Abstract
A series N-[4-(1H(2H)-benzotriazol-1(2)-yl)phenyl]alkylcarboxamides (8e-k, 9e-i, k, l) and their parent amines (5a-c and 6a-d) were prepared according to Schemes (1 and 2). Compounds were evaluated in vitro for cytotoxicity and antiviral activity against a wide spectrum of RNA (positive- and negative-sense) viruses, like [Bovine Viral Diarrhea Virus (BVDV), Yellow Fever Virus (YFV), Coxsackie Virus B (CVB-2), Polio Virus (Sb-1), Human Immunodeficiency Virus (HIV-1), Respiratory Syncytial Virus (RSV)] or double-stranded (dsRNA) virus, like Reoviridae (Reo-1). The Entero (CVB-2 and Sb-1) were the only viruses inhibited by title compounds. In particular, two of them emerged for their selective, although not very potent, antiviral activity: 8i, which was the most active against CVB-2 (CC50 > 100 M; EC50 = 10μ M) and 9l, which was the most active against Sb-1 (CC50 90μM; EC50 = 30μm). Title compounds were evaluated in silico against the Sb-1 helicase, as the crystal structure of this enzyme was not available, the corresponding 3D model was obtained by homology techniques (see Fig. 2).
Keywords: Benzotriazolylphenylcarboxamides, Anti-viral activity, Picornaviridae, Cytotoxicity, SAR, Polio virus (Sb-1)helicase, in silico evaluation
Medicinal Chemistry
Title: Synthesis and In Vitro Evaluation of the Anti-Viral Activity of N-[4-(1H(2H)-benzotriazol-1(2)-yl)phenyl]alkylcarboxamides
Volume: 2 Issue: 6
Author(s): Antonio Carta, Giovanni Loriga, Sandra Piras, Giuseppe Paglietti, Marco Ferrone, Maurizio Fermeglia, Sabrina Pricl, Paolo La Colla, Barbara Secci, Gabriella Collu and Roberta Loddo
Affiliation:
Keywords: Benzotriazolylphenylcarboxamides, Anti-viral activity, Picornaviridae, Cytotoxicity, SAR, Polio virus (Sb-1)helicase, in silico evaluation
Abstract: A series N-[4-(1H(2H)-benzotriazol-1(2)-yl)phenyl]alkylcarboxamides (8e-k, 9e-i, k, l) and their parent amines (5a-c and 6a-d) were prepared according to Schemes (1 and 2). Compounds were evaluated in vitro for cytotoxicity and antiviral activity against a wide spectrum of RNA (positive- and negative-sense) viruses, like [Bovine Viral Diarrhea Virus (BVDV), Yellow Fever Virus (YFV), Coxsackie Virus B (CVB-2), Polio Virus (Sb-1), Human Immunodeficiency Virus (HIV-1), Respiratory Syncytial Virus (RSV)] or double-stranded (dsRNA) virus, like Reoviridae (Reo-1). The Entero (CVB-2 and Sb-1) were the only viruses inhibited by title compounds. In particular, two of them emerged for their selective, although not very potent, antiviral activity: 8i, which was the most active against CVB-2 (CC50 > 100 M; EC50 = 10μ M) and 9l, which was the most active against Sb-1 (CC50 90μM; EC50 = 30μm). Title compounds were evaluated in silico against the Sb-1 helicase, as the crystal structure of this enzyme was not available, the corresponding 3D model was obtained by homology techniques (see Fig. 2).
Export Options
About this article
Cite this article as:
Carta Antonio, Loriga Giovanni, Piras Sandra, Paglietti Giuseppe, Ferrone Marco, Fermeglia Maurizio, Pricl Sabrina, La Colla Paolo, Secci Barbara, Collu Gabriella and Loddo Roberta, Synthesis and In Vitro Evaluation of the Anti-Viral Activity of N-[4-(1H(2H)-benzotriazol-1(2)-yl)phenyl]alkylcarboxamides, Medicinal Chemistry 2006; 2 (6) . https://dx.doi.org/10.2174/1573406410602060577
DOI https://dx.doi.org/10.2174/1573406410602060577 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
Call for Papers in Thematic Issues
Carbohydrates in Computational and Medicinal Chemistry
Carbohydrates are the most essential organic molecules and are involved in the maintenance of various physiological and metabolic processes in living organisms. Carbohydrate-based compounds have come to the attention of researchers because of their significant contributions to biological functions, such as cell development and cell proliferation, connections between several cells, ...read more
Recent Advances in the Medicinal Chemistry of Cancer
Scope of the Thematic Issue: Correlation between structure and function is one of the important aspects of the success of anti-cancer compounds associated with their structure-activity interactions, physiology, biochemical, molecular, and genetic processes. Overcoming these obstacles is key to obtaining further insights into developments in rational drug design, bioorganic chemistry, ...read more
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
SARS-CoV-2: Impacts and Echoes
Reviews on Recent Clinical Trials Modulation of Cellular Response to Anticancer Treatment by Caffeine: Inhibition of Cell Cycle Checkpoints, DNA Repair and More
Current Pharmaceutical Biotechnology Stemming Epigenetics in Marine Stramenopiles
Current Genomics SARS-CoV-2 Proteins: Are They Useful as Targets for COVID-19 Drugs and Vaccines?
Current Molecular Medicine Pharmacophore-based Screening for Identification of Human Acyl-CoA Cholesterol Acyltransferase Inhibitors: An In-silico Study
Letters in Drug Design & Discovery Triamcinolone as a Potential Inhibitor of SARS-CoV-2 Main Protease and Cytokine Storm: An <i>In silico</i> Study
Letters in Drug Design & Discovery SAR Study on Reactivators of Ethyl-Paraoxon Inhibited Acetylcholinesterase
Letters in Drug Design & Discovery Chemotherapeutic Agents Against Malaria: What Next After Chloroquine?
Current Topics in Medicinal Chemistry <i>In vitro</i> Inhibition Profiles and Molecular Docking Analysis of Benzohydrazide Derivatives on Red Blood Cell Carbonic Anhydrases Isozymes
Current Computer-Aided Drug Design Pharmacological Pre- and Post- Conditioning Agents: Reperfusion-Injury of the Heart Revisited
Mini-Reviews in Medicinal Chemistry Interaction Between Pseudomonas aeruginosa and Candida albicans in the Respiratory Tract of Critically Ill Patients
Current Respiratory Medicine Reviews FMEA Method Using Spherical Fuzzy Sets for Risk Analysis of the Tech Startup
Journal of Fuzzy Logic and Modeling in Engineering Fate of Ionic Liquids in Soils and Sediments
Current Organic Chemistry Meet Our Editorial Board Member
Current Drug Metabolism Recent Advances of Hepsin-Targeted Inhibitors
Current Medicinal Chemistry Application of NMR Screening in Drug Discovery
Current Topics in Medicinal Chemistry Endothelial Cell Function in Utero-placental Circulation Physiology and Pathophysiology
Current Vascular Pharmacology Fragment-Based Development of HCV Protease Inhibitors for the Treatment of Hepatitis C
Current Computer-Aided Drug Design Fibromyalgia
Current Rheumatology Reviews Synthesis, Antitumor Activity, and Structure-activity Relationship of Some Benzo[a]pyrano[2,3-c]phenazine Derivatives
Combinatorial Chemistry & High Throughput Screening