Article: Tyrosinase inhibitory constituents from the roots of Morus nigra: A structure-activity relationship study

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TitleTyrosinase inhibitory constituents from the roots of Morus nigra: A structure-activity relationship study
AuthorsZheng, ZP2
Cheng, KW2
Zhu, Q2
Wang, XC1
Lin, ZX3
Wang, M2
KeywordsMorus nigra
Phenolic compounds
Tyrosinase inhibition
Issue Date2010
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcau
CitationJournal Of Agricultural And Food Chemistry, 2010, v. 58 n. 9, p. 5368-5373 [How to Cite?]
DOI: http://dx.doi.org/10.1021/jf1003607
AbstractThe phytochemical profiles of Morus nigra roots and twigs were compared by HPLC with those of the old and young twigs of Morus alba which are known to contain oxyresveratrol and mulberroside A as major components. It was found that M. nigra root extract contains some unknown natural products with potential tyrosinase inhibitory activity. The extract (95% ethanol) of the roots of M. nigra was further investigated in this study. One new compound, 5'-geranyl-5,7,2',4'-tetrahydroxyflavone, and twenty-eight known phenolic compounds were isolated. Their structures were identified by mass spectrometry and NMR spectroscopy. Nine compounds, 5'-geranyl-5,7,2',4'-tetrahydroxyflavone, steppogenin-7-O-β-d-glucoside, 2,4,2',4'-tetrahydroxychalcone, moracin N, kuwanon H, mulberrofuran G, morachalcone A, oxyresveratrol-3'-O-β-d- glucopyranoside and oxyresveratrol-2-O-β-d-glucopyranoside, showed better tyrosinase inhibitory activities than kojic acid. It was noteworthy that the IC 50 values of 2,4,2',4'-tetrahydroxychalcone and morachalcone A were 757-fold and 328-fold lower than that of kojic acid, respectively, suggesting a great potential for their development as effective natural tyrosinase inhibitors. © 2010 American Chemical Society.
ISSN0021-8561
2011 Impact Factor: 2.823
2011 SCImago Journal Rankings: 0.144
DOIhttp://dx.doi.org/10.1021/jf1003607
ISI Accession Number IDWOS:000277237500023
ReferencesReferences in Scopus
DC Field
Value
dc.contributor.authorZheng, ZP
dc.contributor.authorCheng, KW
dc.contributor.authorZhu, Q
dc.contributor.authorWang, XC
dc.contributor.authorLin, ZX
dc.contributor.authorWang, M
dc.date.accessioned2010-09-06T09:54:35Z
dc.date.available2010-09-06T09:54:35Z
dc.date.issued2010
dc.description.abstractThe phytochemical profiles of Morus nigra roots and twigs were compared by HPLC with those of the old and young twigs of Morus alba which are known to contain oxyresveratrol and mulberroside A as major components. It was found that M. nigra root extract contains some unknown natural products with potential tyrosinase inhibitory activity. The extract (95% ethanol) of the roots of M. nigra was further investigated in this study. One new compound, 5'-geranyl-5,7,2',4'-tetrahydroxyflavone, and twenty-eight known phenolic compounds were isolated. Their structures were identified by mass spectrometry and NMR spectroscopy. Nine compounds, 5'-geranyl-5,7,2',4'-tetrahydroxyflavone, steppogenin-7-O-β-d-glucoside, 2,4,2',4'-tetrahydroxychalcone, moracin N, kuwanon H, mulberrofuran G, morachalcone A, oxyresveratrol-3'-O-β-d- glucopyranoside and oxyresveratrol-2-O-β-d-glucopyranoside, showed better tyrosinase inhibitory activities than kojic acid. It was noteworthy that the IC 50 values of 2,4,2',4'-tetrahydroxychalcone and morachalcone A were 757-fold and 328-fold lower than that of kojic acid, respectively, suggesting a great potential for their development as effective natural tyrosinase inhibitors. © 2010 American Chemical Society.
dc.description.natureLink_to_subscribed_fulltext
dc.identifier.citationJournal Of Agricultural And Food Chemistry, 2010, v. 58 n. 9, p. 5368-5373 [How to Cite?]
DOI: http://dx.doi.org/10.1021/jf1003607
dc.identifier.doihttp://dx.doi.org/10.1021/jf1003607
dc.identifier.epage5373
dc.identifier.hkuros170235
dc.identifier.isiWOS:000277237500023
dc.identifier.issn0021-8561
2011 Impact Factor: 2.823
2011 SCImago Journal Rankings: 0.144
dc.identifier.issue9
dc.identifier.openurl
dc.identifier.pmid20297841
dc.identifier.scopuseid_2-s2.0-77952224236
dc.identifier.spage5368
dc.identifier.urihttp://hdl.handle.net/10722/89260
dc.identifier.volume58
dc.languageeng
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcau
dc.publisher.placeUnited States
dc.relation.ispartofJournal of Agricultural and Food Chemistry
dc.relation.referencesReferences in Scopus
dc.subject.meshMorus nigra
dc.subject.meshPhenolic compounds
dc.subject.meshTyrosinase inhibition
dc.subjectMorus nigra
dc.subjectPhenolic compounds
dc.subjectTyrosinase inhibition
dc.titleTyrosinase inhibitory constituents from the roots of Morus nigra: A structure-activity relationship study
dc.typeArticle
Author Affiliations
  1. Hainan Provincial Institute for Drug Control
  2. The University of Hong Kong
  3. Chinese University of Hong Kong