Abstract
A focused library of more than 90 N-benzenesulfonyl derivatives of heterocycles was generated by a practical and efficient solution-phase parallel synthesis. The methodology used led to pure compounds in a shorter time compared with the classical synthesis. The reaction conditions were carefully studied to achieve a one-pot method that allows the use of automated equipment. A simple chromatography-free workup procedure was developed making this method not only efficient but also fast and simple. The overall yield for the synthesis of this library was over 90% with an average purity of 97%. Five of the tested compounds have shown a moderate inhibitory activity (up to MIC = 32 μg/mL) against Escherichia coli (ATCC 25922).
Keywords: Antibacterial activity, Benzenesulfonyl, Heterocycles, Indole, indoline, Solution phase parallel synthesis, Tetrahydroquinoline, antimicrobials, pharmacotherapy, nitrogenated-heterocycles, Escherichia coli, pharmacophore, N-sulfonylation, scaffolds, phase-transfer catalyst, MS analysis, LC analysis
Letters in Drug Design & Discovery
Title: Rapid and Facile Synthesis of N-Benzenesulfonyl Derivatives of Heterocycles and their Antimicrobial Properties
Volume: 8 Issue: 9
Author(s): Romina J. Pagliero, Reesa Mercado, Vance McCracken, Maria R. Mazzieri and Marcelo J. Nieto
Affiliation:
Keywords: Antibacterial activity, Benzenesulfonyl, Heterocycles, Indole, indoline, Solution phase parallel synthesis, Tetrahydroquinoline, antimicrobials, pharmacotherapy, nitrogenated-heterocycles, Escherichia coli, pharmacophore, N-sulfonylation, scaffolds, phase-transfer catalyst, MS analysis, LC analysis
Abstract: A focused library of more than 90 N-benzenesulfonyl derivatives of heterocycles was generated by a practical and efficient solution-phase parallel synthesis. The methodology used led to pure compounds in a shorter time compared with the classical synthesis. The reaction conditions were carefully studied to achieve a one-pot method that allows the use of automated equipment. A simple chromatography-free workup procedure was developed making this method not only efficient but also fast and simple. The overall yield for the synthesis of this library was over 90% with an average purity of 97%. Five of the tested compounds have shown a moderate inhibitory activity (up to MIC = 32 μg/mL) against Escherichia coli (ATCC 25922).
Export Options
About this article
Cite this article as:
J. Pagliero Romina, Mercado Reesa, McCracken Vance, R. Mazzieri Maria and J. Nieto Marcelo, Rapid and Facile Synthesis of N-Benzenesulfonyl Derivatives of Heterocycles and their Antimicrobial Properties, Letters in Drug Design & Discovery 2011; 8 (9) . https://dx.doi.org/10.2174/157018011797200803
DOI https://dx.doi.org/10.2174/157018011797200803 |
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
-
Dual Human Carbonic Anhydrase/Cyclooxygenase-2 Inhibitors: A Promising Approach for Cancer Treatment
Anti-Cancer Agents in Medicinal Chemistry Neurobiology of Dream Activity and Effects of Stimulants on Dream
Current Topics in Medicinal Chemistry Unusual Clinical Manifestations of the Antiphospholipid Syndrome
Current Rheumatology Reviews Synthesis and In Vitro Activity of Pyrrolo[3,4-d]pyrimidine-2,5-diones as Potential Non-nucleoside HCV Inhibitors
Current Enzyme Inhibition Potential Genetic Therapies for Acute Lung Injury
Current Gene Therapy Molecular Foundations for Personalized Therapy in Prostate Cancer
Current Drug Targets New Therapies for Sepsis
Current Topics in Medicinal Chemistry Chemistry and Structural Evaluation of Different Phospholipase A2 Inhibitors in Arachidonic Acid Pathway Mediated Inflammation and Snake Venom Toxicity
Current Topics in Medicinal Chemistry Calcium Handling and Arrhythmogenesis
Medicinal Chemistry Synthesis of New α-Amino Phosphonates Containing 3-Amino-4(3H) Quinazolinone Moiety as Anticancer and Antimicrobial Agents: DFT, NBO, and Vibrational Studies
Current Organic Synthesis New Therapeutic Approaches by Using Microorganism-Derived Compounds
Current Medicinal Chemistry Pulmonary Surfactant: A Unique Biomaterial with Life-saving Therapeutic Applications
Current Medicinal Chemistry Carbazole Derivatives by Microwave Promoted Protocols: A Mini Review
Mini-Reviews in Organic Chemistry Potential Role of Natural Compounds as Anti-Angiogenic Agents in Cancer
Current Vascular Pharmacology The Manzamines as an Example of the Unique Structural Classes Available for the Discovery and Optimization of Infectious Disease Controls Based on Marine Natural Products
Current Pharmaceutical Design The Orvinols and Related Opioids - High Affinity Ligands with Diverse Efficacy Profiles
Current Pharmaceutical Design Design, Synthesis and Characterization of N', N'-Diaryl Ureas as p38 Kinase Inhibitors
Medicinal Chemistry Comparison of the Neutrophil Proteome in Trauma Patients and Normal Controls
Protein & Peptide Letters SARS-CoV-2-Induced Neurological Disorders in Symptomatic Covid-19 and Long Covid Patients: Key Role of Brain Renin-Angiotensin System
Infectious Disorders - Drug Targets Subject Index to Volume 5
Current Protein & Peptide Science