Sesquiterpene Acids and Lactones from Inula Confertiflora with their Antibacterial Activities
The phytochemical investigation of the leaves of Inula confertiflora, a medicinal plant endemic to Ethiopia, led to the isolation of 15 terpenoids; 1β‐hydroxy‐α‐costic acid (1), 3α‐hydroxycostic acid (2), isotelekin (3), asperilin (4), carabrone (5), carpesioline (6), graveolide (7), inuviscolide (8...
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| Veröffentlicht in: | Chemistry & biodiversity 2024-05, Vol.21 (5), p.e202400265-n/a |
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| creator | Ahmed, Bonsa Hussein Desta, Mekonnen Abebayehu Wami, Ashenafi Alemu Beyene, Getachew Tesfaye Bedane, Kibrom Gebreheiwot |
| description | The phytochemical investigation of the leaves of Inula confertiflora, a medicinal plant endemic to Ethiopia, led to the isolation of 15 terpenoids; 1β‐hydroxy‐α‐costic acid (1), 3α‐hydroxycostic acid (2), isotelekin (3), asperilin (4), carabrone (5), carpesioline (6), graveolide (7), inuviscolide (8), 8‐epi‐inuviscolide (9), 1β,4β‐dihydroxy‐5α(H)‐guaia‐10(14),11(13)‐dien‐8α,12‐olide (10), isoinuviscolide (11), 4β,10β‐dihydroxy‐5α(H)‐1,11(13)‐guaidien‐8α,12‐olide (12), 4β,10β‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (13), 4β,10α‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (14), 4β,10α‐dihydroxy‐1α(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (15). Herein, structural elucidation and full NMR data for compound 1 are presented for the first time. The structures were elucidated using NMR, HRESIMS, and by comparison with literature data. The relative configurations were defined by NOESY correlations and single‐crystal X‐ray crystallography. Herein, crystallography data of 6 and 7 were reported for the first time. The antibacterial efficacy of some of the isolated compounds was evaluated against two commonly dispersed environmental strains of Escherichia coli and Staphylococcus aureus. Compounds 1, 3, 6, 7, and 8 exhibited moderate antibacterial activities against the tested organisms. The chemotaxonomic significance of compounds is discussed. |
| doi_str_mv | 10.1002/cbdv.202400265 |
| format | Article |
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Herein, structural elucidation and full NMR data for compound 1 are presented for the first time. The structures were elucidated using NMR, HRESIMS, and by comparison with literature data. The relative configurations were defined by NOESY correlations and single‐crystal X‐ray crystallography. Herein, crystallography data of 6 and 7 were reported for the first time. The antibacterial efficacy of some of the isolated compounds was evaluated against two commonly dispersed environmental strains of Escherichia coli and Staphylococcus aureus. Compounds 1, 3, 6, 7, and 8 exhibited moderate antibacterial activities against the tested organisms. The chemotaxonomic significance of compounds is discussed.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202400265</identifier><identifier>PMID: 38470349</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Antibacterial ; Antibacterial activity ; Asteraceae ; Chemotaxonomy ; Crystallography ; E coli ; Endemic plants ; Herbal medicine ; Inula ; Inula confertiflora ; Lactones ; Medicinal plants ; NMR ; Nuclear magnetic resonance ; Terpenes</subject><ispartof>Chemistry & biodiversity, 2024-05, Vol.21 (5), p.e202400265-n/a</ispartof><rights>2024 Wiley-VHCA AG, Zurich, Switzerland</rights><rights>2024 Wiley‐VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c3285-6a0f30042d31635843c35a660da38be3a9a688e6b8c7554eef25efe5572385a3</cites><orcidid>0000-0003-4379-7833</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.202400265$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202400265$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38470349$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ahmed, Bonsa Hussein</creatorcontrib><creatorcontrib>Desta, Mekonnen Abebayehu</creatorcontrib><creatorcontrib>Wami, Ashenafi Alemu</creatorcontrib><creatorcontrib>Beyene, Getachew Tesfaye</creatorcontrib><creatorcontrib>Bedane, Kibrom Gebreheiwot</creatorcontrib><title>Sesquiterpene Acids and Lactones from Inula Confertiflora with their Antibacterial Activities</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>The phytochemical investigation of the leaves of Inula confertiflora, a medicinal plant endemic to Ethiopia, led to the isolation of 15 terpenoids; 1β‐hydroxy‐α‐costic acid (1), 3α‐hydroxycostic acid (2), isotelekin (3), asperilin (4), carabrone (5), carpesioline (6), graveolide (7), inuviscolide (8), 8‐epi‐inuviscolide (9), 1β,4β‐dihydroxy‐5α(H)‐guaia‐10(14),11(13)‐dien‐8α,12‐olide (10), isoinuviscolide (11), 4β,10β‐dihydroxy‐5α(H)‐1,11(13)‐guaidien‐8α,12‐olide (12), 4β,10β‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (13), 4β,10α‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (14), 4β,10α‐dihydroxy‐1α(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (15). Herein, structural elucidation and full NMR data for compound 1 are presented for the first time. The structures were elucidated using NMR, HRESIMS, and by comparison with literature data. The relative configurations were defined by NOESY correlations and single‐crystal X‐ray crystallography. Herein, crystallography data of 6 and 7 were reported for the first time. The antibacterial efficacy of some of the isolated compounds was evaluated against two commonly dispersed environmental strains of Escherichia coli and Staphylococcus aureus. Compounds 1, 3, 6, 7, and 8 exhibited moderate antibacterial activities against the tested organisms. The chemotaxonomic significance of compounds is discussed.</description><subject>Antibacterial</subject><subject>Antibacterial activity</subject><subject>Asteraceae</subject><subject>Chemotaxonomy</subject><subject>Crystallography</subject><subject>E coli</subject><subject>Endemic plants</subject><subject>Herbal medicine</subject><subject>Inula</subject><subject>Inula confertiflora</subject><subject>Lactones</subject><subject>Medicinal plants</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Terpenes</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkM1LwzAYh4Mobk6vHiXgxctmmjRpepz1EwYeHN4kpO1bltG1W5Ju7L83Y3OCF0_vB8_78PJD6Doio4gQel_k5XpECY3DIPgJ6kciosNISnJ67BPaQxfOzQMS9vIc9ZiME8LitI--PsCtOuPBLqEBPC5M6bBuSjzRhW8bcLiy7QK_NV2tcdY2FVhvqrq1Gm-Mn2E_A2PxuPEmDwdgja6DxJu18QbcJTqrdO3g6lAHaPr8NM1eh5P3l7dsPBkWjEo-FJpUjJCYliwSjMuYFYxrIUipmcyB6VQLKUHkskg4jwEqyqECzhPKJNdsgO722qVtVx04rxbGFVDXuoG2c4qmXERcypgE9PYPOm8724TnFCM8TjlLEhao0Z4qbOuchUotrVlou1URUbvc1S53dcw9HNwctF2-gPKI_wQdgHQPbEwN2390Knt4_PyVfwNxMY6G</recordid><startdate>202405</startdate><enddate>202405</enddate><creator>Ahmed, Bonsa Hussein</creator><creator>Desta, Mekonnen Abebayehu</creator><creator>Wami, Ashenafi Alemu</creator><creator>Beyene, Getachew Tesfaye</creator><creator>Bedane, Kibrom Gebreheiwot</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/0000-0003-4379-7833</orcidid></search><sort><creationdate>202405</creationdate><title>Sesquiterpene Acids and Lactones from Inula Confertiflora with their Antibacterial Activities</title><author>Ahmed, Bonsa Hussein ; Desta, Mekonnen Abebayehu ; Wami, Ashenafi Alemu ; Beyene, Getachew Tesfaye ; Bedane, Kibrom Gebreheiwot</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3285-6a0f30042d31635843c35a660da38be3a9a688e6b8c7554eef25efe5572385a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Antibacterial</topic><topic>Antibacterial activity</topic><topic>Asteraceae</topic><topic>Chemotaxonomy</topic><topic>Crystallography</topic><topic>E coli</topic><topic>Endemic plants</topic><topic>Herbal medicine</topic><topic>Inula</topic><topic>Inula confertiflora</topic><topic>Lactones</topic><topic>Medicinal plants</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Terpenes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ahmed, Bonsa Hussein</creatorcontrib><creatorcontrib>Desta, Mekonnen Abebayehu</creatorcontrib><creatorcontrib>Wami, Ashenafi Alemu</creatorcontrib><creatorcontrib>Beyene, Getachew Tesfaye</creatorcontrib><creatorcontrib>Bedane, Kibrom Gebreheiwot</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>Ahmed, Bonsa Hussein</au><au>Desta, Mekonnen Abebayehu</au><au>Wami, Ashenafi Alemu</au><au>Beyene, Getachew Tesfaye</au><au>Bedane, Kibrom Gebreheiwot</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sesquiterpene Acids and Lactones from Inula Confertiflora with their Antibacterial Activities</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2024-05</date><risdate>2024</risdate><volume>21</volume><issue>5</issue><spage>e202400265</spage><epage>n/a</epage><pages>e202400265-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>The phytochemical investigation of the leaves of Inula confertiflora, a medicinal plant endemic to Ethiopia, led to the isolation of 15 terpenoids; 1β‐hydroxy‐α‐costic acid (1), 3α‐hydroxycostic acid (2), isotelekin (3), asperilin (4), carabrone (5), carpesioline (6), graveolide (7), inuviscolide (8), 8‐epi‐inuviscolide (9), 1β,4β‐dihydroxy‐5α(H)‐guaia‐10(14),11(13)‐dien‐8α,12‐olide (10), isoinuviscolide (11), 4β,10β‐dihydroxy‐5α(H)‐1,11(13)‐guaidien‐8α,12‐olide (12), 4β,10β‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (13), 4β,10α‐dihydroxy‐1β(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (14), 4β,10α‐dihydroxy‐1α(H)‐5α(H)‐guai‐11(13)‐en‐8α,12‐olide (15). Herein, structural elucidation and full NMR data for compound 1 are presented for the first time. The structures were elucidated using NMR, HRESIMS, and by comparison with literature data. The relative configurations were defined by NOESY correlations and single‐crystal X‐ray crystallography. Herein, crystallography data of 6 and 7 were reported for the first time. The antibacterial efficacy of some of the isolated compounds was evaluated against two commonly dispersed environmental strains of Escherichia coli and Staphylococcus aureus. Compounds 1, 3, 6, 7, and 8 exhibited moderate antibacterial activities against the tested organisms. The chemotaxonomic significance of compounds is discussed.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>38470349</pmid><doi>10.1002/cbdv.202400265</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-4379-7833</orcidid></addata></record> |
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| subjects | Antibacterial Antibacterial activity Asteraceae Chemotaxonomy Crystallography E coli Endemic plants Herbal medicine Inula Inula confertiflora Lactones Medicinal plants NMR Nuclear magnetic resonance Terpenes |
| title | Sesquiterpene Acids and Lactones from Inula Confertiflora with their Antibacterial Activities |
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