Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities
Two new ursane‐type triterpenes, eburnealactones A and B (1 and 2), one new flavonoid, eburneatin A (6), and one new phenylethanoid glycoside, chiritoside D (7), along with 9 known compounds (3–5, 8–13) were isolated from the whole plant of Primulina eburnea. Their structures were elucidated by comp...
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| Veröffentlicht in: | Chemistry & biodiversity 2023-05, Vol.20 (5), p.e202300248-n/a |
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| creator | Yang, Li‐Yuan Yi, Ping Chen, Jun‐Lei Li, Yu‐Huan Qiu, Jue‐Lin Wang, Zhao‐Yang Fu, Mao Yuan, Chun‐Mao Huang, Lie‐Jun Hao, Xiao‐Jiang Gu, Wei |
| description | Two new ursane‐type triterpenes, eburnealactones A and B (1 and 2), one new flavonoid, eburneatin A (6), and one new phenylethanoid glycoside, chiritoside D (7), along with 9 known compounds (3–5, 8–13) were isolated from the whole plant of Primulina eburnea. Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HR‐ESI‐MS). All the compounds were evaluated for their cytotoxic activities. Compound 1 showed significant cytotoxic activities against MKN‐45 cell lines and 5637 cell lines with the IC50 values of 9.57 μM and 8.30 μM, respectively. Compound 1 exhibited moderate cytotoxic activities against A549 and PATU8988T cell lines with the IC50 values of 30.70 μM and 38.22 μM, respectively. Compound 6 exhibited moderate cytotoxic activities against MKN‐45, HCT116, PATU8988T, 5637 and A‐673 cell lines with the IC50 values of 19.69 μM, 16.44 μM, 18.07 μM, 11.51 μM and 18.15 μM, respectively. Compound 5 showed moderate cytotoxic activities against A549 cell lines with the IC50 values of 24.06 μM. |
| doi_str_mv | 10.1002/cbdv.202300248 |
| format | Article |
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Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HR‐ESI‐MS). All the compounds were evaluated for their cytotoxic activities. Compound 1 showed significant cytotoxic activities against MKN‐45 cell lines and 5637 cell lines with the IC50 values of 9.57 μM and 8.30 μM, respectively. Compound 1 exhibited moderate cytotoxic activities against A549 and PATU8988T cell lines with the IC50 values of 30.70 μM and 38.22 μM, respectively. Compound 6 exhibited moderate cytotoxic activities against MKN‐45, HCT116, PATU8988T, 5637 and A‐673 cell lines with the IC50 values of 19.69 μM, 16.44 μM, 18.07 μM, 11.51 μM and 18.15 μM, respectively. Compound 5 showed moderate cytotoxic activities against A549 cell lines with the IC50 values of 24.06 μM.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202300248</identifier><identifier>PMID: 37080916</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>A549 Cells ; Antineoplastic Agents - pharmacology ; Cell lines ; cytotoxic activity ; Cytotoxicity ; Data analysis ; Flavonoids ; Glycosides - chemistry ; Humans ; Molecular Structure ; NMR ; Nuclear magnetic resonance ; phenylethanoid glycosides ; Primulina ; Primulina eburnea ; Triterpenes ; Triterpenes - chemistry ; Triterpenes - pharmacology</subject><ispartof>Chemistry & biodiversity, 2023-05, Vol.20 (5), p.e202300248-n/a</ispartof><rights>2023 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2023 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3738-8689375f4773496b33b3eb91d4a85f0278d2a31cfb1eff2ff2b9cda2158843d43</citedby><cites>FETCH-LOGICAL-c3738-8689375f4773496b33b3eb91d4a85f0278d2a31cfb1eff2ff2b9cda2158843d43</cites><orcidid>0000-0001-7181-1458</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.202300248$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202300248$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37080916$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Li‐Yuan</creatorcontrib><creatorcontrib>Yi, Ping</creatorcontrib><creatorcontrib>Chen, Jun‐Lei</creatorcontrib><creatorcontrib>Li, Yu‐Huan</creatorcontrib><creatorcontrib>Qiu, Jue‐Lin</creatorcontrib><creatorcontrib>Wang, Zhao‐Yang</creatorcontrib><creatorcontrib>Fu, Mao</creatorcontrib><creatorcontrib>Yuan, Chun‐Mao</creatorcontrib><creatorcontrib>Huang, Lie‐Jun</creatorcontrib><creatorcontrib>Hao, Xiao‐Jiang</creatorcontrib><creatorcontrib>Gu, Wei</creatorcontrib><title>Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Two new ursane‐type triterpenes, eburnealactones A and B (1 and 2), one new flavonoid, eburneatin A (6), and one new phenylethanoid glycoside, chiritoside D (7), along with 9 known compounds (3–5, 8–13) were isolated from the whole plant of Primulina eburnea. Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HR‐ESI‐MS). All the compounds were evaluated for their cytotoxic activities. Compound 1 showed significant cytotoxic activities against MKN‐45 cell lines and 5637 cell lines with the IC50 values of 9.57 μM and 8.30 μM, respectively. Compound 1 exhibited moderate cytotoxic activities against A549 and PATU8988T cell lines with the IC50 values of 30.70 μM and 38.22 μM, respectively. Compound 6 exhibited moderate cytotoxic activities against MKN‐45, HCT116, PATU8988T, 5637 and A‐673 cell lines with the IC50 values of 19.69 μM, 16.44 μM, 18.07 μM, 11.51 μM and 18.15 μM, respectively. Compound 5 showed moderate cytotoxic activities against A549 cell lines with the IC50 values of 24.06 μM.</description><subject>A549 Cells</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Cell lines</subject><subject>cytotoxic activity</subject><subject>Cytotoxicity</subject><subject>Data analysis</subject><subject>Flavonoids</subject><subject>Glycosides - chemistry</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>phenylethanoid glycosides</subject><subject>Primulina</subject><subject>Primulina eburnea</subject><subject>Triterpenes</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - pharmacology</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1LwzAcQIMobk6vHiXgZR4689E26XFWnYKghyneSpr-yjK6ZjbtdP-9GZsTvAiBfPDySB5C55SMKCHsWufFasQI434TygPUpzFlAZWSHO7XgvXQiXNzj_hzeYx6XBBJEhr30Xs6g4XRqsKprV1r2g7q1mFb4pfGLLrK1ApD3jU1KDycgKuhMUqDgius6gJPZ2AanK5b29ovo_FYt2ZlWgPuFB2VqnJwtpsH6PX-bpo-BE_Pk8d0_BRoLrgMZCwTLqIyFIKHSZxznnPIE1qESkYlYUIWTHGqy5xCWTI_8kQXitFIypAXIR-g4da7bOxHB67NFsZpqCpVg-1cxiSJCEsSJjx6-QedW_8z_zpPUcG4l8aeGm0p3VjnGiizpS-hmnVGSbZpnm2aZ_vm_sLFTtvlCyj2-E9kDyRb4NNUsP5Hl6U3t2-_8m9S6YzJ</recordid><startdate>202305</startdate><enddate>202305</enddate><creator>Yang, Li‐Yuan</creator><creator>Yi, Ping</creator><creator>Chen, Jun‐Lei</creator><creator>Li, Yu‐Huan</creator><creator>Qiu, Jue‐Lin</creator><creator>Wang, Zhao‐Yang</creator><creator>Fu, Mao</creator><creator>Yuan, Chun‐Mao</creator><creator>Huang, Lie‐Jun</creator><creator>Hao, Xiao‐Jiang</creator><creator>Gu, Wei</creator><general>Wiley Subscription Services, Inc</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>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7181-1458</orcidid></search><sort><creationdate>202305</creationdate><title>Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities</title><author>Yang, Li‐Yuan ; Yi, Ping ; Chen, Jun‐Lei ; Li, Yu‐Huan ; Qiu, Jue‐Lin ; Wang, Zhao‐Yang ; Fu, Mao ; Yuan, Chun‐Mao ; Huang, Lie‐Jun ; Hao, Xiao‐Jiang ; Gu, Wei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3738-8689375f4773496b33b3eb91d4a85f0278d2a31cfb1eff2ff2b9cda2158843d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>A549 Cells</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Cell lines</topic><topic>cytotoxic activity</topic><topic>Cytotoxicity</topic><topic>Data analysis</topic><topic>Flavonoids</topic><topic>Glycosides - chemistry</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>phenylethanoid glycosides</topic><topic>Primulina</topic><topic>Primulina eburnea</topic><topic>Triterpenes</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Li‐Yuan</creatorcontrib><creatorcontrib>Yi, Ping</creatorcontrib><creatorcontrib>Chen, Jun‐Lei</creatorcontrib><creatorcontrib>Li, Yu‐Huan</creatorcontrib><creatorcontrib>Qiu, Jue‐Lin</creatorcontrib><creatorcontrib>Wang, Zhao‐Yang</creatorcontrib><creatorcontrib>Fu, Mao</creatorcontrib><creatorcontrib>Yuan, Chun‐Mao</creatorcontrib><creatorcontrib>Huang, Lie‐Jun</creatorcontrib><creatorcontrib>Hao, Xiao‐Jiang</creatorcontrib><creatorcontrib>Gu, Wei</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>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Li‐Yuan</au><au>Yi, Ping</au><au>Chen, Jun‐Lei</au><au>Li, Yu‐Huan</au><au>Qiu, Jue‐Lin</au><au>Wang, Zhao‐Yang</au><au>Fu, Mao</au><au>Yuan, Chun‐Mao</au><au>Huang, Lie‐Jun</au><au>Hao, Xiao‐Jiang</au><au>Gu, Wei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2023-05</date><risdate>2023</risdate><volume>20</volume><issue>5</issue><spage>e202300248</spage><epage>n/a</epage><pages>e202300248-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Two new ursane‐type triterpenes, eburnealactones A and B (1 and 2), one new flavonoid, eburneatin A (6), and one new phenylethanoid glycoside, chiritoside D (7), along with 9 known compounds (3–5, 8–13) were isolated from the whole plant of Primulina eburnea. Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HR‐ESI‐MS). All the compounds were evaluated for their cytotoxic activities. Compound 1 showed significant cytotoxic activities against MKN‐45 cell lines and 5637 cell lines with the IC50 values of 9.57 μM and 8.30 μM, respectively. Compound 1 exhibited moderate cytotoxic activities against A549 and PATU8988T cell lines with the IC50 values of 30.70 μM and 38.22 μM, respectively. Compound 6 exhibited moderate cytotoxic activities against MKN‐45, HCT116, PATU8988T, 5637 and A‐673 cell lines with the IC50 values of 19.69 μM, 16.44 μM, 18.07 μM, 11.51 μM and 18.15 μM, respectively. Compound 5 showed moderate cytotoxic activities against A549 cell lines with the IC50 values of 24.06 μM.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>37080916</pmid><doi>10.1002/cbdv.202300248</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0001-7181-1458</orcidid></addata></record> |
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| subjects | A549 Cells Antineoplastic Agents - pharmacology Cell lines cytotoxic activity Cytotoxicity Data analysis Flavonoids Glycosides - chemistry Humans Molecular Structure NMR Nuclear magnetic resonance phenylethanoid glycosides Primulina Primulina eburnea Triterpenes Triterpenes - chemistry Triterpenes - pharmacology |
| title | Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities |
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