Abstract
A series of naphthalen-1-yl-acetic acid benzylidene/(1-phenyl-ethylidene)-hydrazides (1-36) was synthesized and tested, in vitro, for antiviral, antibacterial and antifungal activities. The antibacterial and antifungal screening results indicated that compounds having o-bromo, methoxy and hydroxy substitutents were the most active ones. The results of antiviral evaluation showed that none of the synthesized derivatives inhibited the viral infection at subtoxic concentrations. QSAR investigations revealed that the multi-target QSAR model was more effective in describing the antimicrobial activity than the one-target QSAR models. Further, it revealed the importance of the partition coefficient (log P) followed by energies of the highest occupied molecular orbital (HOMO) and topological parameters, molecular connectivity indices (1χ, 3χ and 3χv) in describing the antimicrobial activity of substituted hydrazides.
Keywords: Antibacterial, Antifungal, Antiviral, Hydrazides, QSAR
Medicinal Chemistry
Title:Substituted Naphthalen-1-yl-Acetic Acid Hydrazides: Synthesis, Antimicrobial Evaluation and QSAR Analysis
Volume: 9 Issue: 2
Author(s): Rakesh Narang, Balasubramanian Narasimhan, Sunil Sharma, Erik De Clercq, Christophe Pannecouque and Jan Balzarini
Affiliation:
Keywords: Antibacterial, Antifungal, Antiviral, Hydrazides, QSAR
Abstract: A series of naphthalen-1-yl-acetic acid benzylidene/(1-phenyl-ethylidene)-hydrazides (1-36) was synthesized and tested, in vitro, for antiviral, antibacterial and antifungal activities. The antibacterial and antifungal screening results indicated that compounds having o-bromo, methoxy and hydroxy substitutents were the most active ones. The results of antiviral evaluation showed that none of the synthesized derivatives inhibited the viral infection at subtoxic concentrations. QSAR investigations revealed that the multi-target QSAR model was more effective in describing the antimicrobial activity than the one-target QSAR models. Further, it revealed the importance of the partition coefficient (log P) followed by energies of the highest occupied molecular orbital (HOMO) and topological parameters, molecular connectivity indices (1χ, 3χ and 3χv) in describing the antimicrobial activity of substituted hydrazides.
Export Options
About this article
Cite this article as:
Narang Rakesh, Narasimhan Balasubramanian, Sharma Sunil, De Clercq Erik, Pannecouque Christophe and Balzarini Jan, Substituted Naphthalen-1-yl-Acetic Acid Hydrazides: Synthesis, Antimicrobial Evaluation and QSAR Analysis, Medicinal Chemistry 2013; 9 (2) . https://dx.doi.org/10.2174/1573406411309020009
DOI https://dx.doi.org/10.2174/1573406411309020009 |
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
-
G-Protein Coupled Receptors (GPCRs): A Comprehensive Computational Perspective
Combinatorial Chemistry & High Throughput Screening Visual and Quantitative Assessment of COVID-19 Pneumonia on Chest CT: The Relationship with Disease Severity and Clinical Findings
Current Medical Imaging Therapeutic Benefits of Regulating Inflammation in Autoimmunity
Inflammation & Allergy - Drug Targets (Discontinued) Discriminating Drug-Like Compounds by Partition Trees with Quantum Similarity Indices and Graph Invariants
Current Pharmaceutical Design Drug-induced Inhibition and Trafficking Disruption of ion Channels: Pathogenesis of QT Abnormalities and Drug-induced Fatal Arrhythmias
Current Cardiology Reviews Synthesis and Evaluation of Anti-Tuberculosis and Anti-Cancer Activities of Hydrazones and N-Acylhydrazones by Using Sonochemistry, A New General Procedure
Letters in Drug Design & Discovery Synthesis, Antibacterial, Antifungal, Antimycobacterial Activity Evaluation of Novel 1,2,4-triazole Derivatives Bearing 4-Aminophenyl Moiety
Letters in Drug Design & Discovery Mode Action Prediction of Butein as Antibacterial Oral Pathogen against <i>Enterococcus faecalis</i> ATCC 29212 and an Inhibitor of MurA Enzyme: In Vitro and In Silico Study
Letters in Drug Design & Discovery Serum and Bronchoalveolar Lavage Fluid 25(OH)Vitamin D3 Levels in HIV-1 and Tuberculosis: A Cross-Sectional Study from a Tertiary Care Center in North India
Current HIV Research Novel Synthetic Compounds as Potential Anticryptococcal Agents
Current Organic Synthesis Synthesis and Antimycobacterial Activity of Highly Functionalised Pyrrolothiazole Derivatives
Letters in Drug Design & Discovery New Bioactive Metabolites from the Marine-derived Fungi Aspergillus
Mini-Reviews in Medicinal Chemistry Inhibitors of the Purine Salvage Pathway: A Valuable Approach for Antiprotozoal Chemotherapy?
Current Medicinal Chemistry Mycotherapy of Cancer: An Update on Cytotoxic and Antitumor Activities of Mushrooms, Bioactive Principles and Molecular Mechanisms of their Action
Current Topics in Medicinal Chemistry Genetic Diversity of Human SP-A, a Molecule with Innate host Defense and Surfactant-Related Functions; Characteristics, Primary Function, and Significance
Current Pharmacogenomics Modification and Functionalization of Carboxylated Multiwall Nanotubes with Amantadine, Pregabalin and Alendronate Using Amidation as Anti Cancer Derivatives
Current Nanoscience Structural and Functional Properties of NAD Kinase, a Key Enzyme in NADP Biosynthesis
Mini-Reviews in Medicinal Chemistry A Collaborative Edge-Cloud Internet of Things Based Framework for Securing the Indian Healthcare System
International Journal of Sensors, Wireless Communications and Control From the Obscure and Mysterious Acute Phase Response to Toll-Like Receptors and the Cytokine Network
Current Immunology Reviews (Discontinued) Increasing Access to HIV Testing for Women by Simplifying Pre- and Post-Test Counseling
Current Women`s Health Reviews