Dihydrochalcones from the leaves of Pieris japonica
Six new dihydrochalcones, 3-hydroxyasebotin (5), asebogenin 2'-O-beta-D-ribohexo-3-ulopyranoside (6), 2' '-acetylasebotin (7), 3',4,5'-trihydroxy-4'-methoxydihydrochalcone 3',5'-di-O-beta-D-glucopyranoside (8), and pierotins A (9) and B (10), along with four k...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2005-03, Vol.68 (3), p.392-396 |
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container_title | Journal of natural products (Washington, D.C.) |
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creator | Yao, G.M Ding, Y Zuo, J.P Wang, H.B Wang, Y.B Ding, B.Y Chiu, P Qin, G.W |
description | Six new dihydrochalcones, 3-hydroxyasebotin (5), asebogenin 2'-O-beta-D-ribohexo-3-ulopyranoside (6), 2' '-acetylasebotin (7), 3',4,5'-trihydroxy-4'-methoxydihydrochalcone 3',5'-di-O-beta-D-glucopyranoside (8), and pierotins A (9) and B (10), along with four known dihydrochalcones, phloretin (1), phlorizin (2), asebogenin (3), and asebotin (4), were isolated from the leaves of Pieris japonica. Their structures were elucidated on the basis of spectroscopic analysis including HMQC, HMBC, NOESY, and X-ray crystal diffraction. Compounds 1, 3-5, and 7-10 inhibited the proliferation of murine B cells and compounds 5 and 10 inhibited the proliferation of murine T cells in vitro significantly. |
doi_str_mv | 10.1021/np049698a |
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Their structures were elucidated on the basis of spectroscopic analysis including HMQC, HMBC, NOESY, and X-ray crystal diffraction. Compounds 1, 3-5, and 7-10 inhibited the proliferation of murine B cells and compounds 5 and 10 inhibited the proliferation of murine T cells in vitro significantly.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np049698a</identifier><identifier>PMID: 15787442</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>2''-acetylasebotin ; 3-hydroxyasebotin ; Animals ; asebogenin ; B-lymphocytes ; Biological and medical sciences ; cell lines ; cell proliferation ; Chalcone - analogs & derivatives ; Chalcone - chemistry ; Chalcone - isolation & purification ; Chalcone - pharmacology ; Chalcones ; chemical structure ; China ; Crystallography, X-Ray ; dihydrochalcones ; Drug Screening Assays, Antitumor ; Ericaceae - chemistry ; General pharmacology ; Medical sciences ; medicinal plants ; Mice ; Molecular Conformation ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; phytochemicals ; Pieris japonica ; pierotin ; plant extracts ; Plant Leaves - chemistry ; Plants, Medicinal - chemistry ; poisonous plants ; spectral analysis ; stereochemistry ; T-lymphocytes ; T-Lymphocytes - drug effects ; ulopyranoside ; X-ray diffraction</subject><ispartof>Journal of natural products (Washington, D.C.), 2005-03, Vol.68 (3), p.392-396</ispartof><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16658144$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15787442$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yao, G.M</creatorcontrib><creatorcontrib>Ding, Y</creatorcontrib><creatorcontrib>Zuo, J.P</creatorcontrib><creatorcontrib>Wang, H.B</creatorcontrib><creatorcontrib>Wang, Y.B</creatorcontrib><creatorcontrib>Ding, B.Y</creatorcontrib><creatorcontrib>Chiu, P</creatorcontrib><creatorcontrib>Qin, G.W</creatorcontrib><title>Dihydrochalcones from the leaves of Pieris japonica</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Six new dihydrochalcones, 3-hydroxyasebotin (5), asebogenin 2'-O-beta-D-ribohexo-3-ulopyranoside (6), 2' '-acetylasebotin (7), 3',4,5'-trihydroxy-4'-methoxydihydrochalcone 3',5'-di-O-beta-D-glucopyranoside (8), and pierotins A (9) and B (10), along with four known dihydrochalcones, phloretin (1), phlorizin (2), asebogenin (3), and asebotin (4), were isolated from the leaves of Pieris japonica. Their structures were elucidated on the basis of spectroscopic analysis including HMQC, HMBC, NOESY, and X-ray crystal diffraction. Compounds 1, 3-5, and 7-10 inhibited the proliferation of murine B cells and compounds 5 and 10 inhibited the proliferation of murine T cells in vitro significantly.</description><subject>2''-acetylasebotin</subject><subject>3-hydroxyasebotin</subject><subject>Animals</subject><subject>asebogenin</subject><subject>B-lymphocytes</subject><subject>Biological and medical sciences</subject><subject>cell lines</subject><subject>cell proliferation</subject><subject>Chalcone - analogs & derivatives</subject><subject>Chalcone - chemistry</subject><subject>Chalcone - isolation & purification</subject><subject>Chalcone - pharmacology</subject><subject>Chalcones</subject><subject>chemical structure</subject><subject>China</subject><subject>Crystallography, X-Ray</subject><subject>dihydrochalcones</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Ericaceae - chemistry</subject><subject>General pharmacology</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>Mice</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>phytochemicals</subject><subject>Pieris japonica</subject><subject>pierotin</subject><subject>plant extracts</subject><subject>Plant Leaves - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>poisonous plants</subject><subject>spectral analysis</subject><subject>stereochemistry</subject><subject>T-lymphocytes</subject><subject>T-Lymphocytes - drug effects</subject><subject>ulopyranoside</subject><subject>X-ray diffraction</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpF0E1P20AQBuBVVdQE2gN_gPpSbqaz3_axSvkSoFIlkXpbjdezxNSxgzdB5N-zUgKcRq_m0YxmGDvmcMZB8J_dClRpygI_sTHXAnIDQn9mY-BG5rIwasQOY3wEAAml_sJGXNvCKiXGTP5uFtt66P0CW993FLMw9MtsvaCsJXxOuQ_ZfUNDE7NHXPVd4_ErOwjYRvq2r0dsfnE-m1zlt38urye_bvMgga9zVWlTGqiIAwah0ZaWV4YqKeuySkkYbyloEawmAouBc09G1abw5HVRyyN2upu7GvqnDcW1WzbRU9tiR_0mOmO1Bitsgid7uKmWVLvV0Cxx2Lq3MxP4sQcYPbZhwM438cMZowuuVHL5zjVxTS_vfRz-p2XSaje7n7qbu4u_5WT2z10l_33nA_YOH9KT3HwqgKf7gdtCKPkKT7B4MQ</recordid><startdate>20050301</startdate><enddate>20050301</enddate><creator>Yao, G.M</creator><creator>Ding, Y</creator><creator>Zuo, J.P</creator><creator>Wang, H.B</creator><creator>Wang, Y.B</creator><creator>Ding, B.Y</creator><creator>Chiu, P</creator><creator>Qin, G.W</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20050301</creationdate><title>Dihydrochalcones from the leaves of Pieris japonica</title><author>Yao, G.M ; Ding, Y ; Zuo, J.P ; Wang, H.B ; Wang, Y.B ; Ding, B.Y ; Chiu, P ; Qin, G.W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f301t-4b56960be10af25a7971b6eb33d9ba7926c7ef52f75ee07af11ce64d68cec58d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>2''-acetylasebotin</topic><topic>3-hydroxyasebotin</topic><topic>Animals</topic><topic>asebogenin</topic><topic>B-lymphocytes</topic><topic>Biological and medical sciences</topic><topic>cell lines</topic><topic>cell proliferation</topic><topic>Chalcone - analogs & derivatives</topic><topic>Chalcone - chemistry</topic><topic>Chalcone - isolation & purification</topic><topic>Chalcone - pharmacology</topic><topic>Chalcones</topic><topic>chemical structure</topic><topic>China</topic><topic>Crystallography, X-Ray</topic><topic>dihydrochalcones</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Ericaceae - chemistry</topic><topic>General pharmacology</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>Mice</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>phytochemicals</topic><topic>Pieris japonica</topic><topic>pierotin</topic><topic>plant extracts</topic><topic>Plant Leaves - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><topic>poisonous plants</topic><topic>spectral analysis</topic><topic>stereochemistry</topic><topic>T-lymphocytes</topic><topic>T-Lymphocytes - drug effects</topic><topic>ulopyranoside</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yao, G.M</creatorcontrib><creatorcontrib>Ding, Y</creatorcontrib><creatorcontrib>Zuo, J.P</creatorcontrib><creatorcontrib>Wang, H.B</creatorcontrib><creatorcontrib>Wang, Y.B</creatorcontrib><creatorcontrib>Ding, B.Y</creatorcontrib><creatorcontrib>Chiu, P</creatorcontrib><creatorcontrib>Qin, G.W</creatorcontrib><collection>AGRIS</collection><collection>Istex</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>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yao, G.M</au><au>Ding, Y</au><au>Zuo, J.P</au><au>Wang, H.B</au><au>Wang, Y.B</au><au>Ding, B.Y</au><au>Chiu, P</au><au>Qin, G.W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dihydrochalcones from the leaves of Pieris japonica</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2005-03-01</date><risdate>2005</risdate><volume>68</volume><issue>3</issue><spage>392</spage><epage>396</epage><pages>392-396</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Six new dihydrochalcones, 3-hydroxyasebotin (5), asebogenin 2'-O-beta-D-ribohexo-3-ulopyranoside (6), 2' '-acetylasebotin (7), 3',4,5'-trihydroxy-4'-methoxydihydrochalcone 3',5'-di-O-beta-D-glucopyranoside (8), and pierotins A (9) and B (10), along with four known dihydrochalcones, phloretin (1), phlorizin (2), asebogenin (3), and asebotin (4), were isolated from the leaves of Pieris japonica. Their structures were elucidated on the basis of spectroscopic analysis including HMQC, HMBC, NOESY, and X-ray crystal diffraction. Compounds 1, 3-5, and 7-10 inhibited the proliferation of murine B cells and compounds 5 and 10 inhibited the proliferation of murine T cells in vitro significantly.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>15787442</pmid><doi>10.1021/np049698a</doi><tpages>5</tpages></addata></record> |
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subjects | 2''-acetylasebotin 3-hydroxyasebotin Animals asebogenin B-lymphocytes Biological and medical sciences cell lines cell proliferation Chalcone - analogs & derivatives Chalcone - chemistry Chalcone - isolation & purification Chalcone - pharmacology Chalcones chemical structure China Crystallography, X-Ray dihydrochalcones Drug Screening Assays, Antitumor Ericaceae - chemistry General pharmacology Medical sciences medicinal plants Mice Molecular Conformation Molecular Structure Nuclear Magnetic Resonance, Biomolecular Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals Pieris japonica pierotin plant extracts Plant Leaves - chemistry Plants, Medicinal - chemistry poisonous plants spectral analysis stereochemistry T-lymphocytes T-Lymphocytes - drug effects ulopyranoside X-ray diffraction |
title | Dihydrochalcones from the leaves of Pieris japonica |
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