Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i>
Marine-derived fungi of the genera <i>Aspergillus</i> could produce novel compounds with significant bioactivities. Among these fungi, the strain <i>Aspergillus flavus</i> is notorious for its mutagenic mycotoxins production. However, some minor components with certain toxici...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-09-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/17/10/550 |
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| author | Yun-Feng Liu Yu-Fei Yue Li-Xi Feng Hua-Jie Zhu Fei Cao |
| author_facet | Yun-Feng Liu Yu-Fei Yue Li-Xi Feng Hua-Jie Zhu Fei Cao |
| author_sort | Yun-Feng Liu |
| collection | DOAJ |
| description | Marine-derived fungi of the genera <i>Aspergillus</i> could produce novel compounds with significant bioactivities. Among these fungi, the strain <i>Aspergillus flavus</i> is notorious for its mutagenic mycotoxins production. However, some minor components with certain toxicities from <i>A. flavus</i> have not been specifically surveyed and might have potent biological activities. Our investigation of the marine-derived fungus <i>Aspergillus flavus</i> CF13-11 cultured in solid medium led to the isolation of four C-6′/C-7′ epimeric drimane sesquiterpene esters, asperienes A−D (<b>1</b>−<b>4</b>). Their absolute configurations were assigned by electronic circular dichroism (ECD) and Snatzke’s methods. This is the first time that two pairs of C-6′/C-7′ epimeric drimane sesquiterpene esters have successfully been separated. Aperienes A−D (<b>1</b>−<b>4</b>) displayed potent bioactivities towards four cell lines with the IC<sub>50</sub> values ranging from 1.4 to 8.3 μM. Interestingly, compounds <b>1</b> and <b>4</b> exhibited lower toxicities than <b>2</b> and <b>3</b> toward normal GES-1 cells, indicating more potential for development as an antitumor agent in the future. |
| first_indexed | 2024-04-14T02:26:53Z |
| format | Article |
| id | doaj.art-bbe3d9bff4e64b119c4ddddfffa8023d |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T02:26:53Z |
| publishDate | 2019-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-bbe3d9bff4e64b119c4ddddfffa8023d2022-12-22T02:17:51ZengMDPI AGMarine Drugs1660-33972019-09-01171055010.3390/md17100550md17100550Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i>Yun-Feng Liu0Yu-Fei Yue1Li-Xi Feng2Hua-Jie Zhu3Fei Cao4Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaKey Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaMarine-derived fungi of the genera <i>Aspergillus</i> could produce novel compounds with significant bioactivities. Among these fungi, the strain <i>Aspergillus flavus</i> is notorious for its mutagenic mycotoxins production. However, some minor components with certain toxicities from <i>A. flavus</i> have not been specifically surveyed and might have potent biological activities. Our investigation of the marine-derived fungus <i>Aspergillus flavus</i> CF13-11 cultured in solid medium led to the isolation of four C-6′/C-7′ epimeric drimane sesquiterpene esters, asperienes A−D (<b>1</b>−<b>4</b>). Their absolute configurations were assigned by electronic circular dichroism (ECD) and Snatzke’s methods. This is the first time that two pairs of C-6′/C-7′ epimeric drimane sesquiterpene esters have successfully been separated. Aperienes A−D (<b>1</b>−<b>4</b>) displayed potent bioactivities towards four cell lines with the IC<sub>50</sub> values ranging from 1.4 to 8.3 μM. Interestingly, compounds <b>1</b> and <b>4</b> exhibited lower toxicities than <b>2</b> and <b>3</b> toward normal GES-1 cells, indicating more potential for development as an antitumor agent in the future.https://www.mdpi.com/1660-3397/17/10/550marine-derived fungus<i>aspergillus flavus</i>sesquiterpenebioactivity |
| spellingShingle | Yun-Feng Liu Yu-Fei Yue Li-Xi Feng Hua-Jie Zhu Fei Cao Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> Marine Drugs marine-derived fungus <i>aspergillus flavus</i> sesquiterpene bioactivity |
| title | Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> |
| title_full | Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> |
| title_fullStr | Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> |
| title_full_unstemmed | Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> |
| title_short | Asperienes A–D, Bioactive Sesquiterpenes from the Marine-Derived Fungus <i>Aspergillus flavus</i> |
| title_sort | asperienes a d bioactive sesquiterpenes from the marine derived fungus i aspergillus flavus i |
| topic | marine-derived fungus <i>aspergillus flavus</i> sesquiterpene bioactivity |
| url | https://www.mdpi.com/1660-3397/17/10/550 |
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