Abstract
Nonsteroidal anti-inflammatory drugs (NSAIDs) are the most commonly used medications in inflammatory illnesses. However, the gastrointestinal bleeding and toxicity associated with NSAIDs long term use prompted the quest towards investigations for new anti-inflammatory agents. Natural and natural-derived molecules proved its anti-inflammatory efficacy in vitro as well as in vivo. Given this background, the scope of this research involves structural changes of the natural polyphenol (tyrosol) generating two new salicylate derivatives and testing their biological properties, focusing on anti-inflammatory effects assessed in vitro and in vivo assays. The first molecular modification was the introduction of a carboxylic acid group adjacent to the phenol group present in this compound, which creates a new salicylate-like tyrosol. In addition, the acetylation of phenol group in this molecule produced an acetylsalicylate derivative, which may be regarded as aspirin-like natural polyphenol. Interestingly, tyrosol and its novel derivatives attenuated the edema in acute inflammatory response on carrageenan- induced local inflammation in mice. In addition, our results demonstrated that tyrosol and its novel derivatives were able to reduce the chemotaxis of neutrophil assessed in vitro model by chemo attractant (fMLP). Furthermore, only derivative 2 was able to reduce this effect in the acute inflammatory model. In (DPPH)- scavenging activity, tyrosol derivatives demonstrated a minor antioxidant activity, which may suggest that radical scavenging is not a major pathway involved in the anti-inflammatory effects of these derivatives. Salicylate-like tyrosol derivatives are of particular interest for future studies.
Keywords: Tyrosol, synthesis, anti-inflammatory, paw-edema, chemotaxis, antioxidant.
Current Pharmaceutical Design
Title:Synthesis and Biological Evaluation of New Tyrosol-Salicylate Derivatives as Potential Anti-Inflammatory Agents
Volume: 23 Issue: 44
Author(s): Rafael P. Aguiar*, Fahad S. Aldawsari, Luiz A. M. Wiirzler, Saulo E. Silva- Filho, Francielli M. S. Silva-Comar, Ciomar A. Bersani-Amado, Carlos A. Velazquez-Martinez and Roberto K. N. Cuman
Affiliation:
- Department of Pharmacology and Therapeutics, State University of Maringa, Maringa, Parana,Brazil
Keywords: Tyrosol, synthesis, anti-inflammatory, paw-edema, chemotaxis, antioxidant.
Abstract: Nonsteroidal anti-inflammatory drugs (NSAIDs) are the most commonly used medications in inflammatory illnesses. However, the gastrointestinal bleeding and toxicity associated with NSAIDs long term use prompted the quest towards investigations for new anti-inflammatory agents. Natural and natural-derived molecules proved its anti-inflammatory efficacy in vitro as well as in vivo. Given this background, the scope of this research involves structural changes of the natural polyphenol (tyrosol) generating two new salicylate derivatives and testing their biological properties, focusing on anti-inflammatory effects assessed in vitro and in vivo assays. The first molecular modification was the introduction of a carboxylic acid group adjacent to the phenol group present in this compound, which creates a new salicylate-like tyrosol. In addition, the acetylation of phenol group in this molecule produced an acetylsalicylate derivative, which may be regarded as aspirin-like natural polyphenol. Interestingly, tyrosol and its novel derivatives attenuated the edema in acute inflammatory response on carrageenan- induced local inflammation in mice. In addition, our results demonstrated that tyrosol and its novel derivatives were able to reduce the chemotaxis of neutrophil assessed in vitro model by chemo attractant (fMLP). Furthermore, only derivative 2 was able to reduce this effect in the acute inflammatory model. In (DPPH)- scavenging activity, tyrosol derivatives demonstrated a minor antioxidant activity, which may suggest that radical scavenging is not a major pathway involved in the anti-inflammatory effects of these derivatives. Salicylate-like tyrosol derivatives are of particular interest for future studies.
Export Options
About this article
Cite this article as:
Aguiar P. Rafael *, Aldawsari S. Fahad, Wiirzler A. M. Luiz , Silva- Filho E. Saulo , Silva-Comar M. S. Francielli, Bersani-Amado A. Ciomar , Velazquez-Martinez A. Carlos and Cuman K. N. Roberto, Synthesis and Biological Evaluation of New Tyrosol-Salicylate Derivatives as Potential Anti-Inflammatory Agents, Current Pharmaceutical Design 2017; 23 (44) . https://dx.doi.org/10.2174/1381612823666170602084553
DOI https://dx.doi.org/10.2174/1381612823666170602084553 |
Print ISSN 1381-6128 |
Publisher Name Bentham Science Publisher |
Online ISSN 1873-4286 |
![](/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
-
Clopidogrel-Proton Pump Inhibitor Interaction: A Primer for Clinicians
Cardiovascular & Hematological Disorders-Drug Targets Novel Options for the Pharmacological Treatment of Chronic Anal Fissure – Role of Botulin Toxin
Current Clinical Pharmacology Subject Index to Volume 4
Current Protein & Peptide Science Multiple Autoimmune Syndrome: An Unusual Combination of Autoimmune Disorders
Reviews on Recent Clinical Trials Histamine H4 Receptor: A Novel Therapeutic Target for Immune and Allergic Responses
Mini-Reviews in Medicinal Chemistry Non-Cardiomyocytes in Heart Regeneration
Current Drug Targets Stem Cell Gene Therapy for Chronic Renal Failure
Current Gene Therapy The Role of Androgen Under Normal and Pathological Conditions in Sebaceous Glands: The Possibility of Target Therapy
Current Molecular Pharmacology HIV Pharmacogenetics in Clinical Practice: Recent Achievements and Future Challenges
Current HIV Research The Emerging Role of Bcr-Abl-Induced Cystoskeletal Remodeling in Systemic Persistence of Leukemic Stem Cells
Current Drug Delivery Extrahepatic Targets and Cellular Reactivity of Drug Metabolites
Current Medicinal Chemistry Computer-Aided Design of a Novel Poly-Epitope Protein in Fusion with an Adjuvant as a Vaccine Candidate Against Leptospirosis
Current Proteomics Structure and Regulation of the Drug-Metabolizing Enzymes Arylamine N-acetyltransferases
Current Medicinal Chemistry Antimicrobial Peptide rBPI21: A Translational Overview from Bench to Clinical Studies
Current Protein & Peptide Science Anti-cancer Effects of Metformin: Recent Evidences for its Role in Prevention and Treatment of Cancer
Current Drug Metabolism Fetal Programming of the Human Brain: Is there a Link with Insurgence of Neurodegenerative Disorders in Adulthood?
Current Medicinal Chemistry Mesenchymal Stem Cells: Potential in Treatment of Neurodegenerative Diseases
Current Stem Cell Research & Therapy Pathogenesis of SLE Dermatitis - A Reflection of the Process in SLE Nephritis?
Current Rheumatology Reviews Lentiviral Vectors for Gene Therapy of HIV-1 Infection
Current Gene Therapy Early Life Programming of Obesity: The Impact of the Perinatal Environment on the Development of Obesity and Metabolic Dysfunction in the Offspring.
Current Diabetes Reviews