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Discovery of unreported ginkgolides of anti-PAF activity using characteristic ion and neutral loss recognition strategy in Ginkgo biloba L
Ginkgolides are the most important bioactive components of Ginkgo biloba L, of which ginkgolide B has been successfully developed and marketed as a drug. The reported ginkgolides are very rare and exhibit a complex matrix due to the chemodiversity of Ginkgo biloba L. Herein, the global profile of ch...
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Published in: | Phytochemistry (Oxford) 2022-11, Vol.203, p.113355-113355, Article 113355 |
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creator | Zhang, Jing Cheng, Jintang Yan, Liu Yu, Yuetong Hao, Chenyang Zhao, Anyi Chen, Sha Liu, An |
description | Ginkgolides are the most important bioactive components of Ginkgo biloba L, of which ginkgolide B has been successfully developed and marketed as a drug. The reported ginkgolides are very rare and exhibit a complex matrix due to the chemodiversity of Ginkgo biloba L. Herein, the global profile of characteristic ion and neutral loss recognition strategy were used for to discover eight undescribed ginkgolides, very rare cyclohexane ginkgolides R–V, ginkgolides D–F, and eight known ginkgolides. These ginkgolides were target isolated and identified using high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and X-ray crystallography. The undescribed and known ginkgolides exhibited antiplatelet aggregation activities. In particular, compounds U and D had IC50 values of 2.20 ± 0.15 and 6.50 ± 0.87 μM, respectively. This study has enriched the known structural diversity of ginkgolides and extended the application of mass spectrometry to the global profiling of natural products present in Ginkgo biloba L. Moreover, it could help chemists rapidly discover unreported compounds from a complex matrix.
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•Eight undescribed ginkgolides were targeted separated by analysis strategy.•The undescribed ginkgolides were identified by HR-MS, NMR and X-ray crystallography.•The undescribed ginkgolides were also exhibited good antiplatelet aggregation activities. |
doi_str_mv | 10.1016/j.phytochem.2022.113355 |
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•Eight undescribed ginkgolides were targeted separated by analysis strategy.•The undescribed ginkgolides were identified by HR-MS, NMR and X-ray crystallography.•The undescribed ginkgolides were also exhibited good antiplatelet aggregation activities.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2022.113355</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Antiplatelet aggregation activities ; Characteristic ion ; Ginkgo biloba ; Ginkgoaceae ; Ginkgolide ; Neutral loss</subject><ispartof>Phytochemistry (Oxford), 2022-11, Vol.203, p.113355-113355, Article 113355</ispartof><rights>2022 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c348t-8d2edd40eb22c99b6e0f2c2dada86e736a2c25d0d2330a8d32bc65bbd1a0eb313</citedby><cites>FETCH-LOGICAL-c348t-8d2edd40eb22c99b6e0f2c2dada86e736a2c25d0d2330a8d32bc65bbd1a0eb313</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids></links><search><creatorcontrib>Zhang, Jing</creatorcontrib><creatorcontrib>Cheng, Jintang</creatorcontrib><creatorcontrib>Yan, Liu</creatorcontrib><creatorcontrib>Yu, Yuetong</creatorcontrib><creatorcontrib>Hao, Chenyang</creatorcontrib><creatorcontrib>Zhao, Anyi</creatorcontrib><creatorcontrib>Chen, Sha</creatorcontrib><creatorcontrib>Liu, An</creatorcontrib><title>Discovery of unreported ginkgolides of anti-PAF activity using characteristic ion and neutral loss recognition strategy in Ginkgo biloba L</title><title>Phytochemistry (Oxford)</title><description>Ginkgolides are the most important bioactive components of Ginkgo biloba L, of which ginkgolide B has been successfully developed and marketed as a drug. The reported ginkgolides are very rare and exhibit a complex matrix due to the chemodiversity of Ginkgo biloba L. Herein, the global profile of characteristic ion and neutral loss recognition strategy were used for to discover eight undescribed ginkgolides, very rare cyclohexane ginkgolides R–V, ginkgolides D–F, and eight known ginkgolides. These ginkgolides were target isolated and identified using high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and X-ray crystallography. The undescribed and known ginkgolides exhibited antiplatelet aggregation activities. In particular, compounds U and D had IC50 values of 2.20 ± 0.15 and 6.50 ± 0.87 μM, respectively. This study has enriched the known structural diversity of ginkgolides and extended the application of mass spectrometry to the global profiling of natural products present in Ginkgo biloba L. Moreover, it could help chemists rapidly discover unreported compounds from a complex matrix.
[Display omitted]
•Eight undescribed ginkgolides were targeted separated by analysis strategy.•The undescribed ginkgolides were identified by HR-MS, NMR and X-ray crystallography.•The undescribed ginkgolides were also exhibited good antiplatelet aggregation activities.</description><subject>Antiplatelet aggregation activities</subject><subject>Characteristic ion</subject><subject>Ginkgo biloba</subject><subject>Ginkgoaceae</subject><subject>Ginkgolide</subject><subject>Neutral loss</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkM-OEzEMxiME0pYuz7A5cpniJJ0_PVYLuyBVggN7jjKJO3WZJiXJVJpX4KlJKeLKybI_f5_lH2MPAlYCRPPhuDof5hzsAU8rCVKuhFCqrl-xhehaVakW4DVbAChRbdZS3rG3KR0BoK6bZsF-faRkwwXjzMOeTz7iOcSMjg_kfwxhJIfpqhifqfq2feLGZrpQnvmUyA_cHkwsI4yUMllOwZdVxz1OOZqRjyElHtGGwVO-iqmMMw4zJ8-f_5zgPY2hN3x3z97szZjw3d-6ZC9Pn74_fq52X5-_PG53lVXrLledk-jcGrCX0m42fYOwl1Y640zXYKsaU7ragZNKgemckr1t6r53whSPEmrJ3t9yzzH8nDBlfSoMcByNxzAlLVsQ0NZdobdk7W3VxvJIxL0-RzqZOGsB-kpfH_U_-vpKX9_oF-f25sTyyYUw6mQJvUVHBUfWLtB_M34DJYOWSQ</recordid><startdate>202211</startdate><enddate>202211</enddate><creator>Zhang, Jing</creator><creator>Cheng, Jintang</creator><creator>Yan, Liu</creator><creator>Yu, Yuetong</creator><creator>Hao, Chenyang</creator><creator>Zhao, Anyi</creator><creator>Chen, Sha</creator><creator>Liu, An</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>202211</creationdate><title>Discovery of unreported ginkgolides of anti-PAF activity using characteristic ion and neutral loss recognition strategy in Ginkgo biloba L</title><author>Zhang, Jing ; Cheng, Jintang ; Yan, Liu ; Yu, Yuetong ; Hao, Chenyang ; Zhao, Anyi ; Chen, Sha ; Liu, An</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c348t-8d2edd40eb22c99b6e0f2c2dada86e736a2c25d0d2330a8d32bc65bbd1a0eb313</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Antiplatelet aggregation activities</topic><topic>Characteristic ion</topic><topic>Ginkgo biloba</topic><topic>Ginkgoaceae</topic><topic>Ginkgolide</topic><topic>Neutral loss</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Jing</creatorcontrib><creatorcontrib>Cheng, Jintang</creatorcontrib><creatorcontrib>Yan, Liu</creatorcontrib><creatorcontrib>Yu, Yuetong</creatorcontrib><creatorcontrib>Hao, Chenyang</creatorcontrib><creatorcontrib>Zhao, Anyi</creatorcontrib><creatorcontrib>Chen, Sha</creatorcontrib><creatorcontrib>Liu, An</creatorcontrib><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Jing</au><au>Cheng, Jintang</au><au>Yan, Liu</au><au>Yu, Yuetong</au><au>Hao, Chenyang</au><au>Zhao, Anyi</au><au>Chen, Sha</au><au>Liu, An</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Discovery of unreported ginkgolides of anti-PAF activity using characteristic ion and neutral loss recognition strategy in Ginkgo biloba L</atitle><jtitle>Phytochemistry (Oxford)</jtitle><date>2022-11</date><risdate>2022</risdate><volume>203</volume><spage>113355</spage><epage>113355</epage><pages>113355-113355</pages><artnum>113355</artnum><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Ginkgolides are the most important bioactive components of Ginkgo biloba L, of which ginkgolide B has been successfully developed and marketed as a drug. The reported ginkgolides are very rare and exhibit a complex matrix due to the chemodiversity of Ginkgo biloba L. Herein, the global profile of characteristic ion and neutral loss recognition strategy were used for to discover eight undescribed ginkgolides, very rare cyclohexane ginkgolides R–V, ginkgolides D–F, and eight known ginkgolides. These ginkgolides were target isolated and identified using high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and X-ray crystallography. The undescribed and known ginkgolides exhibited antiplatelet aggregation activities. In particular, compounds U and D had IC50 values of 2.20 ± 0.15 and 6.50 ± 0.87 μM, respectively. This study has enriched the known structural diversity of ginkgolides and extended the application of mass spectrometry to the global profiling of natural products present in Ginkgo biloba L. Moreover, it could help chemists rapidly discover unreported compounds from a complex matrix.
[Display omitted]
•Eight undescribed ginkgolides were targeted separated by analysis strategy.•The undescribed ginkgolides were identified by HR-MS, NMR and X-ray crystallography.•The undescribed ginkgolides were also exhibited good antiplatelet aggregation activities.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.phytochem.2022.113355</doi><tpages>1</tpages></addata></record> |
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subjects | Antiplatelet aggregation activities Characteristic ion Ginkgo biloba Ginkgoaceae Ginkgolide Neutral loss |
title | Discovery of unreported ginkgolides of anti-PAF activity using characteristic ion and neutral loss recognition strategy in Ginkgo biloba L |
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