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Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi
In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of var. (Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of var. led to the iso...
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| Published in: | Molecules (Basel, Switzerland) Switzerland), 2020-09, Vol.25 (18), p.4149 |
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| creator | Li, Shiou-Ling Wu, Ho-Cheng Hwang, Tsong-Long Lin, Chu-Hung Yang, Shuen-Shin Chang, Hsun-Shuo |
| description | In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of
var.
(Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of
var.
led to the isolation of twenty compounds, including six new butanolides, machinolides A-F (
-
), and fourteen known compounds (
-
). Their structures were characterized by 1D and 2D NMR, UV, IR, CD, and MS data. The absolute configuration of the new compounds were unambiguously confirmed by single-crystal X-ray diffraction analyses (
,
, and
) and Mosher's method (
,
, and
). In addition, lignans, (+)-eudesmin (
), (+)-methylpiperitol (
), (+)-pinoresinol (
), and (+)-galbelgin (
) exhibited inhibitory effects on
-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation in human neutrophils with IC
values of 8.71 ± 0.74 μM, 2.23 ± 0.92 μM, 6.81 ± 1.07 μM, and 7.15 ± 2.26 μM, respectively. The results revealed the anti-inflammatory potentials of Formosan
var. |
| doi_str_mv | 10.3390/molecules25184149 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_047f286546de4808a0291ae4dc58a8e3</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><doaj_id>oai_doaj_org_article_047f286546de4808a0291ae4dc58a8e3</doaj_id><sourcerecordid>2442694443</sourcerecordid><originalsourceid>FETCH-LOGICAL-c493t-3ede561d5654d88807e3e4074585e2b8f0cdacbeee449873933c8883fcc6d0843</originalsourceid><addsrcrecordid>eNplkkuP0zAUhSMEYoaBH8AGRWLDJoMfN4mzQapGPCoVwQLW1q1z07okdrGdSv33uNNhNAMrv8757vXVKYrXnF1L2bH3kx_JzCNFUXMFHLonxSUHwSrJoHv6YH9RvIhxx5jgwOvnxYUUnWiVai-L3fftMXmzpckaHMulO1BMdoPJelei68uFS7ZaumHEacLkw7FcmGQPNh1LP5RpS-WKMJtOp69otnacY7nDvXcZWB4wXJe_5ojO25fFswHHSK_u1qvi56ePP26-VKtvn5c3i1VloJOpktRT3fC-bmrolVKsJUnAWqhVTWKtBmZ6NGsiAuhUKzspTZbJwZimZwrkVbE8c3uPO70PdsJw1B6tvr3wYaMxJGtG0gzaQahcqOkJFFPIRMeRoDe1QkUysz6cWft5PVFvyKWA4yPo4xdnt3rjD7qtW9YIngHv7gDB_57zbPVko6FxREd-jloACAWQxVn69h_pzs_B5VHdqpoOAE4d8bPKBB9joOG-Gc70KRX6v1Rkz5uHv7h3_I2B_APUAbZj</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2442694443</pqid></control><display><type>article</type><title>Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi</title><source>Publicly Available Content (ProQuest)</source><source>PubMed Central</source><creator>Li, Shiou-Ling ; Wu, Ho-Cheng ; Hwang, Tsong-Long ; Lin, Chu-Hung ; Yang, Shuen-Shin ; Chang, Hsun-Shuo</creator><creatorcontrib>Li, Shiou-Ling ; Wu, Ho-Cheng ; Hwang, Tsong-Long ; Lin, Chu-Hung ; Yang, Shuen-Shin ; Chang, Hsun-Shuo</creatorcontrib><description>In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of
var.
(Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of
var.
led to the isolation of twenty compounds, including six new butanolides, machinolides A-F (
-
), and fourteen known compounds (
-
). Their structures were characterized by 1D and 2D NMR, UV, IR, CD, and MS data. The absolute configuration of the new compounds were unambiguously confirmed by single-crystal X-ray diffraction analyses (
,
, and
) and Mosher's method (
,
, and
). In addition, lignans, (+)-eudesmin (
), (+)-methylpiperitol (
), (+)-pinoresinol (
), and (+)-galbelgin (
) exhibited inhibitory effects on
-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation in human neutrophils with IC
values of 8.71 ± 0.74 μM, 2.23 ± 0.92 μM, 6.81 ± 1.07 μM, and 7.15 ± 2.26 μM, respectively. The results revealed the anti-inflammatory potentials of Formosan
var.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules25184149</identifier><identifier>PMID: 32927887</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Absolute configuration ; Anions ; anti-inflammatory activity ; Anti-inflammatory agents ; Anti-Inflammatory Agents - chemistry ; Anti-Inflammatory Agents - pharmacology ; Anti-Inflammatory Agents - therapeutic use ; butanolide ; Cytochalasin B ; Elastase ; Formyl peptides ; Fractionation ; Humans ; Inflammation ; lauraceae ; Laurales - chemistry ; Leaves ; Leukocytes (neutrophilic) ; lignan ; Lignans ; Machilus japonica var. kusanoi ; Molecular Structure ; Neutrophils ; Phenylalanine ; Phytochemicals ; Phytochemicals - chemistry ; Phytochemicals - pharmacology ; Phytochemicals - therapeutic use ; Plant extracts ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; Plant Leaves - chemistry ; Single crystals ; Spectrum analysis ; Superoxide anions ; X-ray diffraction</subject><ispartof>Molecules (Basel, Switzerland), 2020-09, Vol.25 (18), p.4149</ispartof><rights>2020. This work is licensed under http://creativecommons.org/licenses/by/3.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2020 by the authors. 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c493t-3ede561d5654d88807e3e4074585e2b8f0cdacbeee449873933c8883fcc6d0843</citedby><cites>FETCH-LOGICAL-c493t-3ede561d5654d88807e3e4074585e2b8f0cdacbeee449873933c8883fcc6d0843</cites><orcidid>0000-0002-5780-3977 ; 0000-0003-2745-139X ; 0000-0002-6648-6010</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/2442694443/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2442694443?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,74998</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32927887$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Shiou-Ling</creatorcontrib><creatorcontrib>Wu, Ho-Cheng</creatorcontrib><creatorcontrib>Hwang, Tsong-Long</creatorcontrib><creatorcontrib>Lin, Chu-Hung</creatorcontrib><creatorcontrib>Yang, Shuen-Shin</creatorcontrib><creatorcontrib>Chang, Hsun-Shuo</creatorcontrib><title>Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of
var.
(Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of
var.
led to the isolation of twenty compounds, including six new butanolides, machinolides A-F (
-
), and fourteen known compounds (
-
). Their structures were characterized by 1D and 2D NMR, UV, IR, CD, and MS data. The absolute configuration of the new compounds were unambiguously confirmed by single-crystal X-ray diffraction analyses (
,
, and
) and Mosher's method (
,
, and
). In addition, lignans, (+)-eudesmin (
), (+)-methylpiperitol (
), (+)-pinoresinol (
), and (+)-galbelgin (
) exhibited inhibitory effects on
-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation in human neutrophils with IC
values of 8.71 ± 0.74 μM, 2.23 ± 0.92 μM, 6.81 ± 1.07 μM, and 7.15 ± 2.26 μM, respectively. The results revealed the anti-inflammatory potentials of Formosan
var.</description><subject>Absolute configuration</subject><subject>Anions</subject><subject>anti-inflammatory activity</subject><subject>Anti-inflammatory agents</subject><subject>Anti-Inflammatory Agents - chemistry</subject><subject>Anti-Inflammatory Agents - pharmacology</subject><subject>Anti-Inflammatory Agents - therapeutic use</subject><subject>butanolide</subject><subject>Cytochalasin B</subject><subject>Elastase</subject><subject>Formyl peptides</subject><subject>Fractionation</subject><subject>Humans</subject><subject>Inflammation</subject><subject>lauraceae</subject><subject>Laurales - chemistry</subject><subject>Leaves</subject><subject>Leukocytes (neutrophilic)</subject><subject>lignan</subject><subject>Lignans</subject><subject>Machilus japonica var. kusanoi</subject><subject>Molecular Structure</subject><subject>Neutrophils</subject><subject>Phenylalanine</subject><subject>Phytochemicals</subject><subject>Phytochemicals - chemistry</subject><subject>Phytochemicals - pharmacology</subject><subject>Phytochemicals - therapeutic use</subject><subject>Plant extracts</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>Plant Leaves - chemistry</subject><subject>Single crystals</subject><subject>Spectrum analysis</subject><subject>Superoxide anions</subject><subject>X-ray diffraction</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkkuP0zAUhSMEYoaBH8AGRWLDJoMfN4mzQapGPCoVwQLW1q1z07okdrGdSv33uNNhNAMrv8757vXVKYrXnF1L2bH3kx_JzCNFUXMFHLonxSUHwSrJoHv6YH9RvIhxx5jgwOvnxYUUnWiVai-L3fftMXmzpckaHMulO1BMdoPJelei68uFS7ZaumHEacLkw7FcmGQPNh1LP5RpS-WKMJtOp69otnacY7nDvXcZWB4wXJe_5ojO25fFswHHSK_u1qvi56ePP26-VKtvn5c3i1VloJOpktRT3fC-bmrolVKsJUnAWqhVTWKtBmZ6NGsiAuhUKzspTZbJwZimZwrkVbE8c3uPO70PdsJw1B6tvr3wYaMxJGtG0gzaQahcqOkJFFPIRMeRoDe1QkUysz6cWft5PVFvyKWA4yPo4xdnt3rjD7qtW9YIngHv7gDB_57zbPVko6FxREd-jloACAWQxVn69h_pzs_B5VHdqpoOAE4d8bPKBB9joOG-Gc70KRX6v1Rkz5uHv7h3_I2B_APUAbZj</recordid><startdate>20200910</startdate><enddate>20200910</enddate><creator>Li, Shiou-Ling</creator><creator>Wu, Ho-Cheng</creator><creator>Hwang, Tsong-Long</creator><creator>Lin, Chu-Hung</creator><creator>Yang, Shuen-Shin</creator><creator>Chang, Hsun-Shuo</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>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0002-5780-3977</orcidid><orcidid>https://orcid.org/0000-0003-2745-139X</orcidid><orcidid>https://orcid.org/0000-0002-6648-6010</orcidid></search><sort><creationdate>20200910</creationdate><title>Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi</title><author>Li, Shiou-Ling ; Wu, Ho-Cheng ; Hwang, Tsong-Long ; Lin, Chu-Hung ; Yang, Shuen-Shin ; Chang, Hsun-Shuo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c493t-3ede561d5654d88807e3e4074585e2b8f0cdacbeee449873933c8883fcc6d0843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Absolute configuration</topic><topic>Anions</topic><topic>anti-inflammatory activity</topic><topic>Anti-inflammatory agents</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>Anti-Inflammatory Agents - therapeutic use</topic><topic>butanolide</topic><topic>Cytochalasin B</topic><topic>Elastase</topic><topic>Formyl peptides</topic><topic>Fractionation</topic><topic>Humans</topic><topic>Inflammation</topic><topic>lauraceae</topic><topic>Laurales - chemistry</topic><topic>Leaves</topic><topic>Leukocytes (neutrophilic)</topic><topic>lignan</topic><topic>Lignans</topic><topic>Machilus japonica var. kusanoi</topic><topic>Molecular Structure</topic><topic>Neutrophils</topic><topic>Phenylalanine</topic><topic>Phytochemicals</topic><topic>Phytochemicals - chemistry</topic><topic>Phytochemicals - pharmacology</topic><topic>Phytochemicals - therapeutic use</topic><topic>Plant extracts</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>Plant Leaves - chemistry</topic><topic>Single crystals</topic><topic>Spectrum analysis</topic><topic>Superoxide anions</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Shiou-Ling</creatorcontrib><creatorcontrib>Wu, Ho-Cheng</creatorcontrib><creatorcontrib>Hwang, Tsong-Long</creatorcontrib><creatorcontrib>Lin, Chu-Hung</creatorcontrib><creatorcontrib>Yang, Shuen-Shin</creatorcontrib><creatorcontrib>Chang, Hsun-Shuo</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content (ProQuest)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Shiou-Ling</au><au>Wu, Ho-Cheng</au><au>Hwang, Tsong-Long</au><au>Lin, Chu-Hung</au><au>Yang, Shuen-Shin</au><au>Chang, Hsun-Shuo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2020-09-10</date><risdate>2020</risdate><volume>25</volume><issue>18</issue><spage>4149</spage><pages>4149-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of
var.
(Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of
var.
led to the isolation of twenty compounds, including six new butanolides, machinolides A-F (
-
), and fourteen known compounds (
-
). Their structures were characterized by 1D and 2D NMR, UV, IR, CD, and MS data. The absolute configuration of the new compounds were unambiguously confirmed by single-crystal X-ray diffraction analyses (
,
, and
) and Mosher's method (
,
, and
). In addition, lignans, (+)-eudesmin (
), (+)-methylpiperitol (
), (+)-pinoresinol (
), and (+)-galbelgin (
) exhibited inhibitory effects on
-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation in human neutrophils with IC
values of 8.71 ± 0.74 μM, 2.23 ± 0.92 μM, 6.81 ± 1.07 μM, and 7.15 ± 2.26 μM, respectively. The results revealed the anti-inflammatory potentials of Formosan
var.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>32927887</pmid><doi>10.3390/molecules25184149</doi><orcidid>https://orcid.org/0000-0002-5780-3977</orcidid><orcidid>https://orcid.org/0000-0003-2745-139X</orcidid><orcidid>https://orcid.org/0000-0002-6648-6010</orcidid><oa>free_for_read</oa></addata></record> |
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| language | eng |
| recordid | cdi_doaj_primary_oai_doaj_org_article_047f286546de4808a0291ae4dc58a8e3 |
| source | Publicly Available Content (ProQuest); PubMed Central |
| subjects | Absolute configuration Anions anti-inflammatory activity Anti-inflammatory agents Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - pharmacology Anti-Inflammatory Agents - therapeutic use butanolide Cytochalasin B Elastase Formyl peptides Fractionation Humans Inflammation lauraceae Laurales - chemistry Leaves Leukocytes (neutrophilic) lignan Lignans Machilus japonica var. kusanoi Molecular Structure Neutrophils Phenylalanine Phytochemicals Phytochemicals - chemistry Phytochemicals - pharmacology Phytochemicals - therapeutic use Plant extracts Plant Extracts - chemistry Plant Extracts - pharmacology Plant Leaves - chemistry Single crystals Spectrum analysis Superoxide anions X-ray diffraction |
| title | Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi |
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