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New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides
A pair of undescribed dihydrobenzofuran neolignan enantiomers, (+/−)-phybrenan A (1a/1b), two new benzofuran neolignans, phybrenan B and C (2 and 3), along with four known neolignans (4 − 7) were obtained from the plants of Phyllanthodendron breynioides P. T. Li. The planar structures of all isolate...
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Published in: | Natural product research 2023-11, Vol.37 (22), p.3798-3805 |
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creator | Su, Tong Pu, Mei-Cen Tang, Di-Kai Long, Jin-Chen Yuan, Fang-Yu Yin, Ai-Ping Wu, Shu-Qi Yin, Sheng Tang, Gui-Hua |
description | A pair of undescribed dihydrobenzofuran neolignan enantiomers, (+/−)-phybrenan A (1a/1b), two new benzofuran neolignans, phybrenan B and C (2 and 3), along with four known neolignans (4 − 7) were obtained from the plants of Phyllanthodendron breynioides P. T. Li. The planar structures of all isolates were demonstrated by the analysis of detailed spectroscopic evidence (NMR, HRMS, and IR), and the absolute configurations of novel neolignans were elucidated by combined calculated and experimental ECD data analysis. The neuroprotective activities of all benzofuran neolignans against sodium nitroprusside (SNP)-induced cell death were examined in rat pheochromocytoma PC12 cells. The results exhibited that three compounds (4 − 6) possessed remarkable neuroprotective activities at 10 µM, better than the positive drug edaravone. |
doi_str_mv | 10.1080/14786419.2022.2153454 |
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T. Li. The planar structures of all isolates were demonstrated by the analysis of detailed spectroscopic evidence (NMR, HRMS, and IR), and the absolute configurations of novel neolignans were elucidated by combined calculated and experimental ECD data analysis. The neuroprotective activities of all benzofuran neolignans against sodium nitroprusside (SNP)-induced cell death were examined in rat pheochromocytoma PC12 cells. The results exhibited that three compounds (4 − 6) possessed remarkable neuroprotective activities at 10 µM, better than the positive drug edaravone.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2022.2153454</identifier><language>eng</language><publisher>Abingdon: Taylor & Francis</publisher><subject>Benzofuran ; Cell death ; Data analysis ; Enantiomers ; neolignans ; Neuroprotection ; neuroprotective activity ; NMR ; Nuclear magnetic resonance ; Pheochromocytoma cells ; Phyllanthodendron breynioides ; Planar structures ; Sodium nitroprusside</subject><ispartof>Natural product research, 2023-11, Vol.37 (22), p.3798-3805</ispartof><rights>2022 Informa UK Limited, trading as Taylor & Francis Group 2022</rights><rights>2022 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c418t-6c35814ffd09b6bcc7c1187dd4726c220ec34d15c2801a9e0d1bcd534c1b97753</citedby><cites>FETCH-LOGICAL-c418t-6c35814ffd09b6bcc7c1187dd4726c220ec34d15c2801a9e0d1bcd534c1b97753</cites><orcidid>0000-0002-5678-6634 ; 0000-0002-8831-7154</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Su, Tong</creatorcontrib><creatorcontrib>Pu, Mei-Cen</creatorcontrib><creatorcontrib>Tang, Di-Kai</creatorcontrib><creatorcontrib>Long, Jin-Chen</creatorcontrib><creatorcontrib>Yuan, Fang-Yu</creatorcontrib><creatorcontrib>Yin, Ai-Ping</creatorcontrib><creatorcontrib>Wu, Shu-Qi</creatorcontrib><creatorcontrib>Yin, Sheng</creatorcontrib><creatorcontrib>Tang, Gui-Hua</creatorcontrib><title>New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides</title><title>Natural product research</title><description>A pair of undescribed dihydrobenzofuran neolignan enantiomers, (+/−)-phybrenan A (1a/1b), two new benzofuran neolignans, phybrenan B and C (2 and 3), along with four known neolignans (4 − 7) were obtained from the plants of Phyllanthodendron breynioides P. T. Li. The planar structures of all isolates were demonstrated by the analysis of detailed spectroscopic evidence (NMR, HRMS, and IR), and the absolute configurations of novel neolignans were elucidated by combined calculated and experimental ECD data analysis. The neuroprotective activities of all benzofuran neolignans against sodium nitroprusside (SNP)-induced cell death were examined in rat pheochromocytoma PC12 cells. The results exhibited that three compounds (4 − 6) possessed remarkable neuroprotective activities at 10 µM, better than the positive drug edaravone.</description><subject>Benzofuran</subject><subject>Cell death</subject><subject>Data analysis</subject><subject>Enantiomers</subject><subject>neolignans</subject><subject>Neuroprotection</subject><subject>neuroprotective activity</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Pheochromocytoma cells</subject><subject>Phyllanthodendron breynioides</subject><subject>Planar structures</subject><subject>Sodium nitroprusside</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kE9PwyAYhxujiXP6EUyaePHSCZQWetMs_ksW9aAXL4QCdSwtTKAu9dNL3fTgwdML5Hl_-fEkySkEMwgouICY0BLDaoYAQjMEixwXeC-ZjO9ZiRHZ_z3D6jA58n4FQMSKYpK8PqhNWivzaZvecZMaZVv9Zrjx6UaHZbz3zq6dDUoE_aFSPg4dhrRxtkuflkPbchOWViojnTVp7dRgtNVS-ePkoOGtVye7OU1ebq6f53fZ4vH2fn61yASGNGSlyAsKcdNIUNVlLQQREFIiJSaoFAgBJXIsYSEQBZBXCkhYCxn_KGBdEVLk0-R8mxtrvvfKB9ZpL9RYTNneM0RiEsnBN3r2B13Z3pnYjiFKKkoRgXmkii0lnPXeqYatne64GxgEbDTOfoyz0TjbGY97l9s9bRrrOr6xrpUs8KG1rolyhfYs_z_iC3VfiSo</recordid><startdate>20231117</startdate><enddate>20231117</enddate><creator>Su, Tong</creator><creator>Pu, Mei-Cen</creator><creator>Tang, Di-Kai</creator><creator>Long, Jin-Chen</creator><creator>Yuan, Fang-Yu</creator><creator>Yin, Ai-Ping</creator><creator>Wu, Shu-Qi</creator><creator>Yin, Sheng</creator><creator>Tang, Gui-Hua</creator><general>Taylor & Francis</general><general>Taylor & Francis Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5678-6634</orcidid><orcidid>https://orcid.org/0000-0002-8831-7154</orcidid></search><sort><creationdate>20231117</creationdate><title>New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides</title><author>Su, Tong ; 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T. Li. The planar structures of all isolates were demonstrated by the analysis of detailed spectroscopic evidence (NMR, HRMS, and IR), and the absolute configurations of novel neolignans were elucidated by combined calculated and experimental ECD data analysis. The neuroprotective activities of all benzofuran neolignans against sodium nitroprusside (SNP)-induced cell death were examined in rat pheochromocytoma PC12 cells. The results exhibited that three compounds (4 − 6) possessed remarkable neuroprotective activities at 10 µM, better than the positive drug edaravone.</abstract><cop>Abingdon</cop><pub>Taylor & Francis</pub><doi>10.1080/14786419.2022.2153454</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-5678-6634</orcidid><orcidid>https://orcid.org/0000-0002-8831-7154</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Benzofuran Cell death Data analysis Enantiomers neolignans Neuroprotection neuroprotective activity NMR Nuclear magnetic resonance Pheochromocytoma cells Phyllanthodendron breynioides Planar structures Sodium nitroprusside |
title | New benzofuran neolignans with neuroprotective activity from Phyllanthodendron breynioides |
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