Saromacrophorins A–C, Rare Sesquiterpene‐Hydroquinone Hybrids from the Deep‐Sea‐Derived Fungus Sarocladium terricola 494 a
Three new sesquiterpene‐hydroquinone hybrids, saromacrophorins A–C (1–3) were isolated from the deep‐sea‐derived fungus Sarocladium terricola 494a, along with nine known compounds. Their structures were elucidated by comprehensive analyses of 1D and 2D NMR, HRESIMS, and ECD calculations. Noteworthil...
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| Veröffentlicht in: | European journal of organic chemistry 2024-02, Vol.27 (5), p.n/a |
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| container_title | European journal of organic chemistry |
| container_volume | 27 |
| creator | Xie, Ya‐Ping Wang, Yuan Zhang, Kai Liu, Qing‐Mei Yan, Qing‐Xiang Zou, Zheng‐Biao Xu, Yan‐Qin Liu, Guang‐Ming Huang, Xiao‐Fang Yang, Xian‐Wen |
| description | Three new sesquiterpene‐hydroquinone hybrids, saromacrophorins A–C (1–3) were isolated from the deep‐sea‐derived fungus Sarocladium terricola 494a, along with nine known compounds. Their structures were elucidated by comprehensive analyses of 1D and 2D NMR, HRESIMS, and ECD calculations. Noteworthily, compound 1 is a rare 5′,6′‐dihydroxymacrophorin and compound 3 is the first example of macrophorin possessing 4′S‐configuration. Compound 4 showed potent anti‐food allergic activity with an IC50 value of 18.9 μM.
Saromacrophorin A, a macrophorin cotanied rare 5′,6′‐dihydroxylisoepiepoformin fragment; saromacrophorin C, the first example of 4′S‐macrophorin; macrophorin D, anti‐food allergic activity with IC50 value of 18.9 μM. |
| doi_str_mv | 10.1002/ejoc.202301250 |
| format | Article |
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Saromacrophorin A, a macrophorin cotanied rare 5′,6′‐dihydroxylisoepiepoformin fragment; saromacrophorin C, the first example of 4′S‐macrophorin; macrophorin D, anti‐food allergic activity with IC50 value of 18.9 μM.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.202301250</identifier><language>eng</language><subject>anti-food allergy ; deep-sea ; fungus ; meroterpenoid ; Sarocladium terricola</subject><ispartof>European journal of organic chemistry, 2024-02, Vol.27 (5), p.n/a</ispartof><rights>2023 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c1740-bb67e03cef9b57778319aaccd141b339cc910dccdbbf37da1051a9aacc7e474b3</cites><orcidid>0000-0002-4967-0844</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%2Fejoc.202301250$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.202301250$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Xie, Ya‐Ping</creatorcontrib><creatorcontrib>Wang, Yuan</creatorcontrib><creatorcontrib>Zhang, Kai</creatorcontrib><creatorcontrib>Liu, Qing‐Mei</creatorcontrib><creatorcontrib>Yan, Qing‐Xiang</creatorcontrib><creatorcontrib>Zou, Zheng‐Biao</creatorcontrib><creatorcontrib>Xu, Yan‐Qin</creatorcontrib><creatorcontrib>Liu, Guang‐Ming</creatorcontrib><creatorcontrib>Huang, Xiao‐Fang</creatorcontrib><creatorcontrib>Yang, Xian‐Wen</creatorcontrib><title>Saromacrophorins A–C, Rare Sesquiterpene‐Hydroquinone Hybrids from the Deep‐Sea‐Derived Fungus Sarocladium terricola 494 a</title><title>European journal of organic chemistry</title><description>Three new sesquiterpene‐hydroquinone hybrids, saromacrophorins A–C (1–3) were isolated from the deep‐sea‐derived fungus Sarocladium terricola 494a, along with nine known compounds. Their structures were elucidated by comprehensive analyses of 1D and 2D NMR, HRESIMS, and ECD calculations. Noteworthily, compound 1 is a rare 5′,6′‐dihydroxymacrophorin and compound 3 is the first example of macrophorin possessing 4′S‐configuration. Compound 4 showed potent anti‐food allergic activity with an IC50 value of 18.9 μM.
Saromacrophorin A, a macrophorin cotanied rare 5′,6′‐dihydroxylisoepiepoformin fragment; saromacrophorin C, the first example of 4′S‐macrophorin; macrophorin D, anti‐food allergic activity with IC50 value of 18.9 μM.</description><subject>anti-food allergy</subject><subject>deep-sea</subject><subject>fungus</subject><subject>meroterpenoid</subject><subject>Sarocladium terricola</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkL9OwzAQxiMEEqWwMvsBSDnHboLHKm0pqFIlChJbZDsXmipNgt2AsnVgYUPiDfskuBTByHL_9PvudJ_nnVPoUYDgEpeV7gUQMKBBHw68DgUhfAgFHLqaM-5TwR6PvRNrlwAgwpB2vLe5NNVKalPVi8rkpSWD7eYzviB30iCZo31u8jWaGkvcbj4mbWoqNymrEsmkVSZPLcncArJeIBki1g6ao3RxiCZ_wZSMm_KpsWR3RhcyzRvHojG5rgpJuODbzbs89Y4yWVg8-8ld72E8uo8n_nR2fRMPpr6mEQdfqTBCYBozofpRFF0xKqTUOqWcKsaE1oJC6nqlMhalkkKfym8iQh5xxbpeb7_XvWutwSypTb6Spk0oJDsPk52Hya-HTiD2gte8wPYfOhndzuI_7RdVUH3i</recordid><startdate>20240205</startdate><enddate>20240205</enddate><creator>Xie, Ya‐Ping</creator><creator>Wang, Yuan</creator><creator>Zhang, Kai</creator><creator>Liu, Qing‐Mei</creator><creator>Yan, Qing‐Xiang</creator><creator>Zou, Zheng‐Biao</creator><creator>Xu, Yan‐Qin</creator><creator>Liu, Guang‐Ming</creator><creator>Huang, Xiao‐Fang</creator><creator>Yang, Xian‐Wen</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-4967-0844</orcidid></search><sort><creationdate>20240205</creationdate><title>Saromacrophorins A–C, Rare Sesquiterpene‐Hydroquinone Hybrids from the Deep‐Sea‐Derived Fungus Sarocladium terricola 494 a</title><author>Xie, Ya‐Ping ; Wang, Yuan ; Zhang, Kai ; Liu, Qing‐Mei ; Yan, Qing‐Xiang ; Zou, Zheng‐Biao ; Xu, Yan‐Qin ; Liu, Guang‐Ming ; Huang, Xiao‐Fang ; Yang, Xian‐Wen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1740-bb67e03cef9b57778319aaccd141b339cc910dccdbbf37da1051a9aacc7e474b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>anti-food allergy</topic><topic>deep-sea</topic><topic>fungus</topic><topic>meroterpenoid</topic><topic>Sarocladium terricola</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xie, Ya‐Ping</creatorcontrib><creatorcontrib>Wang, Yuan</creatorcontrib><creatorcontrib>Zhang, Kai</creatorcontrib><creatorcontrib>Liu, Qing‐Mei</creatorcontrib><creatorcontrib>Yan, Qing‐Xiang</creatorcontrib><creatorcontrib>Zou, Zheng‐Biao</creatorcontrib><creatorcontrib>Xu, Yan‐Qin</creatorcontrib><creatorcontrib>Liu, Guang‐Ming</creatorcontrib><creatorcontrib>Huang, Xiao‐Fang</creatorcontrib><creatorcontrib>Yang, Xian‐Wen</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xie, Ya‐Ping</au><au>Wang, Yuan</au><au>Zhang, Kai</au><au>Liu, Qing‐Mei</au><au>Yan, Qing‐Xiang</au><au>Zou, Zheng‐Biao</au><au>Xu, Yan‐Qin</au><au>Liu, Guang‐Ming</au><au>Huang, Xiao‐Fang</au><au>Yang, Xian‐Wen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Saromacrophorins A–C, Rare Sesquiterpene‐Hydroquinone Hybrids from the Deep‐Sea‐Derived Fungus Sarocladium terricola 494 a</atitle><jtitle>European journal of organic chemistry</jtitle><date>2024-02-05</date><risdate>2024</risdate><volume>27</volume><issue>5</issue><epage>n/a</epage><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Three new sesquiterpene‐hydroquinone hybrids, saromacrophorins A–C (1–3) were isolated from the deep‐sea‐derived fungus Sarocladium terricola 494a, along with nine known compounds. Their structures were elucidated by comprehensive analyses of 1D and 2D NMR, HRESIMS, and ECD calculations. Noteworthily, compound 1 is a rare 5′,6′‐dihydroxymacrophorin and compound 3 is the first example of macrophorin possessing 4′S‐configuration. Compound 4 showed potent anti‐food allergic activity with an IC50 value of 18.9 μM.
Saromacrophorin A, a macrophorin cotanied rare 5′,6′‐dihydroxylisoepiepoformin fragment; saromacrophorin C, the first example of 4′S‐macrophorin; macrophorin D, anti‐food allergic activity with IC50 value of 18.9 μM.</abstract><doi>10.1002/ejoc.202301250</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-4967-0844</orcidid></addata></record> |
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| source | Wiley Blackwell Single Titles |
| subjects | anti-food allergy deep-sea fungus meroterpenoid Sarocladium terricola |
| title | Saromacrophorins A–C, Rare Sesquiterpene‐Hydroquinone Hybrids from the Deep‐Sea‐Derived Fungus Sarocladium terricola 494 a |
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