A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2
Two known azaphilone derivatives, 4,6-dimethylcurvulinic acid (1) and austdiol (2), and their novel heterotrimer, muyophilone A (3), were isolated and identified from an endophytic fungus, Muyocopron laterale 0307-2. Their structures and stereochemistry were established by extensive spectroscopic an...
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| Format: | Article |
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Frontiers Media S.A.
2021-08-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2021.734822/full |
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| author | Chao Yuan Yuhua Guo Ke Wang Zhunian Wang Longfei Li Huajie Zhu Gang Li |
| author_facet | Chao Yuan Yuhua Guo Ke Wang Zhunian Wang Longfei Li Huajie Zhu Gang Li |
| author_sort | Chao Yuan |
| collection | DOAJ |
| description | Two known azaphilone derivatives, 4,6-dimethylcurvulinic acid (1) and austdiol (2), and their novel heterotrimer, muyophilone A (3), were isolated and identified from an endophytic fungus, Muyocopron laterale 0307-2. Their structures and stereochemistry were established by extensive spectroscopic analyses including HRMS, NMR spectroscopy, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopic methods, as well as single crystal X-ray diffraction. In the structure of 3, two compound 2-derived azaphilone units were connected through an unprecedented five-membered carbon bridge which was proposed to be originated from compound 1. Compound 3 represents the first example of azaphilone heterotrimers. |
| first_indexed | 2024-12-22T09:57:23Z |
| format | Article |
| id | doaj.art-bdd18830396942f6bba72f4839995d68 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-22T09:57:23Z |
| publishDate | 2021-08-01 |
| publisher | Frontiers Media S.A. |
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| series | Frontiers in Chemistry |
| spelling | doaj.art-bdd18830396942f6bba72f4839995d682022-12-21T18:30:14ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-08-01910.3389/fchem.2021.734822734822A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2Chao Yuan0Yuhua Guo1Ke Wang2Zhunian Wang3Longfei Li4Huajie Zhu5Gang Li6Tropical Crops Genetic Resources Institute, Chinese Academy of Tropical Agricultural Sciences CATAS, Haikou, ChinaHaikou Experimental Station, Chinese Academy of Tropical Agricultural Sciences CATAS, Haikou, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao, ChinaTropical Crops Genetic Resources Institute, Chinese Academy of Tropical Agricultural Sciences CATAS, Haikou, ChinaCollege of Pharmacy, Hebei University, Baoding, ChinaCollege of Pharmacy, Hebei University, Baoding, ChinaDepartment of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University, Qingdao, ChinaTwo known azaphilone derivatives, 4,6-dimethylcurvulinic acid (1) and austdiol (2), and their novel heterotrimer, muyophilone A (3), were isolated and identified from an endophytic fungus, Muyocopron laterale 0307-2. Their structures and stereochemistry were established by extensive spectroscopic analyses including HRMS, NMR spectroscopy, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopic methods, as well as single crystal X-ray diffraction. In the structure of 3, two compound 2-derived azaphilone units were connected through an unprecedented five-membered carbon bridge which was proposed to be originated from compound 1. Compound 3 represents the first example of azaphilone heterotrimers.https://www.frontiersin.org/articles/10.3389/fchem.2021.734822/fullmuyocopronendophytesazaphilonesECDVCD |
| spellingShingle | Chao Yuan Yuhua Guo Ke Wang Zhunian Wang Longfei Li Huajie Zhu Gang Li A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 Frontiers in Chemistry muyocopron endophytes azaphilones ECD VCD |
| title | A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 |
| title_full | A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 |
| title_fullStr | A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 |
| title_full_unstemmed | A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 |
| title_short | A Novel Azaphilone Muyophilone A From the Endophytic Fungus Muyocopron laterale 0307-2 |
| title_sort | novel azaphilone muyophilone a from the endophytic fungus muyocopron laterale 0307 2 |
| topic | muyocopron endophytes azaphilones ECD VCD |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2021.734822/full |
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