File Download
  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Isoflavone glycosides: Synthesis and evaluation as α-glucosidase inhibitors

TitleIsoflavone glycosides: Synthesis and evaluation as α-glucosidase inhibitors
Authors
KeywordsC-C coupling
Glycosides
Glycosylation
Inhibitors
Suzuki-Miyaura coupling
Issue Date2008
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.eurjoc.org
Citation
European Journal Of Organic Chemistry, 2008 n. 18, p. 3156-3163 How to Cite?
AbstractOn the basis of the structure of 4′,7,8-trihydroxyisoflavone 7-O-α-D-arabinofuranoside (namely A-76202, 1), a Rhodococcus metabolite showing potent inhibitory activities against the α-glucosidases of rat liver microsome (IC 50 = 0.46 ng/mL), 26 analogs, each with minor variations at the sugar moiety and the isoflavone A and B rings, were readily synthesized. Notably, a new and efficient method was developed for the divergent synthesis of the B-ring congeners of the isoflavone glycosides by using Suzuki-Miyaura coupling as the final step. Modifications at the sugar moiety and the isoflavone A ring significantly diminish the activity, whereas variations at the B ring are largely tolerated for retaining the potent α-glucosidase inhibitory activity. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Persistent Identifierhttp://hdl.handle.net/10722/124157
ISSN
2015 Impact Factor: 3.068
2015 SCImago Journal Rankings: 1.245
References

 

DC FieldValueLanguage
dc.contributor.authorWei, Gen_HK
dc.contributor.authorYu, Ben_HK
dc.date.accessioned2010-10-28T03:57:08Z-
dc.date.available2010-10-28T03:57:08Z-
dc.date.issued2008en_HK
dc.identifier.citationEuropean Journal Of Organic Chemistry, 2008 n. 18, p. 3156-3163en_HK
dc.identifier.issn1434-193Xen_HK
dc.identifier.urihttp://hdl.handle.net/10722/124157-
dc.description.abstractOn the basis of the structure of 4′,7,8-trihydroxyisoflavone 7-O-α-D-arabinofuranoside (namely A-76202, 1), a Rhodococcus metabolite showing potent inhibitory activities against the α-glucosidases of rat liver microsome (IC 50 = 0.46 ng/mL), 26 analogs, each with minor variations at the sugar moiety and the isoflavone A and B rings, were readily synthesized. Notably, a new and efficient method was developed for the divergent synthesis of the B-ring congeners of the isoflavone glycosides by using Suzuki-Miyaura coupling as the final step. Modifications at the sugar moiety and the isoflavone A ring significantly diminish the activity, whereas variations at the B ring are largely tolerated for retaining the potent α-glucosidase inhibitory activity. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.en_HK
dc.languageeng-
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.eurjoc.orgen_HK
dc.relation.ispartofEuropean Journal of Organic Chemistryen_HK
dc.rightsThe definitive version is available at www3.interscience.wiley.com-
dc.rightsCreative Commons: Attribution 3.0 Hong Kong License-
dc.subjectC-C couplingen_HK
dc.subjectGlycosidesen_HK
dc.subjectGlycosylationen_HK
dc.subjectInhibitorsen_HK
dc.subjectSuzuki-Miyaura couplingen_HK
dc.titleIsoflavone glycosides: Synthesis and evaluation as α-glucosidase inhibitorsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1434-193X&volume=2008&issue=18&spage=3156&epage=3163&date=2008&atitle=Isoflavone+glycosides:+synthesis+and+evaluation+as+α-glucosidase+inhibitors-
dc.identifier.emailWei, G:weiguo@hku.hken_HK
dc.identifier.authorityWei, G=rp00803en_HK
dc.description.naturepostprint-
dc.identifier.doi10.1002/ejoc.200800239en_HK
dc.identifier.scopuseid_2-s2.0-53749105472en_HK
dc.identifier.hkuros173119-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-53749105472&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume2008-
dc.identifier.issue18en_HK
dc.identifier.spage3156en_HK
dc.identifier.epage3163en_HK
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridWei, G=49762421000en_HK
dc.identifier.scopusauthoridYu, B=7402092411en_HK

Export via OAI-PMH Interface in XML Formats


OR


Export to Other Non-XML Formats