New Clerodane Diterpenoids from Tinospora Capillipes with Antibacterial and Anti‐Inflammatory Properties
Four new clerodane diterpenoids, namely tinocapills A–D (1–4), and one known analogue (5) were isolated from the roots of Tinospora capillipes in the present study. The structures of these new compounds, including their absolute configurations, were determined through a combination of detailed spect...
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| Veröffentlicht in: | Chemistry & biodiversity 2024-09, Vol.21 (9), p.e202401033-n/a |
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| creator | Song, Yuan‐Ze Yuan, Chao Li, Wen‐Juan Song, Qing‐Jiang Zhu, Wen‐Hao Zhang, Juan |
| description | Four new clerodane diterpenoids, namely tinocapills A–D (1–4), and one known analogue (5) were isolated from the roots of Tinospora capillipes in the present study. The structures of these new compounds, including their absolute configurations, were determined through a combination of detailed spectroscopic analysis and theoretical statistical approaches, including electronic circular dichroism (ECD) analyses and quantum mechanical (QM)‐NMR methods. Additionally, the stereostructure of 5 was confirmed via X‐ray diffraction analysis. Furthermore, all these isolates were evaluated for their antibacterial and anti‐inflammatory activities. Compounds 1, 2 and 5 demonstrated antibacterial activity against methicillin‐resistant Staphylococcus aureus (MRSA) with MICs ranging from 4–64 μg/mL, and compounds 3 and 4 exhibited potential anti‐inflammatory effects by suppressing LPS‐induced TNF‐α and NO releases in RAW264.7 cells. |
| doi_str_mv | 10.1002/cbdv.202401033 |
| format | Article |
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The structures of these new compounds, including their absolute configurations, were determined through a combination of detailed spectroscopic analysis and theoretical statistical approaches, including electronic circular dichroism (ECD) analyses and quantum mechanical (QM)‐NMR methods. Additionally, the stereostructure of 5 was confirmed via X‐ray diffraction analysis. Furthermore, all these isolates were evaluated for their antibacterial and anti‐inflammatory activities. Compounds 1, 2 and 5 demonstrated antibacterial activity against methicillin‐resistant Staphylococcus aureus (MRSA) with MICs ranging from 4–64 μg/mL, and compounds 3 and 4 exhibited potential anti‐inflammatory effects by suppressing LPS‐induced TNF‐α and NO releases in RAW264.7 cells.</description><identifier>ISSN: 1612-1872</identifier><identifier>ISSN: 1612-1880</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202401033</identifier><identifier>PMID: 38945823</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Anti-inflammatory ; Antibacterial ; Antibacterial activity ; Antiinfectives and antibacterials ; Circular dichroism ; Clerodane diterpenoid ; Dichroism ; Diterpenes ; Drug resistance ; Inflammation ; Methicillin ; NMR ; Nuclear magnetic resonance ; Quantum mechanics ; Staphylococcus aureus ; Tinospora capillipes ; TNF-α and NO production ; X-ray diffraction</subject><ispartof>Chemistry & biodiversity, 2024-09, Vol.21 (9), p.e202401033-n/a</ispartof><rights>2024 Wiley-VHCA AG, Zurich, Switzerland</rights><rights>2024 Wiley‐VCH GmbH.</rights><rights>2024 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2583-151d5b239d97a3313ac448cbc3790ac0ed2f9fa80593fb60cb89a4b05f421e663</cites><orcidid>0000-0002-5581-8630</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.202401033$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202401033$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38945823$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Song, Yuan‐Ze</creatorcontrib><creatorcontrib>Yuan, Chao</creatorcontrib><creatorcontrib>Li, Wen‐Juan</creatorcontrib><creatorcontrib>Song, Qing‐Jiang</creatorcontrib><creatorcontrib>Zhu, Wen‐Hao</creatorcontrib><creatorcontrib>Zhang, Juan</creatorcontrib><title>New Clerodane Diterpenoids from Tinospora Capillipes with Antibacterial and Anti‐Inflammatory Properties</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Four new clerodane diterpenoids, namely tinocapills A–D (1–4), and one known analogue (5) were isolated from the roots of Tinospora capillipes in the present study. 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Compounds 1, 2 and 5 demonstrated antibacterial activity against methicillin‐resistant Staphylococcus aureus (MRSA) with MICs ranging from 4–64 μg/mL, and compounds 3 and 4 exhibited potential anti‐inflammatory effects by suppressing LPS‐induced TNF‐α and NO releases in RAW264.7 cells.</description><subject>Anti-inflammatory</subject><subject>Antibacterial</subject><subject>Antibacterial activity</subject><subject>Antiinfectives and antibacterials</subject><subject>Circular dichroism</subject><subject>Clerodane diterpenoid</subject><subject>Dichroism</subject><subject>Diterpenes</subject><subject>Drug resistance</subject><subject>Inflammation</subject><subject>Methicillin</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Quantum mechanics</subject><subject>Staphylococcus aureus</subject><subject>Tinospora capillipes</subject><subject>TNF-α and NO production</subject><subject>X-ray diffraction</subject><issn>1612-1872</issn><issn>1612-1880</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkctOwzAQRS0EouWxZYkssWHT4kcezrKkPCohYAFsLcdxhCsnDnZC1R2fwDfyJbgUisSG1YxG517NzAXgCKMxRoicyaJ8HRNEIoQRpVtgiBNMRpgxtL3pUzIAe97PAx_mbBcMKMuimBE6BPNbtYC5Uc6WolFwqjvlWtVYXXpYOVvDB91Y31onYC5abYxulYcL3T3DSdPpQsgg0MJA0ZRfk4-391lTGVHXorNuCe-dbZXrtPIHYKcSxqvD77oPHi8vHvLr0c3d1Syf3IwkiRkd4RiXcUFoVmapoBRTIaOIyULSNENCIlWSKqsEQ3FGqyJBsmCZiAoUVxHBKknoPjhd-7bOvvTKd7zWXipjwoG295yiNMI0RikO6MkfdG5714TtOMU4TSLCYhqo8ZqSznrvVMVbp2vhlhwjvkqBr1LgmxSC4Pjbti9qVW7wn7cHIFsDC23U8h87np9Pn37NPwHQ85Uj</recordid><startdate>202409</startdate><enddate>202409</enddate><creator>Song, Yuan‐Ze</creator><creator>Yuan, Chao</creator><creator>Li, Wen‐Juan</creator><creator>Song, Qing‐Jiang</creator><creator>Zhu, Wen‐Hao</creator><creator>Zhang, Juan</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/0000-0002-5581-8630</orcidid></search><sort><creationdate>202409</creationdate><title>New Clerodane Diterpenoids from Tinospora Capillipes with Antibacterial and Anti‐Inflammatory Properties</title><author>Song, Yuan‐Ze ; Yuan, Chao ; Li, Wen‐Juan ; Song, Qing‐Jiang ; Zhu, Wen‐Hao ; Zhang, Juan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2583-151d5b239d97a3313ac448cbc3790ac0ed2f9fa80593fb60cb89a4b05f421e663</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Anti-inflammatory</topic><topic>Antibacterial</topic><topic>Antibacterial activity</topic><topic>Antiinfectives and antibacterials</topic><topic>Circular dichroism</topic><topic>Clerodane diterpenoid</topic><topic>Dichroism</topic><topic>Diterpenes</topic><topic>Drug resistance</topic><topic>Inflammation</topic><topic>Methicillin</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Quantum mechanics</topic><topic>Staphylococcus aureus</topic><topic>Tinospora capillipes</topic><topic>TNF-α and NO production</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Song, Yuan‐Ze</creatorcontrib><creatorcontrib>Yuan, Chao</creatorcontrib><creatorcontrib>Li, Wen‐Juan</creatorcontrib><creatorcontrib>Song, Qing‐Jiang</creatorcontrib><creatorcontrib>Zhu, Wen‐Hao</creatorcontrib><creatorcontrib>Zhang, Juan</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>Song, Yuan‐Ze</au><au>Yuan, Chao</au><au>Li, Wen‐Juan</au><au>Song, Qing‐Jiang</au><au>Zhu, Wen‐Hao</au><au>Zhang, Juan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Clerodane Diterpenoids from Tinospora Capillipes with Antibacterial and Anti‐Inflammatory Properties</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2024-09</date><risdate>2024</risdate><volume>21</volume><issue>9</issue><spage>e202401033</spage><epage>n/a</epage><pages>e202401033-n/a</pages><issn>1612-1872</issn><issn>1612-1880</issn><eissn>1612-1880</eissn><abstract>Four new clerodane diterpenoids, namely tinocapills A–D (1–4), and one known analogue (5) were isolated from the roots of Tinospora capillipes in the present study. The structures of these new compounds, including their absolute configurations, were determined through a combination of detailed spectroscopic analysis and theoretical statistical approaches, including electronic circular dichroism (ECD) analyses and quantum mechanical (QM)‐NMR methods. Additionally, the stereostructure of 5 was confirmed via X‐ray diffraction analysis. Furthermore, all these isolates were evaluated for their antibacterial and anti‐inflammatory activities. Compounds 1, 2 and 5 demonstrated antibacterial activity against methicillin‐resistant Staphylococcus aureus (MRSA) with MICs ranging from 4–64 μg/mL, and compounds 3 and 4 exhibited potential anti‐inflammatory effects by suppressing LPS‐induced TNF‐α and NO releases in RAW264.7 cells.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>38945823</pmid><doi>10.1002/cbdv.202401033</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-5581-8630</orcidid></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Anti-inflammatory Antibacterial Antibacterial activity Antiinfectives and antibacterials Circular dichroism Clerodane diterpenoid Dichroism Diterpenes Drug resistance Inflammation Methicillin NMR Nuclear magnetic resonance Quantum mechanics Staphylococcus aureus Tinospora capillipes TNF-α and NO production X-ray diffraction |
| title | New Clerodane Diterpenoids from Tinospora Capillipes with Antibacterial and Anti‐Inflammatory Properties |
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