Antimelanogenic Effects of Picrionoside A Isolated from the Leaves of Korean Ginseng
This study was initiated to isolate active metabolites from the leaves of Panax ginseng. Among them, picrionoside A, a megastigmane glucoside, was isolated from the leaves of P. ginseng C. A. MAYER and its chemical structure was determined based on spectroscopic methods, including FAB-MS, one-dimens...
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Veröffentlicht in: | Biological & pharmaceutical bulletin 2015/10/01, Vol.38(10), pp.1663-1667 |
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creator | Lee, Dae-Young Jeong, Sang Chul Jeong, Yong Tae Lee, Mi-Kyoung Seo, Kyeong-Hwa Lee, Jae-Won Kim, Geum-Soog Lee, Seung-Eun Baek, Nam-In Kim, Jin Hee |
description | This study was initiated to isolate active metabolites from the leaves of Panax ginseng. Among them, picrionoside A, a megastigmane glucoside, was isolated from the leaves of P. ginseng C. A. MAYER and its chemical structure was determined based on spectroscopic methods, including FAB-MS, one-dimensional (1D)-NMR, 2D-NMR, and IR spectroscopy. Picrionoside A from P. ginseng has not been investigated previously, and its biological or pharmaceutical activities have not been reported elsewhere. The IC50 value of mushroom tyrosinase-inhibitory activity of picrionoside A was 9.8 µM, and the rate of inhibition of synthesized melanin content in melan-a cells was 17.1% at a concentration of 80 µM without cytotoxicity. Furthermore, picrionoside A dramatically reduced body pigmentation in the zebrafish model. Taken together, the results suggest that picrionoside A isolated from the leaves of P. ginseng may be an effective skin-whitening agent that could be a potent candidate material in the cosmetic industry. |
doi_str_mv | 10.1248/bpb.b15-00410 |
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Among them, picrionoside A, a megastigmane glucoside, was isolated from the leaves of P. ginseng C. A. MAYER and its chemical structure was determined based on spectroscopic methods, including FAB-MS, one-dimensional (1D)-NMR, 2D-NMR, and IR spectroscopy. Picrionoside A from P. ginseng has not been investigated previously, and its biological or pharmaceutical activities have not been reported elsewhere. The IC50 value of mushroom tyrosinase-inhibitory activity of picrionoside A was 9.8 µM, and the rate of inhibition of synthesized melanin content in melan-a cells was 17.1% at a concentration of 80 µM without cytotoxicity. Furthermore, picrionoside A dramatically reduced body pigmentation in the zebrafish model. Taken together, the results suggest that picrionoside A isolated from the leaves of P. ginseng may be an effective skin-whitening agent that could be a potent candidate material in the cosmetic industry.</description><identifier>ISSN: 0918-6158</identifier><identifier>EISSN: 1347-5215</identifier><identifier>DOI: 10.1248/bpb.b15-00410</identifier><identifier>PMID: 26424028</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Cell Line ; Cyclohexenes - isolation & purification ; Cyclohexenes - pharmacology ; Embryo, Nonmammalian ; Glucosides - isolation & purification ; Glucosides - pharmacology ; Melanins - metabolism ; melanogenesis ; Mice ; Monophenol Monooxygenase - antagonists & inhibitors ; Monophenol Monooxygenase - metabolism ; Panax ; Panax ginseng ; picrionoside A ; Plant Leaves - chemistry ; Skin Lightening Preparations - isolation & purification ; Skin Lightening Preparations - pharmacology ; tyrosinase ; Zebrafish</subject><ispartof>Biological and Pharmaceutical Bulletin, 2015/10/01, Vol.38(10), pp.1663-1667</ispartof><rights>2015 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2015</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c703t-9786cf7841fb7bc3ca15658e29c6cc4b7e8d2a5a6efa092f452e6bd6edab7bdf3</citedby><cites>FETCH-LOGICAL-c703t-9786cf7841fb7bc3ca15658e29c6cc4b7e8d2a5a6efa092f452e6bd6edab7bdf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26424028$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, Dae-Young</creatorcontrib><creatorcontrib>Jeong, Sang Chul</creatorcontrib><creatorcontrib>Jeong, Yong Tae</creatorcontrib><creatorcontrib>Lee, Mi-Kyoung</creatorcontrib><creatorcontrib>Seo, Kyeong-Hwa</creatorcontrib><creatorcontrib>Lee, Jae-Won</creatorcontrib><creatorcontrib>Kim, Geum-Soog</creatorcontrib><creatorcontrib>Lee, Seung-Eun</creatorcontrib><creatorcontrib>Baek, Nam-In</creatorcontrib><creatorcontrib>Kim, Jin Hee</creatorcontrib><creatorcontrib>College of Oriental Medicine</creatorcontrib><creatorcontrib>dDepartment of Oriental Medicinal Materials and Processing</creatorcontrib><creatorcontrib>bHK BIO</creatorcontrib><creatorcontrib>Daegu Haany University</creatorcontrib><creatorcontrib>cCancer Preventive Material Development Research Center</creatorcontrib><creatorcontrib>National Institute of Horticultural and Herbal Science</creatorcontrib><creatorcontrib>RDA</creatorcontrib><creatorcontrib>Business Incubator</creatorcontrib><creatorcontrib>Kyung Hee University</creatorcontrib><creatorcontrib>eCollege of Herbal Bio-industry</creatorcontrib><creatorcontrib>aDepartment of Herbal Crop Research</creatorcontrib><title>Antimelanogenic Effects of Picrionoside A Isolated from the Leaves of Korean Ginseng</title><title>Biological & pharmaceutical bulletin</title><addtitle>Biol Pharm Bull</addtitle><description>This study was initiated to isolate active metabolites from the leaves of Panax ginseng. Among them, picrionoside A, a megastigmane glucoside, was isolated from the leaves of P. ginseng C. A. MAYER and its chemical structure was determined based on spectroscopic methods, including FAB-MS, one-dimensional (1D)-NMR, 2D-NMR, and IR spectroscopy. Picrionoside A from P. ginseng has not been investigated previously, and its biological or pharmaceutical activities have not been reported elsewhere. The IC50 value of mushroom tyrosinase-inhibitory activity of picrionoside A was 9.8 µM, and the rate of inhibition of synthesized melanin content in melan-a cells was 17.1% at a concentration of 80 µM without cytotoxicity. Furthermore, picrionoside A dramatically reduced body pigmentation in the zebrafish model. Taken together, the results suggest that picrionoside A isolated from the leaves of P. ginseng may be an effective skin-whitening agent that could be a potent candidate material in the cosmetic industry.</description><subject>Animals</subject><subject>Cell Line</subject><subject>Cyclohexenes - isolation & purification</subject><subject>Cyclohexenes - pharmacology</subject><subject>Embryo, Nonmammalian</subject><subject>Glucosides - isolation & purification</subject><subject>Glucosides - pharmacology</subject><subject>Melanins - metabolism</subject><subject>melanogenesis</subject><subject>Mice</subject><subject>Monophenol Monooxygenase - antagonists & inhibitors</subject><subject>Monophenol Monooxygenase - metabolism</subject><subject>Panax</subject><subject>Panax ginseng</subject><subject>picrionoside A</subject><subject>Plant Leaves - chemistry</subject><subject>Skin Lightening Preparations - isolation & purification</subject><subject>Skin Lightening Preparations - pharmacology</subject><subject>tyrosinase</subject><subject>Zebrafish</subject><issn>0918-6158</issn><issn>1347-5215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkc1vEzEQxS0EoqFw5IpW4sJlW3_be4xKCVUj0UN7trzecepo1w72Bon_HicpQeIyPsxP7715RugjwVeEcn3d7_qrnogWY07wK7QgjKtWUCJeowXuiG4lEfoCvStlizFWmLK36IJKTjmmeoEel3EOE4w2pg3E4Jpb78HNpUm-eQguhxRTCQM0y-aupNHOMDQ-p6mZn6FZg_0FR_Q-ZbCxWYVYIG7eozfejgU-vLyX6Onb7ePN93b9Y3V3s1y3TmE2t53S0nmlOfG96h1zlggpNNDOSed4r0AP1AorwVvcUc8FBdkPEgZb-cGzS_TlpLvL6eceymymUByM9RpI-2KIIrrDTEpR0c__odu0z7Gmq5RgknJOu0q1J8rlVEoGb3Y5TDb_NgSbQ92m1m1q3eZYd-U_vaju-wmGM_233wqsTkDdBmfHFMcQ4Z-3K6oPaUyG4qMo09UIs2omJTsMRetfEqmq0teT0rbMdgNnK5vn4EY4BmP6kLPOc8Lz2j3bbCCyP309qXY</recordid><startdate>20151001</startdate><enddate>20151001</enddate><creator>Lee, Dae-Young</creator><creator>Jeong, Sang Chul</creator><creator>Jeong, Yong Tae</creator><creator>Lee, Mi-Kyoung</creator><creator>Seo, Kyeong-Hwa</creator><creator>Lee, Jae-Won</creator><creator>Kim, Geum-Soog</creator><creator>Lee, Seung-Eun</creator><creator>Baek, Nam-In</creator><creator>Kim, Jin Hee</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7QP</scope><scope>7QR</scope><scope>7TK</scope><scope>7U9</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20151001</creationdate><title>Antimelanogenic Effects of Picrionoside A Isolated from the Leaves of Korean Ginseng</title><author>Lee, Dae-Young ; Jeong, Sang Chul ; Jeong, Yong Tae ; Lee, Mi-Kyoung ; Seo, Kyeong-Hwa ; Lee, Jae-Won ; Kim, Geum-Soog ; Lee, Seung-Eun ; Baek, Nam-In ; Kim, Jin Hee</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c703t-9786cf7841fb7bc3ca15658e29c6cc4b7e8d2a5a6efa092f452e6bd6edab7bdf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Animals</topic><topic>Cell Line</topic><topic>Cyclohexenes - isolation & purification</topic><topic>Cyclohexenes - pharmacology</topic><topic>Embryo, Nonmammalian</topic><topic>Glucosides - isolation & purification</topic><topic>Glucosides - pharmacology</topic><topic>Melanins - metabolism</topic><topic>melanogenesis</topic><topic>Mice</topic><topic>Monophenol Monooxygenase - antagonists & inhibitors</topic><topic>Monophenol Monooxygenase - metabolism</topic><topic>Panax</topic><topic>Panax ginseng</topic><topic>picrionoside A</topic><topic>Plant Leaves - chemistry</topic><topic>Skin Lightening Preparations - isolation & purification</topic><topic>Skin Lightening Preparations - pharmacology</topic><topic>tyrosinase</topic><topic>Zebrafish</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Dae-Young</creatorcontrib><creatorcontrib>Jeong, Sang Chul</creatorcontrib><creatorcontrib>Jeong, Yong Tae</creatorcontrib><creatorcontrib>Lee, Mi-Kyoung</creatorcontrib><creatorcontrib>Seo, Kyeong-Hwa</creatorcontrib><creatorcontrib>Lee, Jae-Won</creatorcontrib><creatorcontrib>Kim, Geum-Soog</creatorcontrib><creatorcontrib>Lee, Seung-Eun</creatorcontrib><creatorcontrib>Baek, Nam-In</creatorcontrib><creatorcontrib>Kim, Jin Hee</creatorcontrib><creatorcontrib>College of Oriental Medicine</creatorcontrib><creatorcontrib>dDepartment of Oriental Medicinal Materials and Processing</creatorcontrib><creatorcontrib>bHK BIO</creatorcontrib><creatorcontrib>Daegu Haany University</creatorcontrib><creatorcontrib>cCancer Preventive Material Development Research Center</creatorcontrib><creatorcontrib>National Institute of Horticultural and Herbal Science</creatorcontrib><creatorcontrib>RDA</creatorcontrib><creatorcontrib>Business Incubator</creatorcontrib><creatorcontrib>Kyung Hee University</creatorcontrib><creatorcontrib>eCollege of Herbal Bio-industry</creatorcontrib><creatorcontrib>aDepartment of Herbal Crop Research</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Biological & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lee, Dae-Young</au><au>Jeong, Sang Chul</au><au>Jeong, Yong Tae</au><au>Lee, Mi-Kyoung</au><au>Seo, Kyeong-Hwa</au><au>Lee, Jae-Won</au><au>Kim, Geum-Soog</au><au>Lee, Seung-Eun</au><au>Baek, Nam-In</au><au>Kim, Jin Hee</au><aucorp>College of Oriental Medicine</aucorp><aucorp>dDepartment of Oriental Medicinal Materials and Processing</aucorp><aucorp>bHK BIO</aucorp><aucorp>Daegu Haany University</aucorp><aucorp>cCancer Preventive Material Development Research Center</aucorp><aucorp>National Institute of Horticultural and Herbal Science</aucorp><aucorp>RDA</aucorp><aucorp>Business Incubator</aucorp><aucorp>Kyung Hee University</aucorp><aucorp>eCollege of Herbal Bio-industry</aucorp><aucorp>aDepartment of Herbal Crop Research</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimelanogenic Effects of Picrionoside A Isolated from the Leaves of Korean Ginseng</atitle><jtitle>Biological & pharmaceutical bulletin</jtitle><addtitle>Biol Pharm Bull</addtitle><date>2015-10-01</date><risdate>2015</risdate><volume>38</volume><issue>10</issue><spage>1663</spage><epage>1667</epage><pages>1663-1667</pages><issn>0918-6158</issn><eissn>1347-5215</eissn><abstract>This study was initiated to isolate active metabolites from the leaves of Panax ginseng. Among them, picrionoside A, a megastigmane glucoside, was isolated from the leaves of P. ginseng C. A. MAYER and its chemical structure was determined based on spectroscopic methods, including FAB-MS, one-dimensional (1D)-NMR, 2D-NMR, and IR spectroscopy. Picrionoside A from P. ginseng has not been investigated previously, and its biological or pharmaceutical activities have not been reported elsewhere. The IC50 value of mushroom tyrosinase-inhibitory activity of picrionoside A was 9.8 µM, and the rate of inhibition of synthesized melanin content in melan-a cells was 17.1% at a concentration of 80 µM without cytotoxicity. Furthermore, picrionoside A dramatically reduced body pigmentation in the zebrafish model. Taken together, the results suggest that picrionoside A isolated from the leaves of P. ginseng may be an effective skin-whitening agent that could be a potent candidate material in the cosmetic industry.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>26424028</pmid><doi>10.1248/bpb.b15-00410</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Animals Cell Line Cyclohexenes - isolation & purification Cyclohexenes - pharmacology Embryo, Nonmammalian Glucosides - isolation & purification Glucosides - pharmacology Melanins - metabolism melanogenesis Mice Monophenol Monooxygenase - antagonists & inhibitors Monophenol Monooxygenase - metabolism Panax Panax ginseng picrionoside A Plant Leaves - chemistry Skin Lightening Preparations - isolation & purification Skin Lightening Preparations - pharmacology tyrosinase Zebrafish |
title | Antimelanogenic Effects of Picrionoside A Isolated from the Leaves of Korean Ginseng |
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