Abstract
A series of 1,2,3-triazolyl quinolines possessing substituents like –CH2OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3- (azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.
Keywords: Quinoline, 1, 2, 3-Triazole, Cycloaddition, Antibacterial agents, Copper, Water
Letters in Drug Design & Discovery
Title:A Remarkably Faster Approach Towards 1,2,3-Triazolyl Quinolines Via CuAAC in Water: Their Crystal Structure Analysis and Antibacterial Activities
Volume: 10 Issue: 4
Author(s): Jyoti Mareddy, Koduru Sri Shanthi Praveena, Nallapati Suresh, Anireddy Jayashree, Soma Roy, Dandela Rambabu, Nandula Yadagiri Sreenivasa Murthy and Sarbani Pal
Affiliation:
Keywords: Quinoline, 1, 2, 3-Triazole, Cycloaddition, Antibacterial agents, Copper, Water
Abstract: A series of 1,2,3-triazolyl quinolines possessing substituents like –CH2OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3- (azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.
Export Options
About this article
Cite this article as:
Mareddy Jyoti, Sri Shanthi Praveena Koduru, Suresh Nallapati, Jayashree Anireddy, Roy Soma, Rambabu Dandela, Yadagiri Sreenivasa Murthy Nandula and Pal Sarbani, A Remarkably Faster Approach Towards 1,2,3-Triazolyl Quinolines Via CuAAC in Water: Their Crystal Structure Analysis and Antibacterial Activities, Letters in Drug Design & Discovery 2013; 10 (4) . https://dx.doi.org/10.2174/1570180811310040008
DOI https://dx.doi.org/10.2174/1570180811310040008 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
- 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
-
Berberine as a Promising Safe Anti-Cancer Agent- Is there a Role for Mitochondria?
Current Drug Targets 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 Pharmacological Applications of Lignins and Lignins Related Compounds: An Overview
Current Organic Chemistry Analytical Methods for the Quantification of Cisplatin, Carboplatin, and Oxaliplatin in Various Matrices over the Last Two Decades
Current Pharmaceutical Analysis Review on Triggered Liposomal Drug Delivery with a Focus on Ultrasound
Current Cancer Drug Targets Prolyl-Specific Peptidases and Their Inhibitors in Biological Processes
Current Chemical Biology Toxicology of Trastuzumab: An Insight into Mechanisms of Cardiotoxicity
Current Cancer Drug Targets Dietary Compounds, Epigenetic Modifications and Metabolic Diseases
Current Chemical Biology Chemistry and Pharmacology of Angiotensin-Converting Enzyme Inhibitors
Current Pharmaceutical Design Understanding Tumor-Antigen Presentation in the New Era of Cancer Immunotherapy
Current Pharmaceutical Design The Urokinase Receptor Interactome
Current Pharmaceutical Design Non-steroidal Anti-Inflammatory Drugs and Melanoma
Current Pharmaceutical Design Organoselenium Compounds as Potential Neuroprotective Therapeutic Agents
Current Organic Chemistry Selective Divalent Copper Chelation for the Treatment of Diabetes Mellitus
Current Medicinal Chemistry Hydrogen Sulfide and its Modulation in Arterial Hypertension and Atherosclerosis
Cardiovascular & Hematological Agents in Medicinal Chemistry DLX6-AS1: An Indispensable Cancer-related Long Non-coding RNA
Current Pharmaceutical Design Chemoprotective Mechanism of the Natural Compounds, Epigallocatechin- 3-O-Gallate, Quercetin and Curcumin Against Cancer and Cardiovascular Diseases
Current Medicinal Chemistry Probing Gallic Acid for Its Broad Spectrum Applications
Mini-Reviews in Medicinal Chemistry Nitric Oxide and its Antithrombotic Action in the Cardiovascular System
Current Drug Targets - Cardiovascular & Hematological Disorders Preface
Current Pharmaceutical Design