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Three New Sesquiterpene Glycosides from the Rhizomes of Trillium tschonoskii

Three new sesquiterpene glycosides, possessing a rare aglycone with a sulfonyl between C-1 and C-15 positions, named 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranosyl-(1→4)- -β-d-glu...

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Published in:	Molecules (Basel, Switzerland) Switzerland), 2017-08, Vol.22 (8), p.1283
Main Authors:	Yang, Jie, Yang, Yin-Jun, Sun, Xin-Guang, Zhang, Jie, Zhao, Yang, Wang, Bei, Ding, Qian-Zhi, Guo, Bao-Lin, Ma, Bai-Ping
Format:	Article
Language:	English
Subjects:	Carbon Cell Survival - drug effects Chinese medicine Cytotoxicity Drug Discovery Experiments Glycosides Glycosides - chemistry Glycosides - pharmacology Glycosides - toxicity Hepatocytes - cytology Hepatocytes - drug effects Humans Magnetic Resonance Spectroscopy Molecular Structure NMR Nuclear magnetic resonance Plant Extracts - chemistry Rhizome - chemistry Rhizomes separation sesquiterpene glycosides Sesquiterpenes - chemistry Sesquiterpenes - pharmacology Sesquiterpenes - toxicity Spectrometry, Mass, Electrospray Ionization Trillium - chemistry Trillium tschonoskii
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creator	Yang, Jie Yang, Yin-Jun Sun, Xin-Guang Zhang, Jie Zhao, Yang Wang, Bei Ding, Qian-Zhi Guo, Bao-Lin Ma, Bai-Ping
description	Three new sesquiterpene glycosides, possessing a rare aglycone with a sulfonyl between C-1 and C-15 positions, named 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), and 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-6'- -acetyl-(1→4)- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), respectively, were isolated from the rhizomes of . Their structures were established on the basis of spectroscopic data, including HR-ESI-MS, IR, 1D and 2D NMR. The cytotoxic properties of the three compounds were investigated using human hepatic L02 cells.
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Their structures were established on the basis of spectroscopic data, including HR-ESI-MS, IR, 1D and 2D NMR. The cytotoxic properties of the three compounds were investigated using human hepatic L02 cells.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules22081283</identifier><identifier>PMID: 28767079</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Carbon ; Cell Survival - drug effects ; Chinese medicine ; Cytotoxicity ; Drug Discovery ; Experiments ; Glycosides ; Glycosides - chemistry ; Glycosides - pharmacology ; Glycosides - toxicity ; Hepatocytes - cytology ; Hepatocytes - drug effects ; Humans ; Magnetic Resonance Spectroscopy ; Molecular Structure ; NMR ; Nuclear magnetic resonance ; Plant Extracts - chemistry ; Rhizome - chemistry ; Rhizomes ; separation ; sesquiterpene glycosides ; Sesquiterpenes - chemistry ; Sesquiterpenes - pharmacology ; Sesquiterpenes - toxicity ; Spectrometry, Mass, Electrospray Ionization ; Trillium - chemistry ; Trillium tschonoskii</subject><ispartof>Molecules (Basel, Switzerland), 2017-08, Vol.22 (8), p.1283</ispartof><rights>Copyright MDPI AG 2017</rights><rights>2017 by the authors. 2017</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c445t-2bb7aef9cd4dfbfe03fb3db1e7cb5ae89b74a08f3cd87550e14d9fe3fbea9ed53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/1939933105/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/1939933105?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28767079$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Jie</creatorcontrib><creatorcontrib>Yang, Yin-Jun</creatorcontrib><creatorcontrib>Sun, Xin-Guang</creatorcontrib><creatorcontrib>Zhang, Jie</creatorcontrib><creatorcontrib>Zhao, Yang</creatorcontrib><creatorcontrib>Wang, Bei</creatorcontrib><creatorcontrib>Ding, Qian-Zhi</creatorcontrib><creatorcontrib>Guo, Bao-Lin</creatorcontrib><creatorcontrib>Ma, Bai-Ping</creatorcontrib><title>Three New Sesquiterpene Glycosides from the Rhizomes of Trillium tschonoskii</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>Three new sesquiterpene glycosides, possessing a rare aglycone with a sulfonyl between C-1 and C-15 positions, named 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), and 3-(3' -7' ,8'-dihydroxy-4',8'-dimethyl-3'-nonenyl)-2,5-dihydro-1,1-dioxo-thiophen 7'- -β-d-glucopyranosyl-6'- -acetyl-(1→4)- -β-d-glucopyranosyl-(1→4)- -β-d-glucopyranoside ( ), respectively, were isolated from the rhizomes of . Their structures were established on the basis of spectroscopic data, including HR-ESI-MS, IR, 1D and 2D NMR. The cytotoxic properties of the three compounds were investigated using human hepatic L02 cells.</description><subject>Carbon</subject><subject>Cell Survival - drug effects</subject><subject>Chinese medicine</subject><subject>Cytotoxicity</subject><subject>Drug Discovery</subject><subject>Experiments</subject><subject>Glycosides</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - pharmacology</subject><subject>Glycosides - toxicity</subject><subject>Hepatocytes - cytology</subject><subject>Hepatocytes - drug effects</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Plant Extracts - chemistry</subject><subject>Rhizome - chemistry</subject><subject>Rhizomes</subject><subject>separation</subject><subject>sesquiterpene glycosides</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Sesquiterpenes - toxicity</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Trillium - chemistry</subject><subject>Trillium tschonoskii</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkctuFDEQRVsIRELgA9iglthkM-DnuL1BQhEJkUYghWFt-VFOe3C3J3Y3UfL1eJgQJWRlq-rWcV3fpnmL0QdKJfo4pAh2jlAIQR0mHX3WHGJG0IIiJp8_uB80r0rZIEQww_xlc0A6sRRIyMNmte4zQPsNrtsfUK7mMEHewgjtWbyxqQQHpfU5De3UQ3vRh9s01Ery7TqHGMNcG8X2aUzlVwivmxdexwJv7s6j5ufpl_XJ18Xq-9n5yefVwjLGpwUxRmjw0jrmvPGAqDfUGQzCGq6hk0YwjTpPresE5wgwc9JDVYGW4Dg9as73XJf0Rm1zGHS-UUkH9beQ8qXSeQo2guqwFFYg5rFzzHTEYIspRl7y3YtcVNanPWs7mwGchXHKOj6CPu6MoVeX6bdaYk4QXVbA8R0gp6sZyqSGUCzEqEdIc1FYkupBiiWt0vf_STdpzmP9qqqiUtK62c4d3qtsTqVk8PfLYKR2uasnudeZdw9d3E_8C5r-AY_lrck</recordid><startdate>20170802</startdate><enddate>20170802</enddate><creator>Yang, Jie</creator><creator>Yang, Yin-Jun</creator><creator>Sun, Xin-Guang</creator><creator>Zhang, Jie</creator><creator>Zhao, Yang</creator><creator>Wang, Bei</creator><creator>Ding, Qian-Zhi</creator><creator>Guo, Bao-Lin</creator><creator>Ma, Bai-Ping</creator><general>MDPI AG</general><general>MDPI</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20170802</creationdate><title>Three New Sesquiterpene Glycosides from the Rhizomes of Trillium tschonoskii</title><author>Yang, Jie ; 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Their structures were established on the basis of spectroscopic data, including HR-ESI-MS, IR, 1D and 2D NMR. The cytotoxic properties of the three compounds were investigated using human hepatic L02 cells.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>28767079</pmid><doi>10.3390/molecules22081283</doi><oa>free_for_read</oa></addata></record>
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subjects	Carbon Cell Survival - drug effects Chinese medicine Cytotoxicity Drug Discovery Experiments Glycosides Glycosides - chemistry Glycosides - pharmacology Glycosides - toxicity Hepatocytes - cytology Hepatocytes - drug effects Humans Magnetic Resonance Spectroscopy Molecular Structure NMR Nuclear magnetic resonance Plant Extracts - chemistry Rhizome - chemistry Rhizomes separation sesquiterpene glycosides Sesquiterpenes - chemistry Sesquiterpenes - pharmacology Sesquiterpenes - toxicity Spectrometry, Mass, Electrospray Ionization Trillium - chemistry Trillium tschonoskii
title	Three New Sesquiterpene Glycosides from the Rhizomes of Trillium tschonoskii
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