Aspermicrones A-C, novel dibenzospiroketals from the seaweed-derived endophytic fungus Aspergillus micronesiensis.
| Title: | Aspermicrones A-C, novel dibenzospiroketals from the seaweed-derived endophytic fungus Aspergillus micronesiensis. |
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| Authors: | Luyen ND; Institute of Natural Product Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Huong LM; Institute of Natural Product Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Thi Hong Ha T; Institute of Natural Product Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Cuong LH; Institute of Natural Product Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Thi Hai Yen D; Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Nhiem NX; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Tai BH; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.; Gardes A; Leibniz Centre for Tropical Marine Research (ZMT), Fahrenheit 6, 28359, Bremen, Germany.; Kopprio G; Leibniz Centre for Tropical Marine Research (ZMT), Fahrenheit 6, 28359, Bremen, Germany.; Van Kiem P; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam. phankiem@vast.vn.; Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam. phankiem@vast.vn. |
| Source: | The Journal of antibiotics [J Antibiot (Tokyo)] 2019 Nov; Vol. 72 (11), pp. 843-847. Date of Electronic Publication: 2019 Jul 23. |
| Publication Type: | Journal Article; Research Support, Non-U.S. Gov't |
| Language: | English |
| Journal Info: | Publisher: Nature Publishing Group Country of Publication: England NLM ID: 0151115 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1881-1469 (Electronic) Linking ISSN: 00218820 NLM ISO Abbreviation: J Antibiot (Tokyo) Subsets: MEDLINE |
| Imprint Name(s): | Publication: 2009- : London : Nature Publishing Group; Original Publication: Tokyo, Japan Antibiotics Research Assn. |
| MeSH Terms: | Aspergillus/*metabolism ; Furans/*chemistry ; Seaweed/*microbiology ; Spiro Compounds/*chemistry; Anti-Bacterial Agents/chemistry ; Anti-Bacterial Agents/pharmacology ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Survival/drug effects ; Furans/pharmacology ; Spiro Compounds/pharmacology ; Staphylococcus aureus/drug effects ; Animals ; Hep G2 Cells ; Humans ; Magnetic Resonance Spectroscopy ; Molecular Structure |
| Abstract: | Chemical investigation of the Kappaphycus alvarezii-derived endophytic fungus Aspergillus micronesiensis lead to the isolation of three novel dibenzospiroketals, aspermicrones A-C (1-3). Their chemical structures were determined by extensive analysis of HR-ESI-MS and NMR spectral data. The absolute configurations of them were determined by experimental and TD-DFT theoretical calculated circular dichroism spectra. Compound 2 exhibited selective cytotoxic effect toward HepG2 cell line (IC50 = 9.9 µM). Additionally, both of compounds 2 and 3 displayed anti-microbial activity against Staphylococcus aureus (MIC = 123.2 µM for each compound). Compound 1 was inactivity in both cytotoxic and anti-microbial assays. |
| Substance Nomenclature: | 0 (Anti-Bacterial Agents); 0 (Antineoplastic Agents); 0 (Furans); 0 (Spiro Compounds) |
| Entry Date(s): | Date Created: 20190725 Date Completed: 20200420 Latest Revision: 20200420 |
| Update Code: | 20260130 |
| DOI: | 10.1038/s41429-019-0214-8 |
| PMID: | 31337867 |
| Database: | MEDLINE |
Journal Article; Research Support, Non-U.S. Gov't