_HK
dc.identifier.scopusauthoridHu, LH=55205385900en_HK
dc.identifier.scopusauthoridChen, GH=16174274400en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK
dc.identifier.scopusauthoridMan, RYK=7004986435en_HK

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