An ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry approach for screening and characterising tyrosinase inhibitors from mulberry leaves
[Display omitted] ► A new assay based on ultrafiltration HPLC–DAD–MS has been developed for rapid screening and identification of ligands for tyrosinase. ► Twelve compounds with tyrosinase binding activity were found from extract of mulberry leaves. ► Two malonyl-glycosylflavones were identified as...
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| Veröffentlicht in: | Analytica chimica acta 2012-03, Vol.719, p.87-95 |
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| container_title | Analytica chimica acta |
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| creator | Yang, Zhenzhong Zhang, Yufeng Sun, Lijuan Wang, Yi Gao, Xiumei Cheng, Yiyu |
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► A new assay based on ultrafiltration HPLC–DAD–MS has been developed for rapid screening and identification of ligands for tyrosinase. ► Twelve compounds with tyrosinase binding activity were found from extract of mulberry leaves. ► Two malonyl-glycosylflavones were identified as new tyrosinase inhibitors.
Tyrosinase is a key enzyme in melanin synthesis. Its inhibitor may be used to efficiently treat hyperpigmentation and widely applied in cosmetic products and food supplements. In the present study, a new assay based on ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry (HPLC–DAD–MS) was developed for the rapid screening and identification of ligands for tyrosinase. Experiments were carried out to select the optimal binding conditions, tyrosinase concentration, and incubation time. Non-specific binding to the denatured tyrosinase was also investigated. Twelve compounds with tyrosinase binding activity were found in mulberry leaf extracts. The identities of these compounds were characterised by HPLC–DAD–MSn. Particularly, two compounds, namely, quercetin-3-O-(6-O-malonyl)-β-d-glucopyranoside and kaempferol-3-O-(6-O-malonyl)-β-d-glucopyranoside, were identified as new tyrosinase inhibitors. The screening results were verified by tyrosinase inhibition assays. Experimental results proved that the proposed method could rapidly screen tyrosinase inhibitors in complex mixtures. |
| doi_str_mv | 10.1016/j.aca.2012.01.018 |
| format | Article |
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► A new assay based on ultrafiltration HPLC–DAD–MS has been developed for rapid screening and identification of ligands for tyrosinase. ► Twelve compounds with tyrosinase binding activity were found from extract of mulberry leaves. ► Two malonyl-glycosylflavones were identified as new tyrosinase inhibitors.
Tyrosinase is a key enzyme in melanin synthesis. Its inhibitor may be used to efficiently treat hyperpigmentation and widely applied in cosmetic products and food supplements. In the present study, a new assay based on ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry (HPLC–DAD–MS) was developed for the rapid screening and identification of ligands for tyrosinase. Experiments were carried out to select the optimal binding conditions, tyrosinase concentration, and incubation time. Non-specific binding to the denatured tyrosinase was also investigated. Twelve compounds with tyrosinase binding activity were found in mulberry leaf extracts. The identities of these compounds were characterised by HPLC–DAD–MSn. Particularly, two compounds, namely, quercetin-3-O-(6-O-malonyl)-β-d-glucopyranoside and kaempferol-3-O-(6-O-malonyl)-β-d-glucopyranoside, were identified as new tyrosinase inhibitors. The screening results were verified by tyrosinase inhibition assays. Experimental results proved that the proposed method could rapidly screen tyrosinase inhibitors in complex mixtures.</description><identifier>ISSN: 0003-2670</identifier><identifier>EISSN: 1873-4324</identifier><identifier>DOI: 10.1016/j.aca.2012.01.018</identifier><identifier>PMID: 22340536</identifier><identifier>CODEN: ACACAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Agaricales - enzymology ; Analytical chemistry ; Arrays ; Binding ; Binding Sites ; Chemistry ; Chromatographic methods and physical methods associated with chromatography ; Chromatography, High Pressure Liquid - economics ; Chromatography, High Pressure Liquid - methods ; Detectors ; Diodes ; Drug Discovery - economics ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - isolation & purification ; Enzyme Inhibitors - pharmacology ; Exact sciences and technology ; HPLC–DAD–MS ; Inhibitors ; Liquid chromatography ; Mass Spectrometry - economics ; Mass Spectrometry - methods ; Monophenol Monooxygenase - antagonists & inhibitors ; Monophenol Monooxygenase - metabolism ; Morus - chemistry ; Morus alba ; Other chromatographic methods ; Plant Leaves - chemistry ; Protein Binding ; Screening ; Spectrometric and optical methods ; Tyrosinase ; Tyrosinase inhibitor ; Ultrafiltration</subject><ispartof>Analytica chimica acta, 2012-03, Vol.719, p.87-95</ispartof><rights>2012 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-56ac499bf58e31b48a04461290cd80a8b9bcf47fcc4acdb4862c94c534a50f3c3</citedby><cites>FETCH-LOGICAL-c415t-56ac499bf58e31b48a04461290cd80a8b9bcf47fcc4acdb4862c94c534a50f3c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0003267012000864$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25642475$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22340536$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Zhenzhong</creatorcontrib><creatorcontrib>Zhang, Yufeng</creatorcontrib><creatorcontrib>Sun, Lijuan</creatorcontrib><creatorcontrib>Wang, Yi</creatorcontrib><creatorcontrib>Gao, Xiumei</creatorcontrib><creatorcontrib>Cheng, Yiyu</creatorcontrib><title>An ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry approach for screening and characterising tyrosinase inhibitors from mulberry leaves</title><title>Analytica chimica acta</title><addtitle>Anal Chim Acta</addtitle><description>[Display omitted]
► A new assay based on ultrafiltration HPLC–DAD–MS has been developed for rapid screening and identification of ligands for tyrosinase. ► Twelve compounds with tyrosinase binding activity were found from extract of mulberry leaves. ► Two malonyl-glycosylflavones were identified as new tyrosinase inhibitors.
Tyrosinase is a key enzyme in melanin synthesis. Its inhibitor may be used to efficiently treat hyperpigmentation and widely applied in cosmetic products and food supplements. In the present study, a new assay based on ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry (HPLC–DAD–MS) was developed for the rapid screening and identification of ligands for tyrosinase. Experiments were carried out to select the optimal binding conditions, tyrosinase concentration, and incubation time. Non-specific binding to the denatured tyrosinase was also investigated. Twelve compounds with tyrosinase binding activity were found in mulberry leaf extracts. The identities of these compounds were characterised by HPLC–DAD–MSn. Particularly, two compounds, namely, quercetin-3-O-(6-O-malonyl)-β-d-glucopyranoside and kaempferol-3-O-(6-O-malonyl)-β-d-glucopyranoside, were identified as new tyrosinase inhibitors. The screening results were verified by tyrosinase inhibition assays. Experimental results proved that the proposed method could rapidly screen tyrosinase inhibitors in complex mixtures.</description><subject>Agaricales - enzymology</subject><subject>Analytical chemistry</subject><subject>Arrays</subject><subject>Binding</subject><subject>Binding Sites</subject><subject>Chemistry</subject><subject>Chromatographic methods and physical methods associated with chromatography</subject><subject>Chromatography, High Pressure Liquid - economics</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Detectors</subject><subject>Diodes</subject><subject>Drug Discovery - economics</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - isolation & purification</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Exact sciences and technology</subject><subject>HPLC–DAD–MS</subject><subject>Inhibitors</subject><subject>Liquid chromatography</subject><subject>Mass Spectrometry - economics</subject><subject>Mass Spectrometry - methods</subject><subject>Monophenol Monooxygenase - antagonists & inhibitors</subject><subject>Monophenol Monooxygenase - metabolism</subject><subject>Morus - chemistry</subject><subject>Morus alba</subject><subject>Other chromatographic methods</subject><subject>Plant Leaves - chemistry</subject><subject>Protein Binding</subject><subject>Screening</subject><subject>Spectrometric and optical methods</subject><subject>Tyrosinase</subject><subject>Tyrosinase inhibitor</subject><subject>Ultrafiltration</subject><issn>0003-2670</issn><issn>1873-4324</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kU1v1DAQhiMEokvhB3BBviC4ZPFXvsSpqqAgVeIC52gymWy8SuLUTlrtH-R3Mcsu5VZpZI_Hz7zy-E2St0pulVT5p_0WELZaKr2ViqN8lmxUWZjUGm2fJxsppUl1XsiL5FWMez5qJe3L5EJrY2Vm8k3y-2oS67AE6NxxXZyfRO92fTpT6HwYYUISg7tbXSuwD36Exe8CzP1BoF_ngVrx4JZetM63JCAEOIiWFsLFBwFTK0aIUcSZC9xMSzgImOfgAXvB-iJiIJrctPsLYw8BcKHg4rG0HILnBCIJN_WucSwaRcdCYlyHhgKrDQT3FF8nLzoYIr0575fJr69ffl5_S29_3Hy_vrpN0apsSbMc0FZV02UlGdXYEqS1udKVxLaUUDZVg50tOkQL2PJ9rrGymBkLmewMmsvkw0mXR7hbKS716CLSMMBEfo11pXWRlbkyTH58klR5oayxJpeMqhOKPG4M1NVzcCOEQ61kfTS63tdsdH00upaKo-Sed2f5tRmpfez45ywD788ARIShC-yki_-5LLfaFhlzn08c8bfdOwp1REfseusCm1a33j3xjD-n18xZ</recordid><startdate>20120316</startdate><enddate>20120316</enddate><creator>Yang, Zhenzhong</creator><creator>Zhang, Yufeng</creator><creator>Sun, Lijuan</creator><creator>Wang, Yi</creator><creator>Gao, Xiumei</creator><creator>Cheng, Yiyu</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>20120316</creationdate><title>An ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry approach for screening and characterising tyrosinase inhibitors from mulberry leaves</title><author>Yang, Zhenzhong ; Zhang, Yufeng ; Sun, Lijuan ; Wang, Yi ; Gao, Xiumei ; Cheng, Yiyu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-56ac499bf58e31b48a04461290cd80a8b9bcf47fcc4acdb4862c94c534a50f3c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Agaricales - enzymology</topic><topic>Analytical chemistry</topic><topic>Arrays</topic><topic>Binding</topic><topic>Binding Sites</topic><topic>Chemistry</topic><topic>Chromatographic methods and physical methods associated with chromatography</topic><topic>Chromatography, High Pressure Liquid - economics</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Detectors</topic><topic>Diodes</topic><topic>Drug Discovery - economics</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - isolation & purification</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Exact sciences and technology</topic><topic>HPLC–DAD–MS</topic><topic>Inhibitors</topic><topic>Liquid chromatography</topic><topic>Mass Spectrometry - economics</topic><topic>Mass Spectrometry - methods</topic><topic>Monophenol Monooxygenase - antagonists & inhibitors</topic><topic>Monophenol Monooxygenase - metabolism</topic><topic>Morus - chemistry</topic><topic>Morus alba</topic><topic>Other chromatographic methods</topic><topic>Plant Leaves - chemistry</topic><topic>Protein Binding</topic><topic>Screening</topic><topic>Spectrometric and optical methods</topic><topic>Tyrosinase</topic><topic>Tyrosinase inhibitor</topic><topic>Ultrafiltration</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Zhenzhong</creatorcontrib><creatorcontrib>Zhang, Yufeng</creatorcontrib><creatorcontrib>Sun, Lijuan</creatorcontrib><creatorcontrib>Wang, Yi</creatorcontrib><creatorcontrib>Gao, Xiumei</creatorcontrib><creatorcontrib>Cheng, Yiyu</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Analytica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Zhenzhong</au><au>Zhang, Yufeng</au><au>Sun, Lijuan</au><au>Wang, Yi</au><au>Gao, Xiumei</au><au>Cheng, Yiyu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry approach for screening and characterising tyrosinase inhibitors from mulberry leaves</atitle><jtitle>Analytica chimica acta</jtitle><addtitle>Anal Chim Acta</addtitle><date>2012-03-16</date><risdate>2012</risdate><volume>719</volume><spage>87</spage><epage>95</epage><pages>87-95</pages><issn>0003-2670</issn><eissn>1873-4324</eissn><coden>ACACAM</coden><abstract>[Display omitted]
► A new assay based on ultrafiltration HPLC–DAD–MS has been developed for rapid screening and identification of ligands for tyrosinase. ► Twelve compounds with tyrosinase binding activity were found from extract of mulberry leaves. ► Two malonyl-glycosylflavones were identified as new tyrosinase inhibitors.
Tyrosinase is a key enzyme in melanin synthesis. Its inhibitor may be used to efficiently treat hyperpigmentation and widely applied in cosmetic products and food supplements. In the present study, a new assay based on ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry (HPLC–DAD–MS) was developed for the rapid screening and identification of ligands for tyrosinase. Experiments were carried out to select the optimal binding conditions, tyrosinase concentration, and incubation time. Non-specific binding to the denatured tyrosinase was also investigated. Twelve compounds with tyrosinase binding activity were found in mulberry leaf extracts. The identities of these compounds were characterised by HPLC–DAD–MSn. Particularly, two compounds, namely, quercetin-3-O-(6-O-malonyl)-β-d-glucopyranoside and kaempferol-3-O-(6-O-malonyl)-β-d-glucopyranoside, were identified as new tyrosinase inhibitors. The screening results were verified by tyrosinase inhibition assays. Experimental results proved that the proposed method could rapidly screen tyrosinase inhibitors in complex mixtures.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>22340536</pmid><doi>10.1016/j.aca.2012.01.018</doi><tpages>9</tpages></addata></record> |
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| subjects | Agaricales - enzymology Analytical chemistry Arrays Binding Binding Sites Chemistry Chromatographic methods and physical methods associated with chromatography Chromatography, High Pressure Liquid - economics Chromatography, High Pressure Liquid - methods Detectors Diodes Drug Discovery - economics Enzyme Inhibitors - chemistry Enzyme Inhibitors - isolation & purification Enzyme Inhibitors - pharmacology Exact sciences and technology HPLC–DAD–MS Inhibitors Liquid chromatography Mass Spectrometry - economics Mass Spectrometry - methods Monophenol Monooxygenase - antagonists & inhibitors Monophenol Monooxygenase - metabolism Morus - chemistry Morus alba Other chromatographic methods Plant Leaves - chemistry Protein Binding Screening Spectrometric and optical methods Tyrosinase Tyrosinase inhibitor Ultrafiltration |
| title | An ultrafiltration high-performance liquid chromatography coupled with diode array detector and mass spectrometry approach for screening and characterising tyrosinase inhibitors from mulberry leaves |
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