Antinociceptive properties of new coumarin derivatives bearing substituted 3,4-dihydro-2H-benzothiazines

Abstract

BackgroundCoumarins are an important class of widely distributed heterocyclic natural products exhibiting a broad pharmacological profile. In this work, a new series of coumarins bearing substituted 3,4-dihydro-2H-benzothiazines were described as potential analgesic agents. The clinical use of NSAIDs as traditional analgesics is associated with side effects such as gastrointestinal lesions and nephrotoxicity. Therefore, the discovery of new safer drugs represents a challenging goal for such a research area.ResultsThe target compounds 3-(3-methyl-3,4-dihydro-2H-benzo[b][1,4]thiazin-3-yl)-2H-chromen-2-ones 2a-u were synthesized and characterized by spectral data. The antinociceptive properties of target compounds were determined by formalin-induced test and acetic acid-induced writhing test in mice. Among the tested compounds, compound 2u bearing 2-(4-(methylsulfonyl)benzoyl)- moiety on benzothiazine ring and 4-(methylsulfonyl)phenacyloxy- group on the 7 position of coumarin nucleus showed better profile of antinocecieption in both models. It was more effective than mefenamic acid during the late phase of formalin-induced test as well as in the acetic acid-induced writhing test.ConclusionConsidering the significant antinoceciptive action of phenacyloxycoumarin derivatives, compound 2u prototype might be further used as model to obtain new more potent analgesic drugs.

Nanoparticles as potential new generation broad spectrum antimicrobial agents

“…The NPs antimicrobial agents have excellent potent and low tendency of inducing resistance when compared to non-NPs-antimicrobial agents [ 123 ]. However, the NP-antimicrobial agents’ pharmacological properties may be hampered by potential toxicity [ 123 , 124 ]. As stated in previous sections of this review paper, NPs facilitate the penetration and delivery of antimicrobial agents into biological membranes including microbial cells, thereby enhancing and increasing biological activities [ 76 , 113 ].…”

Comparison of Umbelliprenin and Auraptene in Cytotoxic Effects and Myeloid Cell Leukemia Type-1 (Mcl-1) Gene Expression

“…Cells were sub-cultured in 96-well plates at a density of 10 4 cells (for MCF-7, HeLa, KYSE-30) or 5×10 4 cells (Jurkat) per well with or without auraptene and umbelliprenin (10,20, 40 μg/ml) for 24 and 48 h in a final volume of 100 μl. Auraptene and umbelliprenin were dissolved in DMSO.…”

“…Coumarins are a wide class of natural and synthetic compounds that showed variety of pharmacological activities including antiinflammatory [8] , antioxidant [9] , antinociceptive [10] , hepatoprotective [11] , antithrombotic [12] , antiviral [13] , antimicrobial [14,15] , antituberculosis [16] , anticarcinogenic [17] , antidepressant [18] , antihyperlipidemic [19] and anticholinesterase [20] activities.…”

Microwave‐Expedited Green Synthesis, Photophysical, Computational Studies of Coumarin‐3‐yl‐thiazol‐3‐yl‐1,2,4‐triazolin‐3‐ones and Their Anticancer Activity

“…The special framework of lactone ring with the conjugated system enables it to interact with various enzymes and receptors in organisms . Thus coumarin has intrigued substantial interest in pharmacological activities like anti‐inflammatory,, antioxidant, anticoagulant, antituberculosis, antinociceptive, antimicrobial,, antidepressant, cyclooxygenase inhibition and anticholinesterase activities . Among all these versatile biological activities, coumarins are notably accounted for their anticancer activities .…”