Abstract
Following our previous studies, to affiliate selective pharmacophore in a single molecular entity, domino, ecologically benign, four hetero-component, single pot reaction has been carried out in (bmim)BF4 ionic liquid to structure a new class of compact heteronuclei. In a newly constructed heterocyclic Ugi adducts, quinoline was used as nitrogen source and benzothiazole as well as thiophene moieties were selected to introduce sulphur functionality. This Ugi eco-compatible heterocyclic synthesis resulted in relatively good yields with prompt reaction time. New products were screened for their in vitro antimicrobial activity against a representative panel of bacteria and fungi and some of the final analogues displayed more or equal potency at MIC range 6.25-25 µg/mL than control drugs ampicillin, gentamicin and fluconazole (MICs: 6.25-25 µg/mL). The structural assignments of the new products were done on the basis of FT-IR, 1H NMR spectroscopy and elemental analysis.
Keywords: Thiophehe, Furan, Quinoline, Coumarin, Benzothiazole, Ugi reaction, Antimicrobial activity.
Current Organic Chemistry
Title:Ionic Liquid Mediated Tandem Synthesis of Bioactive Quinoline Based Thiophene/ Thiazole Linked Multi-Heterocomponent Ugi Adducts
Volume: 17 Issue: 10
Author(s): Rahul V. Patel, Kishor H. Chikhalia, Shivraj H. Nile and Se Won Park
Affiliation:
Keywords: Thiophehe, Furan, Quinoline, Coumarin, Benzothiazole, Ugi reaction, Antimicrobial activity.
Abstract: Following our previous studies, to affiliate selective pharmacophore in a single molecular entity, domino, ecologically benign, four hetero-component, single pot reaction has been carried out in (bmim)BF4 ionic liquid to structure a new class of compact heteronuclei. In a newly constructed heterocyclic Ugi adducts, quinoline was used as nitrogen source and benzothiazole as well as thiophene moieties were selected to introduce sulphur functionality. This Ugi eco-compatible heterocyclic synthesis resulted in relatively good yields with prompt reaction time. New products were screened for their in vitro antimicrobial activity against a representative panel of bacteria and fungi and some of the final analogues displayed more or equal potency at MIC range 6.25-25 µg/mL than control drugs ampicillin, gentamicin and fluconazole (MICs: 6.25-25 µg/mL). The structural assignments of the new products were done on the basis of FT-IR, 1H NMR spectroscopy and elemental analysis.
Export Options
About this article
Cite this article as:
Patel Rahul V., Chikhalia Kishor H., Nile Shivraj H. and Park Se Won, Ionic Liquid Mediated Tandem Synthesis of Bioactive Quinoline Based Thiophene/ Thiazole Linked Multi-Heterocomponent Ugi Adducts, Current Organic Chemistry 2013; 17 (10) . https://dx.doi.org/10.2174/1385272811317100013
DOI https://dx.doi.org/10.2174/1385272811317100013 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
![](/images/wayfinder.jpg)
- Author Guidelines
- Bentham Author Support Services (BASS)
- 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
- Announcements
Related Articles
-
Synthetic Aziridines in Medicinal Chemistry: A Mini-Review
Mini-Reviews in Medicinal Chemistry Deciphering Role of Cytokines for Therapeutic Strategies Against Rheumatoid Arthritis
Current Drug Targets Molecular Mechanism of Inhibition of Polysialyltransferase Domain (PSTD) by Heparin
Current Topics in Medicinal Chemistry Synthesis, Antioxidant, Anticancer and Antiviral Activities of Novel Quinoxaline Hydrazone Derivatives and their Acyclic C-Nucleosides
Medicinal Chemistry Urokinase-a Very Popular Cardiovascular Agent
Recent Patents on Cardiovascular Drug Discovery miR-15b and miR-21 as Circulating Biomarkers for Diagnosis of Glioma
Current Genomics Application of Nanotechnology in Miniaturized Systems and its Use for Advanced Analytics and Diagnostics – an Updated Review
Recent Patents on Food, Nutrition & Agriculture Liposomes: Targeted and Controlled Delivery System
Drug Delivery Letters Identification of KEY lncRNAs and mRNAs Associated with Oral Squamous Cell Carcinoma Progression
Current Bioinformatics Electrochemical Study of DNA Damaged by Oxidation Stress
Combinatorial Chemistry & High Throughput Screening Small Molecule Inhibitors of Peptidylprolyl cis/trans Isomerase
Current Enzyme Inhibition Proteomic Strategies for the Analysis of Carbonyl Groups on Proteins
Current Protein & Peptide Science Plasma Metabolic Profiling of Mild Cognitive Impairment and Alzheimer's Disease Using Liquid Chromatography/Mass Spectrometry
Central Nervous System Agents in Medicinal Chemistry Molecular Recognition of Natural Products by Resorc[4]arene Receptors
Current Pharmaceutical Design Study of Cancer Cell Lines with Fourier Transform Infrared (FTIR)/ Vibrational Absorption (VA) Spectroscopy
Current Physical Chemistry A Simple Scoring Model Predicting the Outcome of COVID-19 Patients: Tanta COVID Score
Endocrine, Metabolic & Immune Disorders - Drug Targets Novel Agents Targeting Bioactive Sphingolipids for the Treatment of Cancer
Current Medicinal Chemistry In Silico Classification and Prediction of VIP Derivatives as VPAC1/ VPAC2 Receptor Agonists/Antagonists
Combinatorial Chemistry & High Throughput Screening Chronic Diseases and COVID-19: A Review
Endocrine, Metabolic & Immune Disorders - Drug Targets Recent Advances in Immunotherapy for Allergic Diseases
Recent Patents on Inflammation & Allergy Drug Discovery