Harzianoic acids A and B, new natural scaffolds with inhibitory effects against hepatitis C virus.
Antiviral Agents
/ chemistry
Biological Products
/ chemistry
Cell Line, Tumor
Cell Survival
/ drug effects
Dose-Response Relationship, Drug
Hepacivirus
/ drug effects
Humans
Hydroxybutyrates
/ chemistry
Microbial Sensitivity Tests
Models, Molecular
Molecular Structure
Pyrroles
/ chemistry
RNA, Viral
/ drug effects
Structure-Activity Relationship
Trichoderma
/ chemistry
Anti-HCV activity
Fungus
Harzianoic acids A and B
Mode of action
Sesquiterpene
Structural elucidation
Trichoderma harzianum
Journal
Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298
Informations de publication
Date de publication:
01 02 2019
01 02 2019
Historique:
received:
25
11
2018
revised:
26
12
2018
accepted:
28
12
2018
pubmed:
5
1
2019
medline:
18
12
2019
entrez:
5
1
2019
Statut:
ppublish
Résumé
Two new sesquiterpene-based analogues, namely harzianoic acids A (1) and B (2), were isolated from a sponge-associated fungus Trichoderma harzianum. Their structures were determined on the basis of the extensive spectroscopic analyses in association with the ECD data for the configurational assignment. Harzianoic acids A and B were structurally characterized as a sesquiterpene and a norsesquiterpene with a cyclobutane nucleus, which is uncommonly found from nature. Both compounds exhibited the inhibitory activity to reduce the HCV RNA levels with low cytotoxicity. The preliminary investigation of the mode of action revealed that the compounds blocked the entry step in the HCV life cycle, while the viral E1/E2 and the host cell CD81 were the potential target proteins.
Identifiants
pubmed: 30606673
pii: S0968-0896(18)32003-0
doi: 10.1016/j.bmc.2018.12.038
pii:
doi:
Substances chimiques
Antiviral Agents
0
Biological Products
0
Hydroxybutyrates
0
Pyrroles
0
RNA, Viral
0
harzianic acid
157148-06-6
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
560-567Informations de copyright
Copyright © 2018 The Authors. Published by Elsevier Ltd.. All rights reserved.