Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668
Six new carotane sesquiterpenoids piltunines A−F (<b>1</b>−<b>6</b>) together with known compounds (<b>7</b>−<b>9</b>) were isolated from the marine-derived fungus <i>Penicillium piltunense</i> KMM 4668. Their...
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MDPI AG
2019-11-01
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Online Access: | https://www.mdpi.com/1660-3397/17/11/647 |
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author | Shamil Sh. Afiyatullov Olesya I. Zhuravleva Alexandr S. Antonov Elena V. Leshchenko Mikhail V. Pivkin Yuliya V. Khudyakova Vladimir A. Denisenko Evgeny A. Pislyagin Natalya Yu. Kim Dmitrii V. Berdyshev Gunhild von Amsberg Sergey A. Dyshlovoy |
author_facet | Shamil Sh. Afiyatullov Olesya I. Zhuravleva Alexandr S. Antonov Elena V. Leshchenko Mikhail V. Pivkin Yuliya V. Khudyakova Vladimir A. Denisenko Evgeny A. Pislyagin Natalya Yu. Kim Dmitrii V. Berdyshev Gunhild von Amsberg Sergey A. Dyshlovoy |
author_sort | Shamil Sh. Afiyatullov |
collection | DOAJ |
description | Six new carotane sesquiterpenoids piltunines A−F (<b>1</b>−<b>6</b>) together with known compounds (<b>7</b>−<b>9</b>) were isolated from the marine-derived fungus <i>Penicillium piltunense</i> KMM 4668. Their structures were established using spectroscopic methods. The absolute configurations of <b>1</b>−<b>7</b> were determined based on circular dichroism (CD) and nuclear Overhauser spectroscopy (NOESY) data as well as biogenetic considerations. The cytotoxic activity of some of the isolated compounds and their effects on regulation of reactive oxygen species (ROS) and nitric oxide (NO) production in lipopolysaccharide-stimulated macrophages were examined. |
first_indexed | 2024-04-14T01:17:42Z |
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institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-04-14T01:17:42Z |
publishDate | 2019-11-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
spelling | doaj.art-24d5c438906a4991a6da5ce04e03f7412022-12-22T02:20:48ZengMDPI AGMarine Drugs1660-33972019-11-01171164710.3390/md17110647md17110647Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668Shamil Sh. Afiyatullov0Olesya I. Zhuravleva1Alexandr S. Antonov2Elena V. Leshchenko3Mikhail V. Pivkin4Yuliya V. Khudyakova5Vladimir A. Denisenko6Evgeny A. Pislyagin7Natalya Yu. Kim8Dmitrii V. Berdyshev9Gunhild von Amsberg10Sergey A. Dyshlovoy11G.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, 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, 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, RussiaSix new carotane sesquiterpenoids piltunines A−F (<b>1</b>−<b>6</b>) together with known compounds (<b>7</b>−<b>9</b>) were isolated from the marine-derived fungus <i>Penicillium piltunense</i> KMM 4668. Their structures were established using spectroscopic methods. The absolute configurations of <b>1</b>−<b>7</b> were determined based on circular dichroism (CD) and nuclear Overhauser spectroscopy (NOESY) data as well as biogenetic considerations. The cytotoxic activity of some of the isolated compounds and their effects on regulation of reactive oxygen species (ROS) and nitric oxide (NO) production in lipopolysaccharide-stimulated macrophages were examined.https://www.mdpi.com/1660-3397/17/11/647<i>penicillium piltunense</i>secondary metabolitescarotane sesquiterpenoidscytotoxic activity |
spellingShingle | Shamil Sh. Afiyatullov Olesya I. Zhuravleva Alexandr S. Antonov Elena V. Leshchenko Mikhail V. Pivkin Yuliya V. Khudyakova Vladimir A. Denisenko Evgeny A. Pislyagin Natalya Yu. Kim Dmitrii V. Berdyshev Gunhild von Amsberg Sergey A. Dyshlovoy Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 Marine Drugs <i>penicillium piltunense</i> secondary metabolites carotane sesquiterpenoids cytotoxic activity |
title | Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 |
title_full | Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 |
title_fullStr | Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 |
title_full_unstemmed | Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 |
title_short | Piltunines A–F from the Marine-Derived Fungus <i>Penicillium piltunense</i> KMM 4668 |
title_sort | piltunines a f from the marine derived fungus i penicillium piltunense i kmm 4668 |
topic | <i>penicillium piltunense</i> secondary metabolites carotane sesquiterpenoids cytotoxic activity |
url | https://www.mdpi.com/1660-3397/17/11/647 |
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