Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046

A new pyrazine derivative, trypilepyrazinol (<b>1</b>), a new α-pyrone polyketide, (+)-neocitreoviridin (<b>2</b>), and a new ergostane analogue, 3β-hydroxyergosta-8,14,24(28)-trien-7-one (<b>3</b>), were isolated and characterized along with five known compounds...

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Main Authors: Jiao Li, Yujia Wang, Xiaomeng Hao, Shasha Li, Jia Jia, Yan Guan, Zonggen Peng, Hongkai Bi, Chunling Xiao, Shan Cen, Maoluo Gan
Format: Article
Language:English
Published: MDPI AG 2019-08-01
Series:Molecules
Subjects:
HIV
Online Access:https://www.mdpi.com/1420-3049/24/15/2821
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spelling doaj-957eb5becd9a4efeac56ed97ea1679a22020-11-25T01:17:12ZengMDPI AGMolecules1420-30492019-08-012415282110.3390/molecules24152821molecules24152821Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046Jiao Li0Yujia Wang1Xiaomeng Hao2Shasha Li3Jia Jia4Yan Guan5Zonggen Peng6Hongkai Bi7Chunling Xiao8Shan Cen9Maoluo Gan10Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaDepartment of Pathogen Biology, Jiangsu Key Laboratory of Pathogen Biology, Nanjing Medical University, Nanjing 210029, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaDepartment of Pathogen Biology, Jiangsu Key Laboratory of Pathogen Biology, Nanjing Medical University, Nanjing 210029, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaA new pyrazine derivative, trypilepyrazinol (<b>1</b>), a new α-pyrone polyketide, (+)-neocitreoviridin (<b>2</b>), and a new ergostane analogue, 3β-hydroxyergosta-8,14,24(28)-trien-7-one (<b>3</b>), were isolated and characterized along with five known compounds from the marine-derived fungus <i>Penicillium</i> sp. IMB17-046. The structures of these new compounds were determined using spectroscopic data analyses (HRESIMS, 1D- and 2D-NMR), X-ray crystallography analysis, and TDDFT ECD calculation. Compounds <b>1</b> and <b>3</b> exhibited broad-spectrum antiviral activities against different types of viruses, including human immunodeficiency virus (HIV), hepatitis C virus (HCV), and influenza A virus (IAV), with IC<sub>50</sub> values ranging from 0.5 to 7.7 μM. Compounds <b>1</b> and <b>2</b> showed antibacterial activities against <i>Helicobacter pylori</i>, a causative pathogen of various gastric diseases, with minimum inhibitory concentration (MIC) values of 1–16 μg/mL.https://www.mdpi.com/1420-3049/24/15/2821marine fungus<i>Penicillium</i>pyrazine natural productantiviralHIVinfluenza A virus<i>Helicobacter pylori</i>
collection DOAJ
language English
format Article
sources DOAJ
author Jiao Li
Yujia Wang
Xiaomeng Hao
Shasha Li
Jia Jia
Yan Guan
Zonggen Peng
Hongkai Bi
Chunling Xiao
Shan Cen
Maoluo Gan
spellingShingle Jiao Li
Yujia Wang
Xiaomeng Hao
Shasha Li
Jia Jia
Yan Guan
Zonggen Peng
Hongkai Bi
Chunling Xiao
Shan Cen
Maoluo Gan
Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
Molecules
marine fungus
<i>Penicillium</i>
pyrazine natural product
antiviral
HIV
influenza A virus
<i>Helicobacter pylori</i>
author_facet Jiao Li
Yujia Wang
Xiaomeng Hao
Shasha Li
Jia Jia
Yan Guan
Zonggen Peng
Hongkai Bi
Chunling Xiao
Shan Cen
Maoluo Gan
author_sort Jiao Li
title Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
title_short Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
title_full Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
title_fullStr Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
title_full_unstemmed Broad-Spectrum Antiviral Natural Products from the Marine-Derived <em>Penicillium</em> sp. IMB17-046
title_sort broad-spectrum antiviral natural products from the marine-derived <em>penicillium</em> sp. imb17-046
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-08-01
description A new pyrazine derivative, trypilepyrazinol (<b>1</b>), a new α-pyrone polyketide, (+)-neocitreoviridin (<b>2</b>), and a new ergostane analogue, 3β-hydroxyergosta-8,14,24(28)-trien-7-one (<b>3</b>), were isolated and characterized along with five known compounds from the marine-derived fungus <i>Penicillium</i> sp. IMB17-046. The structures of these new compounds were determined using spectroscopic data analyses (HRESIMS, 1D- and 2D-NMR), X-ray crystallography analysis, and TDDFT ECD calculation. Compounds <b>1</b> and <b>3</b> exhibited broad-spectrum antiviral activities against different types of viruses, including human immunodeficiency virus (HIV), hepatitis C virus (HCV), and influenza A virus (IAV), with IC<sub>50</sub> values ranging from 0.5 to 7.7 μM. Compounds <b>1</b> and <b>2</b> showed antibacterial activities against <i>Helicobacter pylori</i>, a causative pathogen of various gastric diseases, with minimum inhibitory concentration (MIC) values of 1–16 μg/mL.
topic marine fungus
<i>Penicillium</i>
pyrazine natural product
antiviral
HIV
influenza A virus
<i>Helicobacter pylori</i>
url https://www.mdpi.com/1420-3049/24/15/2821
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