Abstract
A series of functionalized N-sulfonyl-piperidines and N-sulfonyl-tetrahydropyridines were evaluated for their antiproliferative activity against the representative panel of human solid tumor cells A2780 (ovarian), SW1573 (non-small cell lung) and WiDr (colon). The SAR study showed for WiDr cells a correlation between the biological activity and the length of the N-sulfonyl group, the nature of the substituents and the type of alkyl side chain. Further QSAR studies indicate that the size and nature of the N-sulfonyl group, the atomic polarizability (MP) and the partition coefficient are the most important descriptors for the activity. The major contribution is the size (F05C-S) of the N-sulfonyl group.
Keywords: Antiproliferative activity, aza-cycle, iron catalyst, piperidine, prins cyclization, QSAR.
Medicinal Chemistry
Title:Antiproliferative Evaluation of N-sulfonyl-2-alkyl-six Membered Azacycles. A QSAR Study
Volume: 10 Issue: 6
Author(s): Ruben M. Carballo, Leticia G. Leon, Ramiro F. Quijano-Quinones, Gonzalo J. Mena-Rejon, Víctor S. Martin, Jose M. Padron and Juan I. Padron
Affiliation:
Keywords: Antiproliferative activity, aza-cycle, iron catalyst, piperidine, prins cyclization, QSAR.
Abstract: A series of functionalized N-sulfonyl-piperidines and N-sulfonyl-tetrahydropyridines were evaluated for their antiproliferative activity against the representative panel of human solid tumor cells A2780 (ovarian), SW1573 (non-small cell lung) and WiDr (colon). The SAR study showed for WiDr cells a correlation between the biological activity and the length of the N-sulfonyl group, the nature of the substituents and the type of alkyl side chain. Further QSAR studies indicate that the size and nature of the N-sulfonyl group, the atomic polarizability (MP) and the partition coefficient are the most important descriptors for the activity. The major contribution is the size (F05C-S) of the N-sulfonyl group.
Export Options
About this article
Cite this article as:
Carballo M. Ruben, Leon G. Leticia, Quijano-Quinones F. Ramiro, Mena-Rejon J. Gonzalo, Martin S. Víctor, Padron M. Jose and Padron I. Juan, Antiproliferative Evaluation of N-sulfonyl-2-alkyl-six Membered Azacycles. A QSAR Study, Medicinal Chemistry 2014; 10 (6) . https://dx.doi.org/10.2174/1573406409666131124231552
DOI https://dx.doi.org/10.2174/1573406409666131124231552 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
- 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
-
FTD and ALS: A Tale of Two Diseases
Current Alzheimer Research Recent Advances in Pulmonary Hypertension Therapy
Recent Patents on Cardiovascular Drug Discovery Busulfan Use in Hematopoietic Stem Cell Transplantation: Pharmacology, Dose Adjustment, Safety and Efficacy in Adults and Children
Current Drug Safety The Importance of Flavonoids and Phytochemicals of Medicinal Plants with Antiviral Activities
Mini-Reviews in Organic Chemistry Fragment-Based Optimization of Small Molecule CXCL12 Inhibitors for Antagonizing the CXCL12/CXCR4 Interaction
Current Topics in Medicinal Chemistry Analytical Approaches for Assaying Metallodrugs in Biological Samples: Recent Methodological Developments and Future Trends
Current Drug Metabolism Cathepsin D as a Promising Target for the Discovery of Novel Anticancer Agents
Current Cancer Drug Targets Anti-Vasopermeability Effects of PEDF in Retinal-Renal Disorders
Current Molecular Medicine GIP-Based Therapeutics for Diabetes and Obesity
Current Chemical Biology Turning REST/NRSF Dysfunction in Huntingtons Disease into a Pharmaceutical Target
Current Pharmaceutical Design Lycorine and its Derivatives for Anticancer Drug Design
Mini-Reviews in Medicinal Chemistry From Bacteria to Antineoplastic: Epothilones A Successful History
Anti-Cancer Agents in Medicinal Chemistry Identification of GCP II Inhibitors Based on 4-Arylmethyl-3-(4- carboxyphenyl)-5-hydroxyisoxazole Scaffold
Letters in Drug Design & Discovery Structure and Inhibitor Binding Mechanisms of 11β -Hydroxysteroid Dehydrogenase Type 1
Current Chemical Biology Physical and Mental Functions of Cardiovascular Diseased Patients Decrease During the State of Emergency Initiated by the COVID-19 Pandemic in Japan
Reviews on Recent Clinical Trials Macrocyclic Hepatitis C Virus NS3/4A Protease Inhibitors: An Overview of Medicinal Chemistry
Current Medicinal Chemistry Multiple Allosteric Pockets of HCV NS5B Polymerase and its Inhibitors: A Structure Based Insight
Current Bioactive Compounds Allosteric Inhibitors of Hepatitis C NS5B RNA-dependent RNA Polymerase°
Current Medicinal Chemistry - Anti-Infective Agents Anti-Endotoxin Agents. 3. Rapid Identification of High-Affinity Lipopolysaccharide-Binding Compounds in a Substituted Polyamine Library
Combinatorial Chemistry & High Throughput Screening New Anticonvulsant Agents
Current Topics in Medicinal Chemistry