Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of Kaempferia parviflora
Two new phenolic glycosides, kaempferiaosides A and B were isolated from the rhizomes of Kaempferia parviflora (Zingiberaceae) together with 24 known compounds. Their structures including absolute stereochemistry were elucidated on the basis of chemical and spectroscopic evidence. Among the isolates...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 2012/01/01, Vol.60(1), pp.62-69 |
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creator | Chaipech, Saowanee Morikawa, Toshio Ninomiya, Kiyofumi Yoshikawa, Masayuki Pongpiriyadacha, Yutana Hayakawa, Takao Muraoka, Osamu |
description | Two new phenolic glycosides, kaempferiaosides A and B were isolated from the rhizomes of Kaempferia parviflora (Zingiberaceae) together with 24 known compounds. Their structures including absolute stereochemistry were elucidated on the basis of chemical and spectroscopic evidence. Among the isolates, 5,3′-dihydroxy-3,7,4′-trimethoxyflavone showed higher activity than silybin, a commercial hepatoprotective agent. |
doi_str_mv | 10.1248/cpb.60.62 |
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Their structures including absolute stereochemistry were elucidated on the basis of chemical and spectroscopic evidence. Among the isolates, 5,3′-dihydroxy-3,7,4′-trimethoxyflavone showed higher activity than silybin, a commercial hepatoprotective agent.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.60.62</identifier><identifier>PMID: 22223376</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Cells, Cultured ; Glycosides - chemistry ; Glycosides - isolation & purification ; Glycosides - pharmacology ; Hepatocytes - drug effects ; hepatoprotective activity ; Kaempferia parviflora ; kaempferiaoside ; Krachai Dum ; Magnetic Resonance Spectroscopy ; Mice ; Molecular Conformation ; Phenols - chemistry ; Phenols - isolation & purification ; Phenols - pharmacology ; Protective Agents - chemistry ; Protective Agents - isolation & purification ; Protective Agents - pharmacology ; Rhizome - chemistry ; Zingiberaceae ; Zingiberaceae - chemistry</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2012/01/01, Vol.60(1), pp.62-69</ispartof><rights>2012 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2012</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c684t-b47da20fadb2364899d11b7dee6e6107b69739aa628a5547ed29be24b1ea634d3</citedby><cites>FETCH-LOGICAL-c684t-b47da20fadb2364899d11b7dee6e6107b69739aa628a5547ed29be24b1ea634d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22223376$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chaipech, Saowanee</creatorcontrib><creatorcontrib>Morikawa, Toshio</creatorcontrib><creatorcontrib>Ninomiya, Kiyofumi</creatorcontrib><creatorcontrib>Yoshikawa, Masayuki</creatorcontrib><creatorcontrib>Pongpiriyadacha, Yutana</creatorcontrib><creatorcontrib>Hayakawa, Takao</creatorcontrib><creatorcontrib>Muraoka, Osamu</creatorcontrib><creatorcontrib>aPharmaceutical Research and Technology Institute</creatorcontrib><creatorcontrib>Rajamangala University of Technology Srivijaya</creatorcontrib><creatorcontrib>bFaculty of Science and Technology</creatorcontrib><creatorcontrib>Kinki University</creatorcontrib><title>Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of Kaempferia parviflora</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Two new phenolic glycosides, kaempferiaosides A and B were isolated from the rhizomes of Kaempferia parviflora (Zingiberaceae) together with 24 known compounds. Their structures including absolute stereochemistry were elucidated on the basis of chemical and spectroscopic evidence. Among the isolates, 5,3′-dihydroxy-3,7,4′-trimethoxyflavone showed higher activity than silybin, a commercial hepatoprotective agent.</description><subject>Animals</subject><subject>Cells, Cultured</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Glycosides - pharmacology</subject><subject>Hepatocytes - drug effects</subject><subject>hepatoprotective activity</subject><subject>Kaempferia parviflora</subject><subject>kaempferiaoside</subject><subject>Krachai Dum</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mice</subject><subject>Molecular Conformation</subject><subject>Phenols - chemistry</subject><subject>Phenols - isolation & purification</subject><subject>Phenols - pharmacology</subject><subject>Protective Agents - chemistry</subject><subject>Protective Agents - isolation & purification</subject><subject>Protective Agents - pharmacology</subject><subject>Rhizome - chemistry</subject><subject>Zingiberaceae</subject><subject>Zingiberaceae - chemistry</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkc9u1DAQxiMEotvCgRdAljggpGbxv9ibS6WyKltEBQjK2XKcCfEqiYPttCpvwRvjbbZdCR_8jT0_fTOjybJXBC8J5av3ZqyWAi8FfZItCOMyLyhlT7MFxrjMKRPsKDsOYYsxLbBkz7Mjmg5jUiyyvz-in0ycPATkGnR969AXuEXfWhhcZw3adHfGBVtDOEWfNfRjA97q-QedIz3U6MPpvVzCqKMbvYtgor0BtHZDiDZOMMSAGu96FFtA31v7x_VztYMhGrW_sU3nvH6RPWt0F-DlXk-ynx8vrteX-dXXzaf1-VVuxIrHvOKy1hQ3uq7ShHxVljUhlawBBAiCZSVKyUqtBV3pouASalpWQHlFQAvGa3aSvZ19U8u_JwhR9TYY6Do9gJuCKgkXQpQFTuSb_8itm_yQmlOJwZwLQmWi3s2U8S4ED40ave21v1MEq92aVFqTElgJmtjXe8ep6qF-JB_2koDNDKSsNbpzQ2cHONQ1QZoWeqsoJlRhLDAmSVa78P5dkjQkwzuns9lpG6L-BY-ltI_WdPDQFNlf9JBotVcwsH-NF7vo</recordid><startdate>20120101</startdate><enddate>20120101</enddate><creator>Chaipech, Saowanee</creator><creator>Morikawa, Toshio</creator><creator>Ninomiya, Kiyofumi</creator><creator>Yoshikawa, Masayuki</creator><creator>Pongpiriyadacha, Yutana</creator><creator>Hayakawa, Takao</creator><creator>Muraoka, Osamu</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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>20120101</creationdate><title>Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of Kaempferia parviflora</title><author>Chaipech, Saowanee ; 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subjects | Animals Cells, Cultured Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology Hepatocytes - drug effects hepatoprotective activity Kaempferia parviflora kaempferiaoside Krachai Dum Magnetic Resonance Spectroscopy Mice Molecular Conformation Phenols - chemistry Phenols - isolation & purification Phenols - pharmacology Protective Agents - chemistry Protective Agents - isolation & purification Protective Agents - pharmacology Rhizome - chemistry Zingiberaceae Zingiberaceae - chemistry |
title | Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of Kaempferia parviflora |
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