Abstract
Background: Pyrazolones have identified as significant antioxidant agents and many marketed and clinically prescribed NSAIDs have pyrazolone ring as main scaffold.
Method: Keeping in consideration the antioxidant potential of pyrazolone scaffold, new bispyrazolones 3-30 were synthesized by a green and enviroment friendly reaction route, in which two equivalents of 1-(4-chlorophenyl)-3-methyl-1H-pyrazol-5-ol were treated with one equivalent of benzaldehyde derivatives without any catalyst. All compounds were structurally characterzied by 1H-NMR and FAB analysis. 13C-NMR of selected compounds was also recorded. All compounds gave satisfactory elemental analyses and found in good agreement with calculated values.
Results: Synthetic bis-pyrazolones 3-30 were evaluated for their oxidative burst inhibitory effect of zymosan stimulated whole blood phagocytes by using luminol enhanced chemilluminescence technique. All molecules demonstrated the potent ROS inhibition activity in the range of IC50 = 1.2 ± 0.1-48.8 ± 3.9 µM as compared to the standard ibuprofen (IC50 = 54.2 ± 9.2 μM). The purity of active compounds was checked by HPLC.
Conclusion: This study has identified a number of non-acidic lead molecules for future research on ROS inhibitors.
Keywords: Bis-pyrazolone, oxidative burst activity, inflammation, in vitro, reactive oxygen species, chemilluminescence technique.
Medicinal Chemistry
Title:New Bis-Pyrazolones as Potential Leads for ROS Inhibition; Environment Friendly Green Synthesis, Structural Characterization, and In Vitro Studies
Volume: 14 Issue: 5
Author(s): Sahar Yousuf, Khalid M. Khan*, Uzma Salar, Almas Jabeen, Shakil Ahmed, Munira T. Muhammad, Aisha Faheem and Shahnaz Perveen
Affiliation:
- H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270,Pakistan
Keywords: Bis-pyrazolone, oxidative burst activity, inflammation, in vitro, reactive oxygen species, chemilluminescence technique.
Abstract: Background: Pyrazolones have identified as significant antioxidant agents and many marketed and clinically prescribed NSAIDs have pyrazolone ring as main scaffold.
Method: Keeping in consideration the antioxidant potential of pyrazolone scaffold, new bispyrazolones 3-30 were synthesized by a green and enviroment friendly reaction route, in which two equivalents of 1-(4-chlorophenyl)-3-methyl-1H-pyrazol-5-ol were treated with one equivalent of benzaldehyde derivatives without any catalyst. All compounds were structurally characterzied by 1H-NMR and FAB analysis. 13C-NMR of selected compounds was also recorded. All compounds gave satisfactory elemental analyses and found in good agreement with calculated values.
Results: Synthetic bis-pyrazolones 3-30 were evaluated for their oxidative burst inhibitory effect of zymosan stimulated whole blood phagocytes by using luminol enhanced chemilluminescence technique. All molecules demonstrated the potent ROS inhibition activity in the range of IC50 = 1.2 ± 0.1-48.8 ± 3.9 µM as compared to the standard ibuprofen (IC50 = 54.2 ± 9.2 μM). The purity of active compounds was checked by HPLC.
Conclusion: This study has identified a number of non-acidic lead molecules for future research on ROS inhibitors.
Export Options
About this article
Cite this article as:
Yousuf Sahar , Khan M. Khalid *, Salar Uzma , Jabeen Almas , Ahmed Shakil , Muhammad T. Munira, Faheem Aisha and Perveen Shahnaz , New Bis-Pyrazolones as Potential Leads for ROS Inhibition; Environment Friendly Green Synthesis, Structural Characterization, and In Vitro Studies, Medicinal Chemistry 2018; 14 (5) . https://dx.doi.org/10.2174/1573406414666180112122001
DOI https://dx.doi.org/10.2174/1573406414666180112122001 |
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
-
Inflammatory Cardiovascular Risk Markers in Obstructive Sleep Apnoea Syndrome
Cardiovascular & Hematological Agents in Medicinal Chemistry Dendrimers: Nanosized Multifunctional Platform for Drug Delivery
Drug Delivery Letters Pharmacological Tools to Activate Microglia and their Possible use to Study Neural Network Patho-physiology
Current Neuropharmacology Psoriasis and Atherosclerosis: Is There a Need For Novel Biomarkers Assessing Cardiovascular Risk?
Current Pharmaceutical Design Foresee Novel Targets for Alzheimer’s Disease by Investigating Repurposed Drugs
CNS & Neurological Disorders - Drug Targets Neglected Diseases Caused By Bacterial Infections
Current Medicinal Chemistry Interleukin-10 in the Vasculature: Pathophysiological Implications
Current Vascular Pharmacology Iontophoretic Mediated Intraarticular Delivery of Deformable Liposomes of Diclofenac Sodium
Current Drug Delivery Virus-Associated Vasculitides
Current Immunology Reviews (Discontinued) Brain Nitric Oxide and Its Dual Role in Neurodegeneration / Neuroprotection: Understanding Molecular Mechanisms to Devise Drug Approaches
Current Medicinal Chemistry Novel and Emerging Drugs for Chronic Lymphocytic Leukemia
Current Cancer Drug Targets 5q- syndrome
Current Pharmaceutical Design The Culture-Repopulating Ability Assays and Incubation in Low Oxygen: A Simple Way to Test Drugs on Leukaemia Stem or Progenitor Cells
Current Pharmaceutical Design Prevalence of Latent Tuberculosis (LTB) Among Pregnant Women in a High Burden Setting in Sudan using Interferon Gamma (IFN- γ) Releasing Assay (IGRA)
Current Women`s Health Reviews Systemic Therapeutic Gene Delivery for Cancer: Crafting Paris Arrow
Current Gene Therapy Models to Predict Intestinal Absorption of Therapeutic Peptides and Proteins
Current Drug Metabolism Coronavirus Disease 2019: Virology and Drug Targets
Infectious Disorders - Drug Targets Patents in Cancer Stem Cells
Recent Patents on Biomarkers Effects of Resveratrol and other Polyphenols on Sirt1: Relevance to Brain Function During Aging
Current Neuropharmacology Synthetic Peptides for the Immunodiagnosis of Human Diseases
Current Medicinal Chemistry