Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>

A novel hybrid PKS–NRPS alkaloid, xylarialoid A (<b>1</b>), containing a 13-membered macrocyclic moiety and [5,5,6] fused tricarbocyclic rings, together with ten known cytochalasins (<b>2</b>–<b>11</b>), was isolated from a plant-derived endophytic fungus, <i&g...

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Main Authors: Ya Wang, Sinan Zhao, Tao Guo, Li Li, Tantan Li, Anqi Wang, Dandan Zhang, Yanlei Wang, Yi Sun
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/1/136
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author Ya Wang
Sinan Zhao
Tao Guo
Li Li
Tantan Li
Anqi Wang
Dandan Zhang
Yanlei Wang
Yi Sun
author_facet Ya Wang
Sinan Zhao
Tao Guo
Li Li
Tantan Li
Anqi Wang
Dandan Zhang
Yanlei Wang
Yi Sun
author_sort Ya Wang
collection DOAJ
description A novel hybrid PKS–NRPS alkaloid, xylarialoid A (<b>1</b>), containing a 13-membered macrocyclic moiety and [5,5,6] fused tricarbocyclic rings, together with ten known cytochalasins (<b>2</b>–<b>11</b>), was isolated from a plant-derived endophytic fungus, <i>Xylaria arbuscula</i>. The chemical structures of all compounds were elucidated using 1D and 2D NMR, HR ESIMS spectroscopic analyses, and electronic circular dichroism (ECD) calculation. Compounds <b>1</b>–<b>3</b> and <b>10</b> exhibited significant antitumor activities against A549 and Hep G2 cell lines, with IC<sub>50</sub> values of 3.6–19.6 μM. In addition, compound <b>1</b> showed potent anti-inflammatory activity against LPS-induced nitric oxide (NO) production in macrophage RAW 264.7 cells (IC<sub>50</sub>, 6.6 μM).
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spelling doaj.art-267c700992f24421a7e08596fe54f04f2023-11-23T11:57:14ZengMDPI AGMolecules1420-30492021-12-0127113610.3390/molecules27010136Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>Ya Wang0Sinan Zhao1Tao Guo2Li Li3Tantan Li4Anqi Wang5Dandan Zhang6Yanlei Wang7Yi Sun8School of Life Science and Engineering, Lanhzou University of Technology, Lanzhou 730050, ChinaSchool of Life Science and Engineering, Lanhzou University of Technology, Lanzhou 730050, ChinaSchool of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, ChinaInstitute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100010, ChinaInstitute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100010, ChinaInstitute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100010, ChinaInstitute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100010, ChinaInstitute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100010, ChinaInstitute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100010, ChinaA novel hybrid PKS–NRPS alkaloid, xylarialoid A (<b>1</b>), containing a 13-membered macrocyclic moiety and [5,5,6] fused tricarbocyclic rings, together with ten known cytochalasins (<b>2</b>–<b>11</b>), was isolated from a plant-derived endophytic fungus, <i>Xylaria arbuscula</i>. The chemical structures of all compounds were elucidated using 1D and 2D NMR, HR ESIMS spectroscopic analyses, and electronic circular dichroism (ECD) calculation. Compounds <b>1</b>–<b>3</b> and <b>10</b> exhibited significant antitumor activities against A549 and Hep G2 cell lines, with IC<sub>50</sub> values of 3.6–19.6 μM. In addition, compound <b>1</b> showed potent anti-inflammatory activity against LPS-induced nitric oxide (NO) production in macrophage RAW 264.7 cells (IC<sub>50</sub>, 6.6 μM).https://www.mdpi.com/1420-3049/27/1/136<i>Xylaria arbuscula</i>PKS–NRPS hybridscytotoxicityanti-inflammatory activity
spellingShingle Ya Wang
Sinan Zhao
Tao Guo
Li Li
Tantan Li
Anqi Wang
Dandan Zhang
Yanlei Wang
Yi Sun
Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
Molecules
<i>Xylaria arbuscula</i>
PKS–NRPS hybrids
cytotoxicity
anti-inflammatory activity
title Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
title_full Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
title_fullStr Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
title_full_unstemmed Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
title_short Bioactive PKS–NRPS Alkaloids from the Plant-Derived Endophytic Fungus <i>Xylaria arbuscula</i>
title_sort bioactive pks nrps alkaloids from the plant derived endophytic fungus i xylaria arbuscula i
topic <i>Xylaria arbuscula</i>
PKS–NRPS hybrids
cytotoxicity
anti-inflammatory activity
url https://www.mdpi.com/1420-3049/27/1/136
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