Abstract
A series of 1,3-thiazolidin-4-ones and metathiazanones were synthesized and evaluated as anti-HIV agents. The results of the in vitro assays showed that some of the synthesized compounds were effective inhibitor of reverse transcriptase enzyme of human immunodeficiency virus type-1 (HIV-1) at micromolar concentrations with less cytotoxicity in MT-4 cells as compared to thiazolobenzimidazole (TBZ). Structure-activity relationship studies revealed that the nature of the substituents at the 2 and 3 positions of the thiazolidin-4-one nucleus had a significant impact on the in vitro anti-HIV activity of this class of antiretroviral agents. One of the compounds, 1, inhibited the enzyme at 0.204μM concentrations with minimal cytotoxicity to MT-4 cells.
Keywords: Thiazolidin-4-one, metathiazanones, anti-HIV activity, NNRTIs
Medicinal Chemistry
Title: Synthesis and Biological Evaluation of 2, 3-Diaryl substituted-1, 3-thiazolidin-4-ones as Anti-HIV Agents
Volume: 3 Issue: 4
Author(s): Ravindra K. Rawal, Raj Kamal Tripathi, S.B. Katti, Christophe Pannecouque and Erik De Clercq
Affiliation:
Keywords: Thiazolidin-4-one, metathiazanones, anti-HIV activity, NNRTIs
Abstract: A series of 1,3-thiazolidin-4-ones and metathiazanones were synthesized and evaluated as anti-HIV agents. The results of the in vitro assays showed that some of the synthesized compounds were effective inhibitor of reverse transcriptase enzyme of human immunodeficiency virus type-1 (HIV-1) at micromolar concentrations with less cytotoxicity in MT-4 cells as compared to thiazolobenzimidazole (TBZ). Structure-activity relationship studies revealed that the nature of the substituents at the 2 and 3 positions of the thiazolidin-4-one nucleus had a significant impact on the in vitro anti-HIV activity of this class of antiretroviral agents. One of the compounds, 1, inhibited the enzyme at 0.204μM concentrations with minimal cytotoxicity to MT-4 cells.
Export Options
About this article
Cite this article as:
Ravindra K. Rawal , Raj Kamal Tripathi , S.B. Katti , Christophe Pannecouque and Erik De Clercq , Synthesis and Biological Evaluation of 2, 3-Diaryl substituted-1, 3-thiazolidin-4-ones as Anti-HIV Agents, Medicinal Chemistry 2007; 3 (4) . https://dx.doi.org/10.2174/157340607781024393
DOI https://dx.doi.org/10.2174/157340607781024393 |
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
-
Neurovirulence of SARS CoV2: From Clinical Data to Preclinical Neuropsychological
Exploration
Coronaviruses Enhanced Production of β-Xylosidase from Aspergillus Niger ADH-11 and Development of Synergistic Enzyme Cocktail for Saccharification of Sugarcane Bagasse
Current Biotechnology Computational Studies on Translocator Protein (TSPO) and its Ligands
Current Topics in Medicinal Chemistry The HIV Pandemic: A Forgotten Crisis?
Current Drug Targets - Infectious Disorders Synthesis of New 2-(N-Arylsulfonylindol-3-yl)-3-aryl-1,3-thiazolidin-4-ones as HIV-1 Inhibitors In Vitro
Letters in Drug Design & Discovery Modern Drug Discovery Technologies: Opportunities and Challenges in Lead Discovery
Combinatorial Chemistry & High Throughput Screening Ligand-Based Computer-Aided Discovery of Tyrosinase Inhibitors. Applications of the TOMOCOMD-CARDD Method to the Elucidation of New Compounds
Current Pharmaceutical Design Exercise and Cognitive-Behavioural Treatment in Fibromyalgia Syndrome
Current Pharmaceutical Design Thiazole Containing Nitrogen Mustards: Synthesis, Structural Evaluation, Cytotoxicity and DNA Binding Studies
Letters in Drug Design & Discovery Key Targets and Relevant Inhibitors for the Drug Discovery of Tuberculosis
Current Drug Targets The Use of Metabolising Systems for In Vitro Testing of Endocrine Disruptors
Current Drug Metabolism Recent Developments in the Virology and Antiviral Research of Severe Acute Respiratory Syndrome Coronavirus
Infectious Disorders - Drug Targets Structure-Activity Relationships for the Design of Small-Molecule Inhibitors
Mini-Reviews in Medicinal Chemistry Editorial [Hot Topic: Treatment of Infectious Diseases and Drug Resistance (Executive Editor: Vassil St. Georgiev)]
Current Pharmaceutical Design The Case of Biotech-Derived Product Equivalence: Much Ado About Nothing?
Current Clinical Pharmacology The Medicinal Chemistry of Structure-based Inhibitor/Drug Design: Current Progress and Future Prospective
Current Topics in Medicinal Chemistry Nutrition and NSCLC; Should We Administer Food Supplements?
Current Pharmaceutical Design Azetidine-Based Inhibitors of Dipeptidyl Peptidase IV (DPP IV)
Current Topics in Medicinal Chemistry A Systems Medicine Clinical Platform for Understanding and Managing Non- Communicable Diseases
Current Pharmaceutical Design Reviewing Colchicaceae Alkaloids – Perspectives of Evolution on Medicinal Chemistry
Current Topics in Medicinal Chemistry