Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis
Twelve new alkaloids (1-12) and nine known analogues (13-21) were isolated and identified from the twigs and leaves of The structures of the new compounds (1-12) were elucidated by extensive spectroscopic analysis and single-crystal X-ray diffraction analysis. Cephalosine H (8) is the third example...
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2022-12, Vol.21 (1), p.169-178 |
|---|---|
| Hauptverfasser: | , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 178 |
|---|---|
| container_issue | 1 |
| container_start_page | 169 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 21 |
| creator | Zhang, Fuxin Yang, Tao Yang, Kailing Zhou, Ruixi Zhang, Yu Chen, Wenwen Liu, Zhetong Zhan, Guanqun Guo, Zengjun |
| description | Twelve new
alkaloids (1-12) and nine known analogues (13-21) were isolated and identified from the twigs and leaves of
The structures of the new compounds (1-12) were elucidated by extensive spectroscopic analysis and single-crystal X-ray diffraction analysis. Cephalosine H (8) is the third example of an alkaloid containing the cephalolancine skeleton. Cephalosines J and K (10 and 11) are the rare natural Δ(2)1-alkene-6-hydroxyl homoerythrina-type alkaloids isolated from the
genus. The racemization of cephalotaxine-type alkaloids is discussed. Alkaloids 6, 7, 11, 16, 18 and 19 exhibited broad and potent cytotoxicities against five human cancer cell lines, with IC
values ranging from 0.053 to 10.720 μM, highlighting these compounds as promising leads for the development of new antitumor agents. |
| doi_str_mv | 10.1039/d2ob01980a |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2747275286</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2756016716</sourcerecordid><originalsourceid>FETCH-LOGICAL-c245t-b8181cb5563c1113594edcd4135fab6bd26cc4a4ad7d40b1cd7af09630b2e76f3</originalsourceid><addsrcrecordid>eNpd0LtOwzAUBmALgWgpLDwAssSCkAK-xU7GNlBAqtQF5si30JQkLnEC7dvj0tKB6Zzh069zfgAuMbrDiKb3hjiFcJogeQSGmAkRoZimx4edoAE4836JAhKcnYIB5UwQzNIhmGabznVuXWooqw9ZudJ4WLSuht3Cwu67fPdQNgZWVn5ZD10BM7taBNfJde-hLxvb-NKfg5NCVt5e7OcIvE0fX7PnaDZ_esnGs0gTFneRSnCCtYpjTjXGmMYps0YbFrZCKq4M4VozyaQRhiGFtRGyQCmnSBEreEFH4GaXu2rdZ299l9el17aqZGNd73MiwmMiJgkP9PofXbq-bcJ1QcUcYS7wVt3ulG6d960t8lVb1rLd5Bjl23bzBzKf_LY7DvhqH9mr2poD_auT_gBEfnRV</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2756016716</pqid></control><display><type>article</type><title>Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Zhang, Fuxin ; Yang, Tao ; Yang, Kailing ; Zhou, Ruixi ; Zhang, Yu ; Chen, Wenwen ; Liu, Zhetong ; Zhan, Guanqun ; Guo, Zengjun</creator><creatorcontrib>Zhang, Fuxin ; Yang, Tao ; Yang, Kailing ; Zhou, Ruixi ; Zhang, Yu ; Chen, Wenwen ; Liu, Zhetong ; Zhan, Guanqun ; Guo, Zengjun</creatorcontrib><description>Twelve new
alkaloids (1-12) and nine known analogues (13-21) were isolated and identified from the twigs and leaves of
The structures of the new compounds (1-12) were elucidated by extensive spectroscopic analysis and single-crystal X-ray diffraction analysis. Cephalosine H (8) is the third example of an alkaloid containing the cephalolancine skeleton. Cephalosines J and K (10 and 11) are the rare natural Δ(2)1-alkene-6-hydroxyl homoerythrina-type alkaloids isolated from the
genus. The racemization of cephalotaxine-type alkaloids is discussed. Alkaloids 6, 7, 11, 16, 18 and 19 exhibited broad and potent cytotoxicities against five human cancer cell lines, with IC
values ranging from 0.053 to 10.720 μM, highlighting these compounds as promising leads for the development of new antitumor agents.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d2ob01980a</identifier><identifier>PMID: 36472149</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alkaloids ; Alkaloids - chemistry ; Alkaloids - pharmacology ; Anticancer properties ; Antineoplastic Agents - analysis ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - pharmacology ; Antitumor agents ; Cephalotaxus ; Cephalotaxus - chemistry ; Cytotoxicity ; Humans ; Molecular Structure ; Plant Leaves - chemistry ; Racemization ; Single crystals ; Tumor cell lines ; X-ray diffraction</subject><ispartof>Organic & biomolecular chemistry, 2022-12, Vol.21 (1), p.169-178</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c245t-b8181cb5563c1113594edcd4135fab6bd26cc4a4ad7d40b1cd7af09630b2e76f3</citedby><cites>FETCH-LOGICAL-c245t-b8181cb5563c1113594edcd4135fab6bd26cc4a4ad7d40b1cd7af09630b2e76f3</cites><orcidid>0000-0002-0848-0147</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36472149$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Fuxin</creatorcontrib><creatorcontrib>Yang, Tao</creatorcontrib><creatorcontrib>Yang, Kailing</creatorcontrib><creatorcontrib>Zhou, Ruixi</creatorcontrib><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Chen, Wenwen</creatorcontrib><creatorcontrib>Liu, Zhetong</creatorcontrib><creatorcontrib>Zhan, Guanqun</creatorcontrib><creatorcontrib>Guo, Zengjun</creatorcontrib><title>Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>Twelve new
alkaloids (1-12) and nine known analogues (13-21) were isolated and identified from the twigs and leaves of
The structures of the new compounds (1-12) were elucidated by extensive spectroscopic analysis and single-crystal X-ray diffraction analysis. Cephalosine H (8) is the third example of an alkaloid containing the cephalolancine skeleton. Cephalosines J and K (10 and 11) are the rare natural Δ(2)1-alkene-6-hydroxyl homoerythrina-type alkaloids isolated from the
genus. The racemization of cephalotaxine-type alkaloids is discussed. Alkaloids 6, 7, 11, 16, 18 and 19 exhibited broad and potent cytotoxicities against five human cancer cell lines, with IC
values ranging from 0.053 to 10.720 μM, highlighting these compounds as promising leads for the development of new antitumor agents.</description><subject>Alkaloids</subject><subject>Alkaloids - chemistry</subject><subject>Alkaloids - pharmacology</subject><subject>Anticancer properties</subject><subject>Antineoplastic Agents - analysis</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Antitumor agents</subject><subject>Cephalotaxus</subject><subject>Cephalotaxus - chemistry</subject><subject>Cytotoxicity</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>Plant Leaves - chemistry</subject><subject>Racemization</subject><subject>Single crystals</subject><subject>Tumor cell lines</subject><subject>X-ray diffraction</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpd0LtOwzAUBmALgWgpLDwAssSCkAK-xU7GNlBAqtQF5si30JQkLnEC7dvj0tKB6Zzh069zfgAuMbrDiKb3hjiFcJogeQSGmAkRoZimx4edoAE4836JAhKcnYIB5UwQzNIhmGabznVuXWooqw9ZudJ4WLSuht3Cwu67fPdQNgZWVn5ZD10BM7taBNfJde-hLxvb-NKfg5NCVt5e7OcIvE0fX7PnaDZ_esnGs0gTFneRSnCCtYpjTjXGmMYps0YbFrZCKq4M4VozyaQRhiGFtRGyQCmnSBEreEFH4GaXu2rdZ299l9el17aqZGNd73MiwmMiJgkP9PofXbq-bcJ1QcUcYS7wVt3ulG6d960t8lVb1rLd5Bjl23bzBzKf_LY7DvhqH9mr2poD_auT_gBEfnRV</recordid><startdate>20221221</startdate><enddate>20221221</enddate><creator>Zhang, Fuxin</creator><creator>Yang, Tao</creator><creator>Yang, Kailing</creator><creator>Zhou, Ruixi</creator><creator>Zhang, Yu</creator><creator>Chen, Wenwen</creator><creator>Liu, Zhetong</creator><creator>Zhan, Guanqun</creator><creator>Guo, Zengjun</creator><general>Royal Society of Chemistry</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>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0848-0147</orcidid></search><sort><creationdate>20221221</creationdate><title>Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis</title><author>Zhang, Fuxin ; Yang, Tao ; Yang, Kailing ; Zhou, Ruixi ; Zhang, Yu ; Chen, Wenwen ; Liu, Zhetong ; Zhan, Guanqun ; Guo, Zengjun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c245t-b8181cb5563c1113594edcd4135fab6bd26cc4a4ad7d40b1cd7af09630b2e76f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Alkaloids</topic><topic>Alkaloids - chemistry</topic><topic>Alkaloids - pharmacology</topic><topic>Anticancer properties</topic><topic>Antineoplastic Agents - analysis</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Antitumor agents</topic><topic>Cephalotaxus</topic><topic>Cephalotaxus - chemistry</topic><topic>Cytotoxicity</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>Plant Leaves - chemistry</topic><topic>Racemization</topic><topic>Single crystals</topic><topic>Tumor cell lines</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Fuxin</creatorcontrib><creatorcontrib>Yang, Tao</creatorcontrib><creatorcontrib>Yang, Kailing</creatorcontrib><creatorcontrib>Zhou, Ruixi</creatorcontrib><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Chen, Wenwen</creatorcontrib><creatorcontrib>Liu, Zhetong</creatorcontrib><creatorcontrib>Zhan, Guanqun</creatorcontrib><creatorcontrib>Guo, Zengjun</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Fuxin</au><au>Yang, Tao</au><au>Yang, Kailing</au><au>Zhou, Ruixi</au><au>Zhang, Yu</au><au>Chen, Wenwen</au><au>Liu, Zhetong</au><au>Zhan, Guanqun</au><au>Guo, Zengjun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2022-12-21</date><risdate>2022</risdate><volume>21</volume><issue>1</issue><spage>169</spage><epage>178</epage><pages>169-178</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Twelve new
alkaloids (1-12) and nine known analogues (13-21) were isolated and identified from the twigs and leaves of
The structures of the new compounds (1-12) were elucidated by extensive spectroscopic analysis and single-crystal X-ray diffraction analysis. Cephalosine H (8) is the third example of an alkaloid containing the cephalolancine skeleton. Cephalosines J and K (10 and 11) are the rare natural Δ(2)1-alkene-6-hydroxyl homoerythrina-type alkaloids isolated from the
genus. The racemization of cephalotaxine-type alkaloids is discussed. Alkaloids 6, 7, 11, 16, 18 and 19 exhibited broad and potent cytotoxicities against five human cancer cell lines, with IC
values ranging from 0.053 to 10.720 μM, highlighting these compounds as promising leads for the development of new antitumor agents.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36472149</pmid><doi>10.1039/d2ob01980a</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-0848-0147</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2022-12, Vol.21 (1), p.169-178 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2747275286 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkaloids Alkaloids - chemistry Alkaloids - pharmacology Anticancer properties Antineoplastic Agents - analysis Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - pharmacology Antitumor agents Cephalotaxus Cephalotaxus - chemistry Cytotoxicity Humans Molecular Structure Plant Leaves - chemistry Racemization Single crystals Tumor cell lines X-ray diffraction |
| title | Cytotoxic alkaloids from the twigs and leaves of Cephalotaxus sinensis |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T18%3A29%3A34IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cytotoxic%20alkaloids%20from%20the%20twigs%20and%20leaves%20of%20Cephalotaxus%20sinensis&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Zhang,%20Fuxin&rft.date=2022-12-21&rft.volume=21&rft.issue=1&rft.spage=169&rft.epage=178&rft.pages=169-178&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d2ob01980a&rft_dat=%3Cproquest_cross%3E2756016716%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2756016716&rft_id=info:pmid/36472149&rfr_iscdi=true |