Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.

Herpes simplex virus (HSV) causes numerous mild-to-serious human diseases, including mucocutaneous herpes infections and life-threatening herpes encephalitis. Moreover, herpes viral lesions can be complicated by inflammation and secondary bacterial infections. The development of resistance to antivi...

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Main Authors: Viliam Brezáni, Veronika Leláková, Sherif T. S. Hassan, Kateřina Berchová-Bímová, Pavel Nový, Pavel Klouček, Petr Maršík, Stefano Dall’Acqua, Jan Hošek, Karel Šmejkal
Format: Article
Language:English
Published: MDPI AG 2018-07-01
Series:Viruses
Subjects:
Online Access:http://www.mdpi.com/1999-4915/10/7/360
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author Viliam Brezáni
Veronika Leláková
Sherif T. S. Hassan
Kateřina Berchová-Bímová
Pavel Nový
Pavel Klouček
Petr Maršík
Stefano Dall’Acqua
Jan Hošek
Karel Šmejkal
author_facet Viliam Brezáni
Veronika Leláková
Sherif T. S. Hassan
Kateřina Berchová-Bímová
Pavel Nový
Pavel Klouček
Petr Maršík
Stefano Dall’Acqua
Jan Hošek
Karel Šmejkal
author_sort Viliam Brezáni
collection DOAJ
description Herpes simplex virus (HSV) causes numerous mild-to-serious human diseases, including mucocutaneous herpes infections and life-threatening herpes encephalitis. Moreover, herpes viral lesions can be complicated by inflammation and secondary bacterial infections. The development of resistance to antiviral drugs along with the undesirable side effects of these drugs are relevant argue for the development of new anti-HSV drugs with diverse mechanisms of action. Eucalyptus extracts have been used for decades to combat various infectious diseases. We isolated and studied 12 pure compounds and one mixture of two constitutional isomers from the leaves and twigs of E. globulus. The structures were identified by spectroscopic methods (NMR, HR-MS, IR) and all of them were tested for antiherpetic activity against the replication of antigen types HSV-1 and HSV-2. Tereticornate A (12) (IC50: 0.96 μg/mL; selectivity index CC50/IC50: 218.8) showed the strongest activity in the anti-HSV-1 assay, even greater than acyclovir (IC50: 1.92 μg/mL; selectivity index CC50/IC50: 109.4), a standard antiviral drug. Cypellocarpin C (5) (EC50: 0.73 μg/mL; selectivity index CC50/EC50: 287.7) showed the most potent anti-HSV-2 activity, also more intensive than acyclovir (EC50: 1.75 μg/mL; selectivity index CC50/EC50: 120.0). The antimicrobial activity of the isolated compounds was also evaluated against the bacteria Staphylococcus aureus, Bacillus cereus, Escherichia coli, and Pseudomonas aeruginosa and the yeast Candida albicans. The anti-inflammatory potential was examined using LPS-stimulated THP-1-XBlue™-MD2-CD14 and THP-1 macrophages and focusing on the influences of the NF-κB/AP-1 activity and the secretion of pro-inflammatory cytokines IL-1β and TNF-α.
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spelling doaj.art-1a7878b78c434ecbad888a1ae275d2952022-12-21T21:47:47ZengMDPI AGViruses1999-49152018-07-0110736010.3390/v10070360v10070360Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.Viliam Brezáni0Veronika Leláková1Sherif T. S. Hassan2Kateřina Berchová-Bímová3Pavel Nový4Pavel Klouček5Petr Maršík6Stefano Dall’Acqua7Jan Hošek8Karel Šmejkal9Department of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackého třída 1946/1, 612 42 Brno, Czech RepublicDepartment of Molecular Biology and Pharmaceutical Biotechnology, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackého třída 1946/1, 612 42 Brno, Czech RepublicDepartment of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackého třída 1946/1, 612 42 Brno, Czech RepublicDepartment of Applied Ecology, Faculty of Environmental Sciences, Czech University of Life Sciences Prague, Kamýcká 129, 165 21 Praha 6-Suchdol, Czech RepublicDepartment of Quality of Agricultural Products, Faculty of Agrobiology, Food and Natural Resources, Czech University of Life Sciences Prague, Kamýcká 129, 165 21 Praha 6-Suchdol, Czech RepublicDepartment of Quality of Agricultural Products, Faculty of Agrobiology, Food and Natural Resources, Czech University of Life Sciences Prague, Kamýcká 129, 165 21 Praha 6-Suchdol, Czech RepublicDepartment of Quality of Agricultural Products, Faculty of Agrobiology, Food and Natural Resources, Czech University of Life Sciences Prague, Kamýcká 129, 165 21 Praha 6-Suchdol, Czech RepublicDepartment of Pharmaceutical and Pharmacological Sciences, University of Padua, Via F. Marzolo 5, 351 31 Padua, ItalyDepartment of Molecular Biology and Pharmaceutical Biotechnology, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackého třída 1946/1, 612 42 Brno, Czech RepublicDepartment of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackého třída 1946/1, 612 42 Brno, Czech RepublicHerpes simplex virus (HSV) causes numerous mild-to-serious human diseases, including mucocutaneous herpes infections and life-threatening herpes encephalitis. Moreover, herpes viral lesions can be complicated by inflammation and secondary bacterial infections. The development of resistance to antiviral drugs along with the undesirable side effects of these drugs are relevant argue for the development of new anti-HSV drugs with diverse mechanisms of action. Eucalyptus extracts have been used for decades to combat various infectious diseases. We isolated and studied 12 pure compounds and one mixture of two constitutional isomers from the leaves and twigs of E. globulus. The structures were identified by spectroscopic methods (NMR, HR-MS, IR) and all of them were tested for antiherpetic activity against the replication of antigen types HSV-1 and HSV-2. Tereticornate A (12) (IC50: 0.96 μg/mL; selectivity index CC50/IC50: 218.8) showed the strongest activity in the anti-HSV-1 assay, even greater than acyclovir (IC50: 1.92 μg/mL; selectivity index CC50/IC50: 109.4), a standard antiviral drug. Cypellocarpin C (5) (EC50: 0.73 μg/mL; selectivity index CC50/EC50: 287.7) showed the most potent anti-HSV-2 activity, also more intensive than acyclovir (EC50: 1.75 μg/mL; selectivity index CC50/EC50: 120.0). The antimicrobial activity of the isolated compounds was also evaluated against the bacteria Staphylococcus aureus, Bacillus cereus, Escherichia coli, and Pseudomonas aeruginosa and the yeast Candida albicans. The anti-inflammatory potential was examined using LPS-stimulated THP-1-XBlue™-MD2-CD14 and THP-1 macrophages and focusing on the influences of the NF-κB/AP-1 activity and the secretion of pro-inflammatory cytokines IL-1β and TNF-α.http://www.mdpi.com/1999-4915/10/7/360EucalyptusantiherpeticHSV-1HSV-2antibacterialanti-inflammatoryNF-κB/AP-1IL-1βTNF-αROS
spellingShingle Viliam Brezáni
Veronika Leláková
Sherif T. S. Hassan
Kateřina Berchová-Bímová
Pavel Nový
Pavel Klouček
Petr Maršík
Stefano Dall’Acqua
Jan Hošek
Karel Šmejkal
Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
Viruses
Eucalyptus
antiherpetic
HSV-1
HSV-2
antibacterial
anti-inflammatory
NF-κB/AP-1
IL-1β
TNF-α
ROS
title Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
title_full Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
title_fullStr Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
title_full_unstemmed Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
title_short Anti-Infectivity against Herpes Simplex Virus and Selected Microbes and Anti-Inflammatory Activities of Compounds Isolated from Eucalyptus globulus Labill.
title_sort anti infectivity against herpes simplex virus and selected microbes and anti inflammatory activities of compounds isolated from eucalyptus globulus labill
topic Eucalyptus
antiherpetic
HSV-1
HSV-2
antibacterial
anti-inflammatory
NF-κB/AP-1
IL-1β
TNF-α
ROS
url http://www.mdpi.com/1999-4915/10/7/360
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