Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis
Considerable attention has been paid to marine derived endophytic fungi, owing to their capacity to produce novel secondary metabolites with potent bioactivities. In this study, two new compounds with a prenylated diphenyl ether structure—diorcinol L (1) and (R)-diorcinol B (2)—w...
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MDPI AG
2018-09-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/23/9/2368 |
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| author | Zhao-Xia Li Xiu-Fang Wang Guang-Wei Ren Xiao-Long Yuan Ning Deng Gui-Xia Ji Wei Li Peng Zhang |
| author_facet | Zhao-Xia Li Xiu-Fang Wang Guang-Wei Ren Xiao-Long Yuan Ning Deng Gui-Xia Ji Wei Li Peng Zhang |
| author_sort | Zhao-Xia Li |
| collection | DOAJ |
| description | Considerable attention has been paid to marine derived endophytic fungi, owing to their capacity to produce novel secondary metabolites with potent bioactivities. In this study, two new compounds with a prenylated diphenyl ether structure—diorcinol L (1) and (R)-diorcinol B (2)—were isolated from the marine algal-derived endophytic fungus Aspergillus tennesseensis, along with seven known compounds: (S)-diorcinol B (3), 9-acetyldiorcinol B (4), diorcinol C (5), diorcinol D (6), diorcinol E (7), diorcinol J (8), and a dihydrobenzofuran derivative 9. Their structures were elucidated by extensive NMR spectroscopy studies. Compound 2 represents the first example of an R-configuration in the prenylated moiety. All these isolated compounds were examined for antimicrobial and cytotoxic activities. Compounds 1–9 exhibited antimicrobial activities against some human- and plant-pathogenic microbes with MIC values ranging from 2 to 64 μg/mL. Moreover, compound 9 displayed considerable inhibitory activity against the THP-1 cell line in vitro, with an IC50 value of 7.0 μg/mL. |
| first_indexed | 2024-12-22T04:20:28Z |
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| id | doaj.art-7013c588af9d4b25ba33c9793efe99a7 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-22T04:20:28Z |
| publishDate | 2018-09-01 |
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| record_format | Article |
| series | Molecules |
| spelling | doaj.art-7013c588af9d4b25ba33c9793efe99a72022-12-21T18:39:18ZengMDPI AGMolecules1420-30492018-09-01239236810.3390/molecules23092368molecules23092368Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensisZhao-Xia Li0Xiu-Fang Wang1Guang-Wei Ren2Xiao-Long Yuan3Ning Deng4Gui-Xia Ji5Wei Li6Peng Zhang7College of Marine Life Sciences, Ocean University of China, Qingdao, Shandong 266003, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaCollege of Marine Life Sciences, Ocean University of China, Qingdao, Shandong 266003, ChinaTobacco Research Institute, Chinese Academy of Agricultural Sciences, Qingdao, Shandong 266101, ChinaConsiderable attention has been paid to marine derived endophytic fungi, owing to their capacity to produce novel secondary metabolites with potent bioactivities. In this study, two new compounds with a prenylated diphenyl ether structure—diorcinol L (1) and (R)-diorcinol B (2)—were isolated from the marine algal-derived endophytic fungus Aspergillus tennesseensis, along with seven known compounds: (S)-diorcinol B (3), 9-acetyldiorcinol B (4), diorcinol C (5), diorcinol D (6), diorcinol E (7), diorcinol J (8), and a dihydrobenzofuran derivative 9. Their structures were elucidated by extensive NMR spectroscopy studies. Compound 2 represents the first example of an R-configuration in the prenylated moiety. All these isolated compounds were examined for antimicrobial and cytotoxic activities. Compounds 1–9 exhibited antimicrobial activities against some human- and plant-pathogenic microbes with MIC values ranging from 2 to 64 μg/mL. Moreover, compound 9 displayed considerable inhibitory activity against the THP-1 cell line in vitro, with an IC50 value of 7.0 μg/mL.http://www.mdpi.com/1420-3049/23/9/2368marine-derived fungiAspergillus tennesseensissecondary metabolitesdiphenyl ethersantimicrobial activitycytotoxicity |
| spellingShingle | Zhao-Xia Li Xiu-Fang Wang Guang-Wei Ren Xiao-Long Yuan Ning Deng Gui-Xia Ji Wei Li Peng Zhang Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis Molecules marine-derived fungi Aspergillus tennesseensis secondary metabolites diphenyl ethers antimicrobial activity cytotoxicity |
| title | Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis |
| title_full | Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis |
| title_fullStr | Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis |
| title_full_unstemmed | Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis |
| title_short | Prenylated Diphenyl Ethers from the Marine Algal-Derived Endophytic Fungus Aspergillus tennesseensis |
| title_sort | prenylated diphenyl ethers from the marine algal derived endophytic fungus aspergillus tennesseensis |
| topic | marine-derived fungi Aspergillus tennesseensis secondary metabolites diphenyl ethers antimicrobial activity cytotoxicity |
| url | http://www.mdpi.com/1420-3049/23/9/2368 |
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