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Isopentenylated Bibenzyls and Phenolic Compounds from Dendrobium chrysotoxum Lindl
Two new isopentenyl bibenzyls, denchrysotonols A and B (1–2), along with 26 known phenolic compounds, were isolated from the stems of cultivated Dendrobium chrysotoxum Lindl. Their chemical structures were clearly elucidated by extensive spectroscopic analysis. Biological evaluation of isolated comp...
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Published in: | Chemistry & biodiversity 2022-06, Vol.19 (6), p.e202200259-n/a |
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description | Two new isopentenyl bibenzyls, denchrysotonols A and B (1–2), along with 26 known phenolic compounds, were isolated from the stems of cultivated Dendrobium chrysotoxum Lindl. Their chemical structures were clearly elucidated by extensive spectroscopic analysis. Biological evaluation of isolated compounds revealed that phenanthrenes (14, 16–17, 20, and 22) and fluorenone 25 exhibited anti‐inflammatory activities which inhibited nitric oxide (NO) production in LPS‐activated RAW264.7 macrophages with the IC50 values ranging from 9.4 to 32.5 μM. Moreover, bibenzyls (1–2 and 7) showed good anti‐proliferative activities against triple‐negative breast cancer (TNBC) cells (HCC1806, MDA‐MB‐231, and MB‐MB‐468) with the IC50 values ranging from 8.1 to 18.6 μM, of which 1 and 2 seemed preferentially inhibit MDA‐MB‐231 cells. |
doi_str_mv | 10.1002/cbdv.202200259 |
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Their chemical structures were clearly elucidated by extensive spectroscopic analysis. Biological evaluation of isolated compounds revealed that phenanthrenes (14, 16–17, 20, and 22) and fluorenone 25 exhibited anti‐inflammatory activities which inhibited nitric oxide (NO) production in LPS‐activated RAW264.7 macrophages with the IC50 values ranging from 9.4 to 32.5 μM. Moreover, bibenzyls (1–2 and 7) showed good anti‐proliferative activities against triple‐negative breast cancer (TNBC) cells (HCC1806, MDA‐MB‐231, and MB‐MB‐468) with the IC50 values ranging from 8.1 to 18.6 μM, of which 1 and 2 seemed preferentially inhibit MDA‐MB‐231 cells.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202200259</identifier><identifier>PMID: 35510718</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Breast cancer ; denchrysotonols ; Dendrobium ; Dendrobium chrysotoxum ; Inflammation ; isopentenyl bibenzyls ; Lipopolysaccharides ; Macrophages ; Nitric oxide ; Phenolic compounds ; Phenols</subject><ispartof>Chemistry & biodiversity, 2022-06, Vol.19 (6), p.e202200259-n/a</ispartof><rights>2022 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2022 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3039-50186f02a3eaeb6e8d685b7f2f48c4db0a886713444e8181ae748054a526e3353</citedby><cites>FETCH-LOGICAL-c3039-50186f02a3eaeb6e8d685b7f2f48c4db0a886713444e8181ae748054a526e3353</cites><orcidid>0000-0002-0131-4197</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/35510718$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Ying</creatorcontrib><creatorcontrib>Zhang, Jia‐Qian</creatorcontrib><creatorcontrib>Zhan, Rui</creatorcontrib><creatorcontrib>Chen, Ye‐Gao</creatorcontrib><title>Isopentenylated Bibenzyls and Phenolic Compounds from Dendrobium chrysotoxum Lindl</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Two new isopentenyl bibenzyls, denchrysotonols A and B (1–2), along with 26 known phenolic compounds, were isolated from the stems of cultivated Dendrobium chrysotoxum Lindl. 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Moreover, bibenzyls (1–2 and 7) showed good anti‐proliferative activities against triple‐negative breast cancer (TNBC) cells (HCC1806, MDA‐MB‐231, and MB‐MB‐468) with the IC50 values ranging from 8.1 to 18.6 μM, of which 1 and 2 seemed preferentially inhibit MDA‐MB‐231 cells.</description><subject>Breast cancer</subject><subject>denchrysotonols</subject><subject>Dendrobium</subject><subject>Dendrobium chrysotoxum</subject><subject>Inflammation</subject><subject>isopentenyl bibenzyls</subject><subject>Lipopolysaccharides</subject><subject>Macrophages</subject><subject>Nitric oxide</subject><subject>Phenolic compounds</subject><subject>Phenols</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqF0M1LwzAYBvAgipvTq0cpePHSmY-mTY_a-TEYKKJeS9q8ZR1tMpNVrX-9GZsTvHjKm_DLw8uD0CnBY4IxvSwL9T6mmFJ_4ekeGpKY0JAIgfd3c0IH6Mi5hSf-XRyiAeOc4ISIIXqaOrMEvQLdN3IFKriuC9BffeMCqVXwOAdtmroMMtMuTaeVCypr2mACWllT1F0blHPbO7Myn36e1Vo1x-igko2Dk-05Qi-3N8_ZfTh7uJtmV7OwZJilIcdExBWmkoGEIgahYsGLpKJVJMpIFVgKESeERVEEgggiIYkE5pHkNAbGOBuhi03u0pq3Dtwqb2tXQtNIDaZzOY1jTDBJWeTp-R-6MJ3VfjuvEsETQkni1XijSmucs1DlS1u30vY5wfm67Xzddr5r238428Z2RQtqx3_q9SDdgI-6gf6fuDy7nrz-hn8DRDCK1w</recordid><startdate>202206</startdate><enddate>202206</enddate><creator>Liu, Ying</creator><creator>Zhang, Jia‐Qian</creator><creator>Zhan, Rui</creator><creator>Chen, Ye‐Gao</creator><general>Wiley Subscription Services, Inc</general><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/0000-0002-0131-4197</orcidid></search><sort><creationdate>202206</creationdate><title>Isopentenylated Bibenzyls and Phenolic Compounds from Dendrobium chrysotoxum Lindl</title><author>Liu, Ying ; Zhang, Jia‐Qian ; Zhan, Rui ; Chen, Ye‐Gao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3039-50186f02a3eaeb6e8d685b7f2f48c4db0a886713444e8181ae748054a526e3353</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Breast cancer</topic><topic>denchrysotonols</topic><topic>Dendrobium</topic><topic>Dendrobium chrysotoxum</topic><topic>Inflammation</topic><topic>isopentenyl bibenzyls</topic><topic>Lipopolysaccharides</topic><topic>Macrophages</topic><topic>Nitric oxide</topic><topic>Phenolic compounds</topic><topic>Phenols</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Ying</creatorcontrib><creatorcontrib>Zhang, Jia‐Qian</creatorcontrib><creatorcontrib>Zhan, Rui</creatorcontrib><creatorcontrib>Chen, Ye‐Gao</creatorcontrib><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>Liu, Ying</au><au>Zhang, Jia‐Qian</au><au>Zhan, Rui</au><au>Chen, Ye‐Gao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isopentenylated Bibenzyls and Phenolic Compounds from Dendrobium chrysotoxum Lindl</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2022-06</date><risdate>2022</risdate><volume>19</volume><issue>6</issue><spage>e202200259</spage><epage>n/a</epage><pages>e202200259-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Two new isopentenyl bibenzyls, denchrysotonols A and B (1–2), along with 26 known phenolic compounds, were isolated from the stems of cultivated Dendrobium chrysotoxum Lindl. Their chemical structures were clearly elucidated by extensive spectroscopic analysis. Biological evaluation of isolated compounds revealed that phenanthrenes (14, 16–17, 20, and 22) and fluorenone 25 exhibited anti‐inflammatory activities which inhibited nitric oxide (NO) production in LPS‐activated RAW264.7 macrophages with the IC50 values ranging from 9.4 to 32.5 μM. Moreover, bibenzyls (1–2 and 7) showed good anti‐proliferative activities against triple‐negative breast cancer (TNBC) cells (HCC1806, MDA‐MB‐231, and MB‐MB‐468) with the IC50 values ranging from 8.1 to 18.6 μM, of which 1 and 2 seemed preferentially inhibit MDA‐MB‐231 cells.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>35510718</pmid><doi>10.1002/cbdv.202200259</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-0131-4197</orcidid></addata></record> |
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subjects | Breast cancer denchrysotonols Dendrobium Dendrobium chrysotoxum Inflammation isopentenyl bibenzyls Lipopolysaccharides Macrophages Nitric oxide Phenolic compounds Phenols |
title | Isopentenylated Bibenzyls and Phenolic Compounds from Dendrobium chrysotoxum Lindl |
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