{"title":"从 Fuscoporia torulosa 子实体中分离出 C-29 含氧齐墩果烷三萜类化合物和一种 (+)-muurolene 型倍半萜类化合物及其生物活性。","authors":"Tatsuro Yoneyama, Chian Chen, Yoshihiro Ichimura, Katsuyuki Nakashima, Hiromichi Kenmoku, Hiroshi Imagawa, Akemi Umeyama, Masaaki Noji","doi":"10.1007/s11418-024-01832-z","DOIUrl":null,"url":null,"abstract":"<div><p>Basidiomycetes with a wide variety of skeletons of secondary metabolites can be expected to be the source of new interesting biological compounds. During our research on basidiomycetes, two new C-29 oxygenated oleanane-type triterpenes (<b>1</b> and <b>2</b>) and torulosacid (<b>3</b>), a muurolene type sesquiterpenoid with a five-membered ether ring along with nine known compounds (<b>4</b>–<b>12</b>), were isolated from the MeOH extract of the fruiting bodies of <i>Fuscoporia torulosa</i>. The structures of <b>1</b>–<b>3</b> were determined by NMR and HREIMS analysis. Further studies on the stereochemistry of <b>3</b> were conducted using X-ray crystallographic analysis and comparison of experimental and calculated ECD spectra. In the antimicrobial assay of isolates, <b>1</b>,<b> 7</b>, and <b>9</b> showed growth inhibitory activity against methicillin-resistant <i>Staphylococcus aureus</i> and other gram-positive strains. Isolation of oleanane type triterpenes from fungi including basidiomycetes, is a unique report that could lead to further isolation of new compounds and the discovery of unique biosynthetic enzymes.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"78 4","pages":"919 - 928"},"PeriodicalIF":2.5000,"publicationDate":"2024-08-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Isolation of C-29 oxygenated oleanane triterpenoids and a (+)-muurolene type sesquiterpenoid from the fruiting bodies of Fuscoporia torulosa and their bioactivities\",\"authors\":\"Tatsuro Yoneyama, Chian Chen, Yoshihiro Ichimura, Katsuyuki Nakashima, Hiromichi Kenmoku, Hiroshi Imagawa, Akemi Umeyama, Masaaki Noji\",\"doi\":\"10.1007/s11418-024-01832-z\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Basidiomycetes with a wide variety of skeletons of secondary metabolites can be expected to be the source of new interesting biological compounds. During our research on basidiomycetes, two new C-29 oxygenated oleanane-type triterpenes (<b>1</b> and <b>2</b>) and torulosacid (<b>3</b>), a muurolene type sesquiterpenoid with a five-membered ether ring along with nine known compounds (<b>4</b>–<b>12</b>), were isolated from the MeOH extract of the fruiting bodies of <i>Fuscoporia torulosa</i>. The structures of <b>1</b>–<b>3</b> were determined by NMR and HREIMS analysis. Further studies on the stereochemistry of <b>3</b> were conducted using X-ray crystallographic analysis and comparison of experimental and calculated ECD spectra. In the antimicrobial assay of isolates, <b>1</b>,<b> 7</b>, and <b>9</b> showed growth inhibitory activity against methicillin-resistant <i>Staphylococcus aureus</i> and other gram-positive strains. Isolation of oleanane type triterpenes from fungi including basidiomycetes, is a unique report that could lead to further isolation of new compounds and the discovery of unique biosynthetic enzymes.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":654,\"journal\":{\"name\":\"Journal of Natural Medicines\",\"volume\":\"78 4\",\"pages\":\"919 - 928\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-08-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Medicines\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11418-024-01832-z\",\"RegionNum\":4,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://link.springer.com/article/10.1007/s11418-024-01832-z","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Isolation of C-29 oxygenated oleanane triterpenoids and a (+)-muurolene type sesquiterpenoid from the fruiting bodies of Fuscoporia torulosa and their bioactivities
Basidiomycetes with a wide variety of skeletons of secondary metabolites can be expected to be the source of new interesting biological compounds. During our research on basidiomycetes, two new C-29 oxygenated oleanane-type triterpenes (1 and 2) and torulosacid (3), a muurolene type sesquiterpenoid with a five-membered ether ring along with nine known compounds (4–12), were isolated from the MeOH extract of the fruiting bodies of Fuscoporia torulosa. The structures of 1–3 were determined by NMR and HREIMS analysis. Further studies on the stereochemistry of 3 were conducted using X-ray crystallographic analysis and comparison of experimental and calculated ECD spectra. In the antimicrobial assay of isolates, 1, 7, and 9 showed growth inhibitory activity against methicillin-resistant Staphylococcus aureus and other gram-positive strains. Isolation of oleanane type triterpenes from fungi including basidiomycetes, is a unique report that could lead to further isolation of new compounds and the discovery of unique biosynthetic enzymes.
期刊介绍:
The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers:
-chemistry of natural products
-biochemistry of medicinal plants
-pharmacology of natural products and herbs, including Kampo formulas and traditional herbs
-botanical anatomy
-cultivation of medicinal plants.
The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.