An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10
A new verrucosidin derivative, methyl isoverrucosidinol (1), was isolated from the marine fungus Penicillium sp. Y-50-10, dwelling in sulfur rich sediment in the Kueishantao hydrothermal vents off Taiwan. The structure was established by spectroscopic means including HRMS and 2D-NMR spectroscopic an...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2016-08-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/14/8/156 |
| _version_ | 1811184437016133632 |
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| author | Chengqian Pan Yutong Shi Bibi Nazia Auckloo Xuegang Chen Chen-Tung Arthur Chen Xinyi Tao Bin Wu |
| author_facet | Chengqian Pan Yutong Shi Bibi Nazia Auckloo Xuegang Chen Chen-Tung Arthur Chen Xinyi Tao Bin Wu |
| author_sort | Chengqian Pan |
| collection | DOAJ |
| description | A new verrucosidin derivative, methyl isoverrucosidinol (1), was isolated from the marine fungus Penicillium sp. Y-50-10, dwelling in sulfur rich sediment in the Kueishantao hydrothermal vents off Taiwan. The structure was established by spectroscopic means including HRMS and 2D-NMR spectroscopic analysis. The absolute configuration was defined mainly by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Among hitherto known compounds with a verrucosidine backbone isolated from natural resource, compound 1 represents the first example of a new conformational isomer of its skeleton, exhibiting antibiotic activity against Bacillus subtilis with MIC value 32 μg/mL. |
| first_indexed | 2024-04-11T13:12:19Z |
| format | Article |
| id | doaj.art-26c1ca782566433fb9dd2844d9931a45 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T13:12:19Z |
| publishDate | 2016-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-26c1ca782566433fb9dd2844d9931a452022-12-22T04:22:29ZengMDPI AGMarine Drugs1660-33972016-08-0114815610.3390/md14080156md14080156An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10Chengqian Pan0Yutong Shi1Bibi Nazia Auckloo2Xuegang Chen3Chen-Tung Arthur Chen4Xinyi Tao5Bin Wu6Ocean College, Zhejiang University, Hangzhou 310058, ChinaOcean College, Zhejiang University, Hangzhou 310058, ChinaOcean College, Zhejiang University, Hangzhou 310058, ChinaOcean College, Zhejiang University, Hangzhou 310058, ChinaDepartment of Oceanography, National Sun Yat-sen University, Kaohsiung 80424, TaiwanState Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, ChinaOcean College, Zhejiang University, Hangzhou 310058, ChinaA new verrucosidin derivative, methyl isoverrucosidinol (1), was isolated from the marine fungus Penicillium sp. Y-50-10, dwelling in sulfur rich sediment in the Kueishantao hydrothermal vents off Taiwan. The structure was established by spectroscopic means including HRMS and 2D-NMR spectroscopic analysis. The absolute configuration was defined mainly by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Among hitherto known compounds with a verrucosidine backbone isolated from natural resource, compound 1 represents the first example of a new conformational isomer of its skeleton, exhibiting antibiotic activity against Bacillus subtilis with MIC value 32 μg/mL.http://www.mdpi.com/1660-3397/14/8/156marine fungusPenicillium sp.verrucosidinconformational isomerantibiotic |
| spellingShingle | Chengqian Pan Yutong Shi Bibi Nazia Auckloo Xuegang Chen Chen-Tung Arthur Chen Xinyi Tao Bin Wu An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 Marine Drugs marine fungus Penicillium sp. verrucosidin conformational isomer antibiotic |
| title | An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 |
| title_full | An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 |
| title_fullStr | An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 |
| title_full_unstemmed | An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 |
| title_short | An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10 |
| title_sort | unusual conformational isomer of verrucosidin backbone from a hydrothermal vent fungus penicillium sp y 50 10 |
| topic | marine fungus Penicillium sp. verrucosidin conformational isomer antibiotic |
| url | http://www.mdpi.com/1660-3397/14/8/156 |
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