Loading…
Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells
From the methanolic extract of the aerial parts of Petasites japonicus , six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including S -japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidat...
Saved in:
| Published in: | Journal of natural medicines 2020-09, Vol.74 (4), p.689-701 |
|---|---|
| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03 |
| container_end_page | 701 |
| container_issue | 4 |
| container_start_page | 689 |
| container_title | Journal of natural medicines |
| container_volume | 74 |
| creator | Matsumoto, Takahiro Imahori, Daisuke Saito, Youhei Zhang, Wei Ohta, Tomoe Yoshida, Tatsusada Nakayama, Yuji Ashihara, Eishi Watanabe, Tetsushi |
| description | From the methanolic extract of the aerial parts of
Petasites japonicus
, six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including
S
-japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence. For petasitesterpenes I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, petasitesterpenes I, II, VI, and
S
-japonin showed cytotoxic activity against both human astrocytoma U-251MG cancer cells (non-CSCs) and their cancer stem cells (CSCs) isolated by sphere formation. In addition, cytotoxic activities of these compounds against breast cancer MDA-MB-231 were evaluated, supporting that petasitesterpene II has more effective than other isolated compounds.
Graphic abstract |
| doi_str_mv | 10.1007/s11418-020-01420-x |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2414002857</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2438395545</sourcerecordid><originalsourceid>FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03</originalsourceid><addsrcrecordid>eNp9kU1v1DAQhi0EoqXwBzggS1y4BMZfm-wRrcqHVAkOvVsTZ1K82sSpx0Hbf4_bLSBx4OKxPM-888qvEK8VvFcA7QdWyqquAQ0NKFvP4xNxrrqNqk9b87TejYXGWGvOxAvmPYDVxqjn4sxoZ1zX6nORdncllXSMQWIo8WcskVimUTLx7RoL5YXmFAeWY06TLD9IIuWIB7lgLg_kdyrIlWS5xyXNMaws8QbjzEUGnANlyYUmGehw4Jfi2YgHpleP9UJcf7q83n1prr59_rr7eNUEC-2xGXQHrldaGwV2IN0HQ4Nu3TZgP2ywU5Yc0MaFscPBEJo-ECoXWrsZwwjmQrw7yS453a7ExU-R7w3gTGllr62yALpzbUXf_oPu05rnaq5SpjNb56yrlD5RISfmTKNfcpww33kF_j4Nf0rD1zT8Qxr-WIfePEqv_UTDn5Hf318BcwK4tuYbyn93_0f2F9p5l9s</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2438395545</pqid></control><display><type>article</type><title>Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells</title><source>Springer Link</source><creator>Matsumoto, Takahiro ; Imahori, Daisuke ; Saito, Youhei ; Zhang, Wei ; Ohta, Tomoe ; Yoshida, Tatsusada ; Nakayama, Yuji ; Ashihara, Eishi ; Watanabe, Tetsushi</creator><creatorcontrib>Matsumoto, Takahiro ; Imahori, Daisuke ; Saito, Youhei ; Zhang, Wei ; Ohta, Tomoe ; Yoshida, Tatsusada ; Nakayama, Yuji ; Ashihara, Eishi ; Watanabe, Tetsushi</creatorcontrib><description>From the methanolic extract of the aerial parts of
Petasites japonicus
, six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including
S
-japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence. For petasitesterpenes I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, petasitesterpenes I, II, VI, and
S
-japonin showed cytotoxic activity against both human astrocytoma U-251MG cancer cells (non-CSCs) and their cancer stem cells (CSCs) isolated by sphere formation. In addition, cytotoxic activities of these compounds against breast cancer MDA-MB-231 were evaluated, supporting that petasitesterpene II has more effective than other isolated compounds.
Graphic abstract</description><identifier>ISSN: 1340-3443</identifier><identifier>EISSN: 1861-0293</identifier><identifier>DOI: 10.1007/s11418-020-01420-x</identifier><identifier>PMID: 32535872</identifier><language>eng</language><publisher>Singapore: Springer Singapore</publisher><subject>Astrocytoma ; Biomedical and Life Sciences ; Biomedicine ; Breast cancer ; Cancer ; Circular dichroism ; Complementary & Alternative Medicine ; Cytotoxicity ; Humans ; Medicinal Chemistry ; Molecular Structure ; Neoplastic Stem Cells - chemistry ; Original Paper ; Petasites - chemistry ; Petasites japonicus ; Pharmacology/Toxicology ; Pharmacy ; Plant Sciences ; Plants, Medicinal - chemistry ; Sesquiterpenes - chemistry ; Sesquiterpenoids ; Stem cells</subject><ispartof>Journal of natural medicines, 2020-09, Vol.74 (4), p.689-701</ispartof><rights>The Japanese Society of Pharmacognosy 2020</rights><rights>The Japanese Society of Pharmacognosy 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03</citedby><cites>FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03</cites><orcidid>0000-0002-5190-9244</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32535872$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Matsumoto, Takahiro</creatorcontrib><creatorcontrib>Imahori, Daisuke</creatorcontrib><creatorcontrib>Saito, Youhei</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Ohta, Tomoe</creatorcontrib><creatorcontrib>Yoshida, Tatsusada</creatorcontrib><creatorcontrib>Nakayama, Yuji</creatorcontrib><creatorcontrib>Ashihara, Eishi</creatorcontrib><creatorcontrib>Watanabe, Tetsushi</creatorcontrib><title>Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells</title><title>Journal of natural medicines</title><addtitle>J Nat Med</addtitle><addtitle>J Nat Med</addtitle><description>From the methanolic extract of the aerial parts of
Petasites japonicus
, six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including
S
-japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence. For petasitesterpenes I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, petasitesterpenes I, II, VI, and
S
-japonin showed cytotoxic activity against both human astrocytoma U-251MG cancer cells (non-CSCs) and their cancer stem cells (CSCs) isolated by sphere formation. In addition, cytotoxic activities of these compounds against breast cancer MDA-MB-231 were evaluated, supporting that petasitesterpene II has more effective than other isolated compounds.
Graphic abstract</description><subject>Astrocytoma</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Breast cancer</subject><subject>Cancer</subject><subject>Circular dichroism</subject><subject>Complementary & Alternative Medicine</subject><subject>Cytotoxicity</subject><subject>Humans</subject><subject>Medicinal Chemistry</subject><subject>Molecular Structure</subject><subject>Neoplastic Stem Cells - chemistry</subject><subject>Original Paper</subject><subject>Petasites - chemistry</subject><subject>Petasites japonicus</subject><subject>Pharmacology/Toxicology</subject><subject>Pharmacy</subject><subject>Plant Sciences</subject><subject>Plants, Medicinal - chemistry</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenoids</subject><subject>Stem cells</subject><issn>1340-3443</issn><issn>1861-0293</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kU1v1DAQhi0EoqXwBzggS1y4BMZfm-wRrcqHVAkOvVsTZ1K82sSpx0Hbf4_bLSBx4OKxPM-888qvEK8VvFcA7QdWyqquAQ0NKFvP4xNxrrqNqk9b87TejYXGWGvOxAvmPYDVxqjn4sxoZ1zX6nORdncllXSMQWIo8WcskVimUTLx7RoL5YXmFAeWY06TLD9IIuWIB7lgLg_kdyrIlWS5xyXNMaws8QbjzEUGnANlyYUmGehw4Jfi2YgHpleP9UJcf7q83n1prr59_rr7eNUEC-2xGXQHrldaGwV2IN0HQ4Nu3TZgP2ywU5Yc0MaFscPBEJo-ECoXWrsZwwjmQrw7yS453a7ExU-R7w3gTGllr62yALpzbUXf_oPu05rnaq5SpjNb56yrlD5RISfmTKNfcpww33kF_j4Nf0rD1zT8Qxr-WIfePEqv_UTDn5Hf318BcwK4tuYbyn93_0f2F9p5l9s</recordid><startdate>20200901</startdate><enddate>20200901</enddate><creator>Matsumoto, Takahiro</creator><creator>Imahori, Daisuke</creator><creator>Saito, Youhei</creator><creator>Zhang, Wei</creator><creator>Ohta, Tomoe</creator><creator>Yoshida, Tatsusada</creator><creator>Nakayama, Yuji</creator><creator>Ashihara, Eishi</creator><creator>Watanabe, Tetsushi</creator><general>Springer Singapore</general><general>Springer Nature B.V</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>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5190-9244</orcidid></search><sort><creationdate>20200901</creationdate><title>Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells</title><author>Matsumoto, Takahiro ; Imahori, Daisuke ; Saito, Youhei ; Zhang, Wei ; Ohta, Tomoe ; Yoshida, Tatsusada ; Nakayama, Yuji ; Ashihara, Eishi ; Watanabe, Tetsushi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Astrocytoma</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Breast cancer</topic><topic>Cancer</topic><topic>Circular dichroism</topic><topic>Complementary & Alternative Medicine</topic><topic>Cytotoxicity</topic><topic>Humans</topic><topic>Medicinal Chemistry</topic><topic>Molecular Structure</topic><topic>Neoplastic Stem Cells - chemistry</topic><topic>Original Paper</topic><topic>Petasites - chemistry</topic><topic>Petasites japonicus</topic><topic>Pharmacology/Toxicology</topic><topic>Pharmacy</topic><topic>Plant Sciences</topic><topic>Plants, Medicinal - chemistry</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenoids</topic><topic>Stem cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsumoto, Takahiro</creatorcontrib><creatorcontrib>Imahori, Daisuke</creatorcontrib><creatorcontrib>Saito, Youhei</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Ohta, Tomoe</creatorcontrib><creatorcontrib>Yoshida, Tatsusada</creatorcontrib><creatorcontrib>Nakayama, Yuji</creatorcontrib><creatorcontrib>Ashihara, Eishi</creatorcontrib><creatorcontrib>Watanabe, Tetsushi</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 Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural medicines</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsumoto, Takahiro</au><au>Imahori, Daisuke</au><au>Saito, Youhei</au><au>Zhang, Wei</au><au>Ohta, Tomoe</au><au>Yoshida, Tatsusada</au><au>Nakayama, Yuji</au><au>Ashihara, Eishi</au><au>Watanabe, Tetsushi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells</atitle><jtitle>Journal of natural medicines</jtitle><stitle>J Nat Med</stitle><addtitle>J Nat Med</addtitle><date>2020-09-01</date><risdate>2020</risdate><volume>74</volume><issue>4</issue><spage>689</spage><epage>701</epage><pages>689-701</pages><issn>1340-3443</issn><eissn>1861-0293</eissn><abstract>From the methanolic extract of the aerial parts of
Petasites japonicus
, six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including
S
-japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence. For petasitesterpenes I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, petasitesterpenes I, II, VI, and
S
-japonin showed cytotoxic activity against both human astrocytoma U-251MG cancer cells (non-CSCs) and their cancer stem cells (CSCs) isolated by sphere formation. In addition, cytotoxic activities of these compounds against breast cancer MDA-MB-231 were evaluated, supporting that petasitesterpene II has more effective than other isolated compounds.
Graphic abstract</abstract><cop>Singapore</cop><pub>Springer Singapore</pub><pmid>32535872</pmid><doi>10.1007/s11418-020-01420-x</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0002-5190-9244</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1340-3443 |
| ispartof | Journal of natural medicines, 2020-09, Vol.74 (4), p.689-701 |
| issn | 1340-3443 1861-0293 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2414002857 |
| source | Springer Link |
| subjects | Astrocytoma Biomedical and Life Sciences Biomedicine Breast cancer Cancer Circular dichroism Complementary & Alternative Medicine Cytotoxicity Humans Medicinal Chemistry Molecular Structure Neoplastic Stem Cells - chemistry Original Paper Petasites - chemistry Petasites japonicus Pharmacology/Toxicology Pharmacy Plant Sciences Plants, Medicinal - chemistry Sesquiterpenes - chemistry Sesquiterpenoids Stem cells |
| title | Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T07%3A58%3A42IST&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%20activities%20of%20sesquiterpenoids%20from%20the%20aerial%20parts%20of%20Petasites%20japonicus%20against%20cancer%20stem%20cells&rft.jtitle=Journal%20of%20natural%20medicines&rft.au=Matsumoto,%20Takahiro&rft.date=2020-09-01&rft.volume=74&rft.issue=4&rft.spage=689&rft.epage=701&rft.pages=689-701&rft.issn=1340-3443&rft.eissn=1861-0293&rft_id=info:doi/10.1007/s11418-020-01420-x&rft_dat=%3Cproquest_cross%3E2438395545%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c407x-d2805b1223104de2bc3ed2759cabd6a814e50e65cf8ad3ea3bcea15c746fcf03%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2438395545&rft_id=info:pmid/32535872&rfr_iscdi=true |