Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor
Aspergoterpenins A–D (1–4), four new bisabolane sesquiterpenoid derivatives, were obtained from the endophytic fungus, Aspergillus versicolor, together with eight known compounds (5–12), and their structures were elucidated by a comprehensive analysis of their NMR (Nucl...
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MDPI AG
2018-05-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/23/6/1291 |
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| author | Zhi-Yong Guo Ming-Hui Tan Cheng-Xiong Liu Meng-Meng Lv Zhang-Shuang Deng Fei Cao Kun Zou Peter Proksch |
| author_facet | Zhi-Yong Guo Ming-Hui Tan Cheng-Xiong Liu Meng-Meng Lv Zhang-Shuang Deng Fei Cao Kun Zou Peter Proksch |
| author_sort | Zhi-Yong Guo |
| collection | DOAJ |
| description | Aspergoterpenins A–D (1–4), four new bisabolane sesquiterpenoid derivatives, were obtained from the endophytic fungus, Aspergillus versicolor, together with eight known compounds (5–12), and their structures were elucidated by a comprehensive analysis of their NMR (Nuclear Magnetic Resonance), MS (Mass Spectrum) and CD (Circular Dichroism) spectra. Aspergoterpenin A (1) was the first example with a characteristic ketal bridged-ring part in the degraded natural bisabolane-type sesquiterpene structures. The compounds 1–12 displayed no significant activities against four cancer cell lines (A549, Caski, HepG2 and MCF-7). Further, the antimicrobial activities to Erwinia carotovora sub sp. Carotovora were evaluated, and the results showed that compounds 1–12 displayed antimicrobial activities with MIC values ranging from 15.2 to 85.2 μg/mL. |
| first_indexed | 2024-04-13T08:00:58Z |
| format | Article |
| id | doaj.art-111c845f926949ecbf186f6c14d0eba6 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T08:00:58Z |
| publishDate | 2018-05-01 |
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| series | Molecules |
| spelling | doaj.art-111c845f926949ecbf186f6c14d0eba62022-12-22T02:55:17ZengMDPI AGMolecules1420-30492018-05-01236129110.3390/molecules23061291molecules23061291Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolorZhi-Yong Guo0Ming-Hui Tan1Cheng-Xiong Liu2Meng-Meng Lv3Zhang-Shuang Deng4Fei Cao5Kun Zou6Peter Proksch7Hubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaHubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaHubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaHubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaHubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaCollege of Pharmaceutical Sciences, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Hebei University, Baoding 071002, ChinaHubei Key Laboratory of Natural Product Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, ChinaInstitute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, GermanyAspergoterpenins A–D (1–4), four new bisabolane sesquiterpenoid derivatives, were obtained from the endophytic fungus, Aspergillus versicolor, together with eight known compounds (5–12), and their structures were elucidated by a comprehensive analysis of their NMR (Nuclear Magnetic Resonance), MS (Mass Spectrum) and CD (Circular Dichroism) spectra. Aspergoterpenin A (1) was the first example with a characteristic ketal bridged-ring part in the degraded natural bisabolane-type sesquiterpene structures. The compounds 1–12 displayed no significant activities against four cancer cell lines (A549, Caski, HepG2 and MCF-7). Further, the antimicrobial activities to Erwinia carotovora sub sp. Carotovora were evaluated, and the results showed that compounds 1–12 displayed antimicrobial activities with MIC values ranging from 15.2 to 85.2 μg/mL.http://www.mdpi.com/1420-3049/23/6/1291bisabolanese squiterpenoidendophytic fungusAspergillus versicolorstructural elucidationantimicrobial activities |
| spellingShingle | Zhi-Yong Guo Ming-Hui Tan Cheng-Xiong Liu Meng-Meng Lv Zhang-Shuang Deng Fei Cao Kun Zou Peter Proksch Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor Molecules bisabolanese squiterpenoid endophytic fungus Aspergillus versicolor structural elucidation antimicrobial activities |
| title | Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor |
| title_full | Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor |
| title_fullStr | Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor |
| title_full_unstemmed | Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor |
| title_short | Aspergoterpenins A–D: Four New Antimicrobial Bisabolane Sesquiterpenoid Derivatives from an Endophytic Fungus Aspergillus versicolor |
| title_sort | aspergoterpenins a d four new antimicrobial bisabolane sesquiterpenoid derivatives from an endophytic fungus aspergillus versicolor |
| topic | bisabolanese squiterpenoid endophytic fungus Aspergillus versicolor structural elucidation antimicrobial activities |
| url | http://www.mdpi.com/1420-3049/23/6/1291 |
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