Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em>
Four new compounds were isolated from the Vietnamese marine sediment-derived fungus <i>Aspergillus flocculosus</i>, one aspyrone-related polyketide aspilactonol G (<b>2</b>), one meroterpenoid 12-epi-aspertetranone D (<b>4</b>), two drimane derivatives (<b>7...
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MDPI AG
2019-10-01
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Series: | Marine Drugs |
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author | Anton N. Yurchenko Phan Thi Hoai Trinh Elena V. Girich (Ivanets) Olga F. Smetanina Anton B. Rasin Roman S. Popov Sergey A. Dyshlovoy Gunhild von Amsberg Ekaterina S. Menchinskaya Tran Thi Thanh Van Shamil Sh. Afiyatullov |
author_facet | Anton N. Yurchenko Phan Thi Hoai Trinh Elena V. Girich (Ivanets) Olga F. Smetanina Anton B. Rasin Roman S. Popov Sergey A. Dyshlovoy Gunhild von Amsberg Ekaterina S. Menchinskaya Tran Thi Thanh Van Shamil Sh. Afiyatullov |
author_sort | Anton N. Yurchenko |
collection | DOAJ |
description | Four new compounds were isolated from the Vietnamese marine sediment-derived fungus <i>Aspergillus flocculosus</i>, one aspyrone-related polyketide aspilactonol G (<b>2</b>), one meroterpenoid 12-epi-aspertetranone D (<b>4</b>), two drimane derivatives (<b>7</b>,<b>9</b>), together with five known metabolites (<b>1</b>,<b>3</b>,<b>5</b>,<b>6</b>,<b>8</b>,<b>10</b>). The structures of compounds <b>1</b>–<b>10</b> were established by NMR and MS techniques. The absolute stereoconfigurations of compounds <b>1</b> and <b>2</b> were determined by a modified Mosher’s method. The absolute configurations of compounds <b>4</b> and <b>7</b> were established by a combination of analysis of ROESY data and coupling constants as well as biogenetic considerations. Compounds <b>7</b> and <b>8</b> exhibited cytotoxic activity toward human prostate cancer 22Rv1, human breast cancer MCF-7, and murine neuroblastoma Neuro-2a cells. |
first_indexed | 2024-04-11T13:40:32Z |
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id | doaj.art-482ade90ca1347d385fcee91284f1320 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-04-11T13:40:32Z |
publishDate | 2019-10-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
spelling | doaj.art-482ade90ca1347d385fcee91284f13202022-12-22T04:21:16ZengMDPI AGMarine Drugs1660-33972019-10-01171057910.3390/md17100579md17100579Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em>Anton N. Yurchenko0Phan Thi Hoai Trinh1Elena V. Girich (Ivanets)2Olga F. Smetanina3Anton B. Rasin4Roman S. Popov5Sergey A. Dyshlovoy6Gunhild von Amsberg7Ekaterina S. Menchinskaya8Tran Thi Thanh Van9Shamil Sh. Afiyatullov10G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaDepartment of Marine Biotechnology, Nhatrang Institute of Technology Research and Application, Vietnam Academy of Science and Technology, 650000 Nha Trang, VietnamG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaLaboratory of Experimental Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, 20246 Hamburg, GermanyG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaDepartment of Marine Biotechnology, Nhatrang Institute of Technology Research and Application, Vietnam Academy of Science and Technology, 650000 Nha Trang, VietnamG.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, RussiaFour new compounds were isolated from the Vietnamese marine sediment-derived fungus <i>Aspergillus flocculosus</i>, one aspyrone-related polyketide aspilactonol G (<b>2</b>), one meroterpenoid 12-epi-aspertetranone D (<b>4</b>), two drimane derivatives (<b>7</b>,<b>9</b>), together with five known metabolites (<b>1</b>,<b>3</b>,<b>5</b>,<b>6</b>,<b>8</b>,<b>10</b>). The structures of compounds <b>1</b>–<b>10</b> were established by NMR and MS techniques. The absolute stereoconfigurations of compounds <b>1</b> and <b>2</b> were determined by a modified Mosher’s method. The absolute configurations of compounds <b>4</b> and <b>7</b> were established by a combination of analysis of ROESY data and coupling constants as well as biogenetic considerations. Compounds <b>7</b> and <b>8</b> exhibited cytotoxic activity toward human prostate cancer 22Rv1, human breast cancer MCF-7, and murine neuroblastoma Neuro-2a cells.https://www.mdpi.com/1660-3397/17/10/579marine-derived fungisecondary metabolitespolyketidesdrimanesmeroterpenoidscytotoxicity |
spellingShingle | Anton N. Yurchenko Phan Thi Hoai Trinh Elena V. Girich (Ivanets) Olga F. Smetanina Anton B. Rasin Roman S. Popov Sergey A. Dyshlovoy Gunhild von Amsberg Ekaterina S. Menchinskaya Tran Thi Thanh Van Shamil Sh. Afiyatullov Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> Marine Drugs marine-derived fungi secondary metabolites polyketides drimanes meroterpenoids cytotoxicity |
title | Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> |
title_full | Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> |
title_fullStr | Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> |
title_full_unstemmed | Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> |
title_short | Biologically Active Metabolites from the Marine Sediment-Derived Fungus <em>Aspergillus flocculosus</em> |
title_sort | biologically active metabolites from the marine sediment derived fungus em aspergillus flocculosus em |
topic | marine-derived fungi secondary metabolites polyketides drimanes meroterpenoids cytotoxicity |
url | https://www.mdpi.com/1660-3397/17/10/579 |
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