Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells
Twelve components were isolated from Spatholobus suberectus by using bio-guided assay. Among them, butin ( 7) is the most active component in reducing expression of cellular tyrosinase and in lowering melanin content in human epidermal melanocytes (HEMn). This inhibition is exerted through inhibitio...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2006-06, Vol.67 (12), p.1262-1270 |
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| creator | Lee, Mei-Hsien Lin, Yi-Pei Hsu, Feng-Lin Zhan, Gui-Rong Yen, Kun-Ying |
| description | Twelve components were isolated from
Spatholobus suberectus by using bio-guided assay. Among them, butin (
7) is the most active component in reducing expression of cellular tyrosinase and in lowering melanin content in human epidermal melanocytes (HEMn). This inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, tyrosinase-related proteins 1 and 2.
Spatholobus suberectus Dunn (Leguminosae) is a traditional Chinese herbal medicine used to treat rheumatism, anemia, menoxenia, and other disorders. The extent to which this herbal medicine is useful to skin cells, however, has not been evaluated. Constituents of the 95% ethanol extracts of the dried vine stems of
S. suberectus were therefore isolated and examined for their skin-whitening capacity. A bio-guided phytochemical investigation, involving use of the mushroom tyrosinase inhibitory system, of active fractions of the extracts resulted in the isolation of 12 constituents. The structures of these constituents, which were characterized by various spectroscopic techniques, consisted of one flavone, three isoflavones, five flavanones, two flavanonols, and one chalcone. Of these constituents 3′,4′,7-trihydroxyflavone (
1), eriodictyol (
3), plathymenin (
5), dihydroquercetin (
6), butin (
7), neoisoliquiritigenin (
8), dihydrokaempferol (
9), liquiritigenin (
10), and 6-methoxyeriodictyol (
12) represented compounds isolated for the first time from
S. suberectus. These constituents were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). Butin (
7) was the most efficacious of these constituents and exhibited concentration-dependent effects. Western blot analysis revealed that expression of tyrosinase and tyrosinase-related proteins 1 and 2 (TRP1 and TRP2) was decreased in butin (
7)-treated HEMn cells. Additionally, quantitative real-time PCR (qRT-PCR) analysis disclosed that expression of mRNAs for tyrosinase, TRP1 and TRP2 was suppressed by butin (
7). It is concluded that butin (
7) is the most active of the components of
S. suberectus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, TRP1 and TRP2. |
| doi_str_mv | 10.1016/j.phytochem.2006.05.008 |
| format | Article |
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Spatholobus suberectus by using bio-guided assay. Among them, butin (
7) is the most active component in reducing expression of cellular tyrosinase and in lowering melanin content in human epidermal melanocytes (HEMn). This inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, tyrosinase-related proteins 1 and 2.
Spatholobus suberectus Dunn (Leguminosae) is a traditional Chinese herbal medicine used to treat rheumatism, anemia, menoxenia, and other disorders. The extent to which this herbal medicine is useful to skin cells, however, has not been evaluated. Constituents of the 95% ethanol extracts of the dried vine stems of
S. suberectus were therefore isolated and examined for their skin-whitening capacity. A bio-guided phytochemical investigation, involving use of the mushroom tyrosinase inhibitory system, of active fractions of the extracts resulted in the isolation of 12 constituents. The structures of these constituents, which were characterized by various spectroscopic techniques, consisted of one flavone, three isoflavones, five flavanones, two flavanonols, and one chalcone. Of these constituents 3′,4′,7-trihydroxyflavone (
1), eriodictyol (
3), plathymenin (
5), dihydroquercetin (
6), butin (
7), neoisoliquiritigenin (
8), dihydrokaempferol (
9), liquiritigenin (
10), and 6-methoxyeriodictyol (
12) represented compounds isolated for the first time from
S. suberectus. These constituents were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). Butin (
7) was the most efficacious of these constituents and exhibited concentration-dependent effects. Western blot analysis revealed that expression of tyrosinase and tyrosinase-related proteins 1 and 2 (TRP1 and TRP2) was decreased in butin (
7)-treated HEMn cells. Additionally, quantitative real-time PCR (qRT-PCR) analysis disclosed that expression of mRNAs for tyrosinase, TRP1 and TRP2 was suppressed by butin (
7). It is concluded that butin (
7) is the most active of the components of
S. suberectus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, TRP1 and TRP2.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2006.05.008</identifier><identifier>PMID: 16782143</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Biological and medical sciences ; Butin ; Cell Survival - drug effects ; Cells, Cultured - drug effects ; chemical constituents of plants ; Chemical constitution ; cultured cells ; cytotoxicity ; Drug Evaluation, Preclinical ; enzyme inhibition ; Fabaceae ; Fabaceae - chemistry ; flavonoids ; Fundamental and applied biological sciences. Psychology ; Gene Expression Regulation ; Humans ; Leguminosae ; Male ; medicinal plants ; melanin ; melanocytes ; Melanocytes - cytology ; Melanocytes - drug effects ; Melanocytes - enzymology ; Metabolism ; Metabolism. Physicochemical requirements ; monophenol monooxygenase ; Oriental traditional medicine ; Oxidoreductases - antagonists & inhibitors ; Oxidoreductases - genetics ; Oxidoreductases - pharmacology ; pigmentation ; Plant physiology and development ; Quantitative real-time PCR ; RNA, Messenger - biosynthesis ; Spatholobus ; Spatholobus suberectus ; TRP1 ; TRP2 ; Tyrosinase</subject><ispartof>Phytochemistry (Oxford), 2006-06, Vol.67 (12), p.1262-1270</ispartof><rights>2006 Elsevier Ltd</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c520t-aa1a84ad7baaccb4229cd60b2302856a6f4abfb75d702aedba60720bca7976f03</citedby><cites>FETCH-LOGICAL-c520t-aa1a84ad7baaccb4229cd60b2302856a6f4abfb75d702aedba60720bca7976f03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942206002408$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17914661$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16782143$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, Mei-Hsien</creatorcontrib><creatorcontrib>Lin, Yi-Pei</creatorcontrib><creatorcontrib>Hsu, Feng-Lin</creatorcontrib><creatorcontrib>Zhan, Gui-Rong</creatorcontrib><creatorcontrib>Yen, Kun-Ying</creatorcontrib><title>Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Twelve components were isolated from
Spatholobus suberectus by using bio-guided assay. Among them, butin (
7) is the most active component in reducing expression of cellular tyrosinase and in lowering melanin content in human epidermal melanocytes (HEMn). This inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, tyrosinase-related proteins 1 and 2.
Spatholobus suberectus Dunn (Leguminosae) is a traditional Chinese herbal medicine used to treat rheumatism, anemia, menoxenia, and other disorders. The extent to which this herbal medicine is useful to skin cells, however, has not been evaluated. Constituents of the 95% ethanol extracts of the dried vine stems of
S. suberectus were therefore isolated and examined for their skin-whitening capacity. A bio-guided phytochemical investigation, involving use of the mushroom tyrosinase inhibitory system, of active fractions of the extracts resulted in the isolation of 12 constituents. The structures of these constituents, which were characterized by various spectroscopic techniques, consisted of one flavone, three isoflavones, five flavanones, two flavanonols, and one chalcone. Of these constituents 3′,4′,7-trihydroxyflavone (
1), eriodictyol (
3), plathymenin (
5), dihydroquercetin (
6), butin (
7), neoisoliquiritigenin (
8), dihydrokaempferol (
9), liquiritigenin (
10), and 6-methoxyeriodictyol (
12) represented compounds isolated for the first time from
S. suberectus. These constituents were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). Butin (
7) was the most efficacious of these constituents and exhibited concentration-dependent effects. Western blot analysis revealed that expression of tyrosinase and tyrosinase-related proteins 1 and 2 (TRP1 and TRP2) was decreased in butin (
7)-treated HEMn cells. Additionally, quantitative real-time PCR (qRT-PCR) analysis disclosed that expression of mRNAs for tyrosinase, TRP1 and TRP2 was suppressed by butin (
7). It is concluded that butin (
7) is the most active of the components of
S. suberectus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, TRP1 and TRP2.</description><subject>Biological and medical sciences</subject><subject>Butin</subject><subject>Cell Survival - drug effects</subject><subject>Cells, Cultured - drug effects</subject><subject>chemical constituents of plants</subject><subject>Chemical constitution</subject><subject>cultured cells</subject><subject>cytotoxicity</subject><subject>Drug Evaluation, Preclinical</subject><subject>enzyme inhibition</subject><subject>Fabaceae</subject><subject>Fabaceae - chemistry</subject><subject>flavonoids</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gene Expression Regulation</subject><subject>Humans</subject><subject>Leguminosae</subject><subject>Male</subject><subject>medicinal plants</subject><subject>melanin</subject><subject>melanocytes</subject><subject>Melanocytes - cytology</subject><subject>Melanocytes - drug effects</subject><subject>Melanocytes - enzymology</subject><subject>Metabolism</subject><subject>Metabolism. Physicochemical requirements</subject><subject>monophenol monooxygenase</subject><subject>Oriental traditional medicine</subject><subject>Oxidoreductases - antagonists & inhibitors</subject><subject>Oxidoreductases - genetics</subject><subject>Oxidoreductases - pharmacology</subject><subject>pigmentation</subject><subject>Plant physiology and development</subject><subject>Quantitative real-time PCR</subject><subject>RNA, Messenger - biosynthesis</subject><subject>Spatholobus</subject><subject>Spatholobus suberectus</subject><subject>TRP1</subject><subject>TRP2</subject><subject>Tyrosinase</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcFu1DAQhiMEokvhFWgucEsYO4mdPS5VoUgFJErP1sSZ7HqV2FvbqbRvj6Nd0WNPtqxvxv_Ml2VXDEoGTHzZl4fdMTq9o6nkAKKEpgRoX2Ur1sqqqCTA62wFULFiXXN-kb0LYQ8ATSPE2-yCCdlyVler7PGrcaijeaJcOxuiiTPZGHI35PcHjDs3um4OeZg78qRjuhqbe9rOI0Zjt3k8eheMxUCFp_RGfX7wLpKxIUfb59OfX5ul5Pbmp801jWN4n70ZcAz04XxeZg_fbv5e3xZ3v7__uN7cFbrhEAtEhm2NvewQte7SEGvdC-h4BbxtBIqhxm7oZNNL4Eh9hwIkh06jXEsxQHWZfT71TXkeZwpRTSYsCdCSm4MSbSOFqNoXQc5YxVPvBMoTqNPMwdOgDt5M6I-KgVq0qL36r0UtWhQ0KmlJlR_PX8zdRP1z3dlDAj6dAQwax8Gj1SY8c3LNaiFY4q5O3IBO4dYn5uGeA6uAQSv4eiE2J4LSbp8MeRW0IaupN4tA1TvzYtx_j4a7jg</recordid><startdate>20060601</startdate><enddate>20060601</enddate><creator>Lee, Mei-Hsien</creator><creator>Lin, Yi-Pei</creator><creator>Hsu, Feng-Lin</creator><creator>Zhan, Gui-Rong</creator><creator>Yen, Kun-Ying</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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>7TM</scope><scope>7X8</scope></search><sort><creationdate>20060601</creationdate><title>Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells</title><author>Lee, Mei-Hsien ; Lin, Yi-Pei ; Hsu, Feng-Lin ; Zhan, Gui-Rong ; Yen, Kun-Ying</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c520t-aa1a84ad7baaccb4229cd60b2302856a6f4abfb75d702aedba60720bca7976f03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Biological and medical sciences</topic><topic>Butin</topic><topic>Cell Survival - drug effects</topic><topic>Cells, Cultured - drug effects</topic><topic>chemical constituents of plants</topic><topic>Chemical constitution</topic><topic>cultured cells</topic><topic>cytotoxicity</topic><topic>Drug Evaluation, Preclinical</topic><topic>enzyme inhibition</topic><topic>Fabaceae</topic><topic>Fabaceae - chemistry</topic><topic>flavonoids</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gene Expression Regulation</topic><topic>Humans</topic><topic>Leguminosae</topic><topic>Male</topic><topic>medicinal plants</topic><topic>melanin</topic><topic>melanocytes</topic><topic>Melanocytes - cytology</topic><topic>Melanocytes - drug effects</topic><topic>Melanocytes - enzymology</topic><topic>Metabolism</topic><topic>Metabolism. Physicochemical requirements</topic><topic>monophenol monooxygenase</topic><topic>Oriental traditional medicine</topic><topic>Oxidoreductases - antagonists & inhibitors</topic><topic>Oxidoreductases - genetics</topic><topic>Oxidoreductases - pharmacology</topic><topic>pigmentation</topic><topic>Plant physiology and development</topic><topic>Quantitative real-time PCR</topic><topic>RNA, Messenger - biosynthesis</topic><topic>Spatholobus</topic><topic>Spatholobus suberectus</topic><topic>TRP1</topic><topic>TRP2</topic><topic>Tyrosinase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Mei-Hsien</creatorcontrib><creatorcontrib>Lin, Yi-Pei</creatorcontrib><creatorcontrib>Hsu, Feng-Lin</creatorcontrib><creatorcontrib>Zhan, Gui-Rong</creatorcontrib><creatorcontrib>Yen, Kun-Ying</creatorcontrib><collection>AGRIS</collection><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>Nucleic Acids Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lee, Mei-Hsien</au><au>Lin, Yi-Pei</au><au>Hsu, Feng-Lin</au><au>Zhan, Gui-Rong</au><au>Yen, Kun-Ying</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2006-06-01</date><risdate>2006</risdate><volume>67</volume><issue>12</issue><spage>1262</spage><epage>1270</epage><pages>1262-1270</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Twelve components were isolated from
Spatholobus suberectus by using bio-guided assay. Among them, butin (
7) is the most active component in reducing expression of cellular tyrosinase and in lowering melanin content in human epidermal melanocytes (HEMn). This inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, tyrosinase-related proteins 1 and 2.
Spatholobus suberectus Dunn (Leguminosae) is a traditional Chinese herbal medicine used to treat rheumatism, anemia, menoxenia, and other disorders. The extent to which this herbal medicine is useful to skin cells, however, has not been evaluated. Constituents of the 95% ethanol extracts of the dried vine stems of
S. suberectus were therefore isolated and examined for their skin-whitening capacity. A bio-guided phytochemical investigation, involving use of the mushroom tyrosinase inhibitory system, of active fractions of the extracts resulted in the isolation of 12 constituents. The structures of these constituents, which were characterized by various spectroscopic techniques, consisted of one flavone, three isoflavones, five flavanones, two flavanonols, and one chalcone. Of these constituents 3′,4′,7-trihydroxyflavone (
1), eriodictyol (
3), plathymenin (
5), dihydroquercetin (
6), butin (
7), neoisoliquiritigenin (
8), dihydrokaempferol (
9), liquiritigenin (
10), and 6-methoxyeriodictyol (
12) represented compounds isolated for the first time from
S. suberectus. These constituents were evaluated their ability to inhibit cellular tyrosinase activity and for their melanin inhibitory activity in human epidermal melanocytes (HEMn). Butin (
7) was the most efficacious of these constituents and exhibited concentration-dependent effects. Western blot analysis revealed that expression of tyrosinase and tyrosinase-related proteins 1 and 2 (TRP1 and TRP2) was decreased in butin (
7)-treated HEMn cells. Additionally, quantitative real-time PCR (qRT-PCR) analysis disclosed that expression of mRNAs for tyrosinase, TRP1 and TRP2 was suppressed by butin (
7). It is concluded that butin (
7) is the most active of the components of
S. suberectus in inhibiting pigmentation and that this inhibition is exerted through inhibition of transcription of the genes encoding tyrosinase, TRP1 and TRP2.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>16782143</pmid><doi>10.1016/j.phytochem.2006.05.008</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Phytochemistry (Oxford), 2006-06, Vol.67 (12), p.1262-1270 |
| issn | 0031-9422 1873-3700 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Biological and medical sciences Butin Cell Survival - drug effects Cells, Cultured - drug effects chemical constituents of plants Chemical constitution cultured cells cytotoxicity Drug Evaluation, Preclinical enzyme inhibition Fabaceae Fabaceae - chemistry flavonoids Fundamental and applied biological sciences. Psychology Gene Expression Regulation Humans Leguminosae Male medicinal plants melanin melanocytes Melanocytes - cytology Melanocytes - drug effects Melanocytes - enzymology Metabolism Metabolism. Physicochemical requirements monophenol monooxygenase Oriental traditional medicine Oxidoreductases - antagonists & inhibitors Oxidoreductases - genetics Oxidoreductases - pharmacology pigmentation Plant physiology and development Quantitative real-time PCR RNA, Messenger - biosynthesis Spatholobus Spatholobus suberectus TRP1 TRP2 Tyrosinase |
| title | Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells |
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