Tricholosterols A–D, four new ergosterol derivatives from the mushroom Tricholoma terreum
Four undescribed steroids have been identified from fruiting bodies of the mushroom Tricholoma terreum. [Display omitted] •Four undescribed steroids have been obtained from Tricholoma terreum.•One compound possesses a rare D ring-opening skeleton.•Two compounds exhibited NO production inhibitory act...
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| Veröffentlicht in: | Steroids 2023-03, Vol.191, p.109157-109157, Article 109157 |
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| container_title | Steroids |
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| creator | Jin, Ying-Xue Chi, Mei-Jing Wei, Wen-Ke Zhao, Yu-Qing Wang, Guo-Kai Feng, Tao |
| description | Four undescribed steroids have been identified from fruiting bodies of the mushroom Tricholoma terreum.
[Display omitted]
•Four undescribed steroids have been obtained from Tricholoma terreum.•One compound possesses a rare D ring-opening skeleton.•Two compounds exhibited NO production inhibitory activities.•This is the first report of steroids from T. terreum.
Four ergosterol derivatives, named tricholosterols A–D (1–4), have been isolated from the fruiting bodies of Tricholoma terreum. Their chemical structures have been determined using a combination of spectroscopic analysis as well as computational methods. Compound 1 possesses a rare D-ring opening ergosterol skeleton, while compounds 2–4 are rare degraded ergosterols. Compounds 1 and 4 exhibited moderate inhibitory activity against NO production with IC50 values of 27.6 and 31.8 μM, respectively. This is the first report of steroids from T. terreum. |
| doi_str_mv | 10.1016/j.steroids.2022.109157 |
| format | Article |
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[Display omitted]
•Four undescribed steroids have been obtained from Tricholoma terreum.•One compound possesses a rare D ring-opening skeleton.•Two compounds exhibited NO production inhibitory activities.•This is the first report of steroids from T. terreum.
Four ergosterol derivatives, named tricholosterols A–D (1–4), have been isolated from the fruiting bodies of Tricholoma terreum. Their chemical structures have been determined using a combination of spectroscopic analysis as well as computational methods. Compound 1 possesses a rare D-ring opening ergosterol skeleton, while compounds 2–4 are rare degraded ergosterols. Compounds 1 and 4 exhibited moderate inhibitory activity against NO production with IC50 values of 27.6 and 31.8 μM, respectively. This is the first report of steroids from T. terreum.</description><identifier>ISSN: 0039-128X</identifier><identifier>EISSN: 1878-5867</identifier><identifier>DOI: 10.1016/j.steroids.2022.109157</identifier><identifier>PMID: 36549636</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Ergosterol - chemistry ; Ergosterol - isolation & purification ; Ergosterol - pharmacology ; Ergosterol derivatives ; Fruiting Bodies, Fungal - chemistry ; Nitric Oxide - antagonists & inhibitors ; NO production inhibition ; Tricholoma - chemistry ; Tricholoma - metabolism ; Tricholoma terreum</subject><ispartof>Steroids, 2023-03, Vol.191, p.109157-109157, Article 109157</ispartof><rights>2022 Elsevier Inc.</rights><rights>Copyright © 2022 Elsevier Inc. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c368t-50764b1d8b062eecbeca981c9bdf6a4f4d492c04471e54c5e1fcc67dff1f7d563</citedby><cites>FETCH-LOGICAL-c368t-50764b1d8b062eecbeca981c9bdf6a4f4d492c04471e54c5e1fcc67dff1f7d563</cites><orcidid>0000-0002-1977-9857</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.steroids.2022.109157$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36549636$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jin, Ying-Xue</creatorcontrib><creatorcontrib>Chi, Mei-Jing</creatorcontrib><creatorcontrib>Wei, Wen-Ke</creatorcontrib><creatorcontrib>Zhao, Yu-Qing</creatorcontrib><creatorcontrib>Wang, Guo-Kai</creatorcontrib><creatorcontrib>Feng, Tao</creatorcontrib><title>Tricholosterols A–D, four new ergosterol derivatives from the mushroom Tricholoma terreum</title><title>Steroids</title><addtitle>Steroids</addtitle><description>Four undescribed steroids have been identified from fruiting bodies of the mushroom Tricholoma terreum.
[Display omitted]
•Four undescribed steroids have been obtained from Tricholoma terreum.•One compound possesses a rare D ring-opening skeleton.•Two compounds exhibited NO production inhibitory activities.•This is the first report of steroids from T. terreum.
Four ergosterol derivatives, named tricholosterols A–D (1–4), have been isolated from the fruiting bodies of Tricholoma terreum. Their chemical structures have been determined using a combination of spectroscopic analysis as well as computational methods. Compound 1 possesses a rare D-ring opening ergosterol skeleton, while compounds 2–4 are rare degraded ergosterols. Compounds 1 and 4 exhibited moderate inhibitory activity against NO production with IC50 values of 27.6 and 31.8 μM, respectively. This is the first report of steroids from T. terreum.</description><subject>Ergosterol - chemistry</subject><subject>Ergosterol - isolation & purification</subject><subject>Ergosterol - pharmacology</subject><subject>Ergosterol derivatives</subject><subject>Fruiting Bodies, Fungal - chemistry</subject><subject>Nitric Oxide - antagonists & inhibitors</subject><subject>NO production inhibition</subject><subject>Tricholoma - chemistry</subject><subject>Tricholoma - metabolism</subject><subject>Tricholoma terreum</subject><issn>0039-128X</issn><issn>1878-5867</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1OwzAQRi0EoqVwhcpLFqTYie0kO6ryK1ViUyQkFlZij6mrpC52UsSOO3BDTkJKW7asrPG8-UbzEBpSMqKEisvFKDTgndVhFJM47j5zytMD1KdZmkU8E-kh6hOS5BGNs-ceOglhQQgRSR4fo14iOMtFIvroZeatmrvK_cZVAY-_P7-uL7BxrcdLeMfgX3c9rMHbddHYNQRsvKtxMwdct2HuXVfsg-oCd7iHtj5FR6aoApzt3gF6ur2ZTe6j6ePdw2Q8jVQisibiJBWspDoriYgBVAmqyDOq8lIbUTDDNMtjRRhLKXCmOFCjlEi1MdSkmotkgM63uSvv3loIjaxtUFBVxRJcG2Sc8qyTxgnrULFFlXcheDBy5W1d-A9JidyIlQu5Fys3YuVWbDc43O1oyxr039jeZAdcbQHoLl1b8DIoC0sF2npQjdTO_rfjB7m3kLk</recordid><startdate>202303</startdate><enddate>202303</enddate><creator>Jin, Ying-Xue</creator><creator>Chi, Mei-Jing</creator><creator>Wei, Wen-Ke</creator><creator>Zhao, Yu-Qing</creator><creator>Wang, Guo-Kai</creator><creator>Feng, Tao</creator><general>Elsevier 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>7X8</scope><orcidid>https://orcid.org/0000-0002-1977-9857</orcidid></search><sort><creationdate>202303</creationdate><title>Tricholosterols A–D, four new ergosterol derivatives from the mushroom Tricholoma terreum</title><author>Jin, Ying-Xue ; Chi, Mei-Jing ; Wei, Wen-Ke ; Zhao, Yu-Qing ; Wang, Guo-Kai ; Feng, Tao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c368t-50764b1d8b062eecbeca981c9bdf6a4f4d492c04471e54c5e1fcc67dff1f7d563</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Ergosterol - chemistry</topic><topic>Ergosterol - isolation & purification</topic><topic>Ergosterol - pharmacology</topic><topic>Ergosterol derivatives</topic><topic>Fruiting Bodies, Fungal - chemistry</topic><topic>Nitric Oxide - antagonists & inhibitors</topic><topic>NO production inhibition</topic><topic>Tricholoma - chemistry</topic><topic>Tricholoma - metabolism</topic><topic>Tricholoma terreum</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jin, Ying-Xue</creatorcontrib><creatorcontrib>Chi, Mei-Jing</creatorcontrib><creatorcontrib>Wei, Wen-Ke</creatorcontrib><creatorcontrib>Zhao, Yu-Qing</creatorcontrib><creatorcontrib>Wang, Guo-Kai</creatorcontrib><creatorcontrib>Feng, Tao</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Steroids</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jin, Ying-Xue</au><au>Chi, Mei-Jing</au><au>Wei, Wen-Ke</au><au>Zhao, Yu-Qing</au><au>Wang, Guo-Kai</au><au>Feng, Tao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tricholosterols A–D, four new ergosterol derivatives from the mushroom Tricholoma terreum</atitle><jtitle>Steroids</jtitle><addtitle>Steroids</addtitle><date>2023-03</date><risdate>2023</risdate><volume>191</volume><spage>109157</spage><epage>109157</epage><pages>109157-109157</pages><artnum>109157</artnum><issn>0039-128X</issn><eissn>1878-5867</eissn><abstract>Four undescribed steroids have been identified from fruiting bodies of the mushroom Tricholoma terreum.
[Display omitted]
•Four undescribed steroids have been obtained from Tricholoma terreum.•One compound possesses a rare D ring-opening skeleton.•Two compounds exhibited NO production inhibitory activities.•This is the first report of steroids from T. terreum.
Four ergosterol derivatives, named tricholosterols A–D (1–4), have been isolated from the fruiting bodies of Tricholoma terreum. Their chemical structures have been determined using a combination of spectroscopic analysis as well as computational methods. Compound 1 possesses a rare D-ring opening ergosterol skeleton, while compounds 2–4 are rare degraded ergosterols. Compounds 1 and 4 exhibited moderate inhibitory activity against NO production with IC50 values of 27.6 and 31.8 μM, respectively. This is the first report of steroids from T. terreum.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>36549636</pmid><doi>10.1016/j.steroids.2022.109157</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0002-1977-9857</orcidid></addata></record> |
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| ispartof | Steroids, 2023-03, Vol.191, p.109157-109157, Article 109157 |
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| language | eng |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Ergosterol - chemistry Ergosterol - isolation & purification Ergosterol - pharmacology Ergosterol derivatives Fruiting Bodies, Fungal - chemistry Nitric Oxide - antagonists & inhibitors NO production inhibition Tricholoma - chemistry Tricholoma - metabolism Tricholoma terreum |
| title | Tricholosterols A–D, four new ergosterol derivatives from the mushroom Tricholoma terreum |
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