Eleven oxazolone derivatives were synthesized and characterized by (1)H NMR, EI, IR and UV spectroscopic and CHN analysis. Three compounds, 4-[(E)-(4-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one (11), 4-[(E)-(4-methoxyphenyl)methylidene]-2-methyl-1,3-oxazol-5-one (12) and 4-[(E)-(4-nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) were screened for phagocyte chemiluminescence, neutrophil chemotaxis, T-cell proliferation, cytokine production from mononuclear cells and cytotoxicity. 4-[(E)-(4-Nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) was found to be the most potent immunomodulator in the series.
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http://dx.doi.org/10.1016/j.bmc.2004.02.034 | DOI Listing |
Saudi Pharm J
November 2024
College of Pharmacy, QU Health, Qatar University, Doha 2713, Qatar.
Oxazoles and Imidazoles are heterocyclic compounds with significant biological activities. The present study explores the pharmacological effects of some new oxazole and imidazole derivatives as potential COX-2 inhibitors. Docking studies of the compounds against targeted proteins COX-2 and TACE manifested good binding affinities for both the targets supporting their anti-inflammatory potential.
View Article and Find Full Text PDFChem Commun (Camb)
November 2024
Asymmetric Synthesis and Catalysis Laboratory, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee-247667, Uttarakhand, India.
A catalyst-free method was developed for the ring opening of azlactones (also known as oxazolones) in water microdroplets. Azlactone was dissolved in a water : acetonitrile (1 : 1) mixture, and the solution is sprayed by using nitrogen gas at a pressure of 120 psi to generate microdroplets. This method promoted selective cleavage of the lactone bond to afford the corresponding -benzoyl derivatives in up to 94% isolated yield with no epimerization.
View Article and Find Full Text PDFAm J Physiol Gastrointest Liver Physiol
January 2025
Gastrointestinal Research Group, Inflammation Research Network and Host-Parasite Interactions Group, Department of Physiology and Pharmacology, Calvin, Phoebe and Joan Snyder Institute for Chronic Diseases, Cumming School of Medicine, University of Calgary, Calgary, Alberta, Canada.
Interleukin-4 activated human macrophages [M(IL4)s] promote epithelial wound healing and exert an anticolitic effect in a murine model. Blood monocyte-derived M(IL4)s from healthy donors and individuals with Crohn's disease had increased mRNA expression of the calcitonin gene-related peptide (CGRP) receptor chain, receptor activity modifying protein-1 (RAMP1), raising the issue of neural modulation of the M(IL4)s reparative function. Thus, human M(IL4)s were treated with CGRP and the cells' phagocytotic, epithelial wound repair and anticolitic functions were assessed.
View Article and Find Full Text PDFInt J Pharm
December 2024
Department of Pharmacy and Pharmaceutical Technology and Parasitology, University of Valencia, Avenida Vicent Andrés Estellés s/n, 46100 Burjassot, Valencia, Spain.
Breweŕs spent grain (BSG) is the main by-product of the brewing industry, and due to its rapid decomposition, it generates serious environmental problems such as malodors and greenhouse gases emissions. On the other hand, this lignocellulosic compound contains a large number of antioxidants, being ferulic acid (FA) the most abundant. FA is a powerful antioxidant molecule that has demonstrated significant protective effects on key components of the skin, including keratinocytes, fibroblasts, collagen, and elastin.
View Article and Find Full Text PDFACS Omega
September 2024
Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Laksi, Bangkok 10210, Thailand.
A highly regioselective divergent approach is reported for the synthesis of both indeno[2,1-]pyran-3-one and 1-oxazolonylisobenzofuran derivatives using the Erlenmeyer-Plöchl azlactone (EPA) reaction. This approach involves the synthesis of -(2-acyl-1-ethynyl)benzaldehydes, which reacted with various amino acids. Reaction with -acylglycines resulted in the formation of indeno[2,1-]pyran-3-ones, involving the sequential formation of two C-C bonds and two C-O bonds.
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