Synthesis and Anti-inflammatory Activity of 5, 6-difluoro-2-Methyl-4H-benzo (d) (1, 3)-Oxazin-4-one(1) and 3-Amino-5,6-difluoro-2-Mehtyl-quinzolin 4(3H)-One(2)
Department of Chemical Science, Ondo State University of Science and Technology, Okitipupa Ondo State, Nigeria.
Research Article
International Journal of Frontline Research in Science and Technology, 2023, 02(01), 029–036.
Article DOI: 10.56355/ijfrst.2023.2.1.0128
Publication history:
Received on 06 December 2022; revised on 27 January 2023; accepted on 30 January 2023
Abstract:
Background: Inflammation is one of the means the human body uses to defend itself in the event of infection, trauma, or exposure to toxic substances and it is closely associated with a number of disease symptoms. Steroidal and non-steroidal anti-inflammatory agents have been the drugs of choice for managing inflammation. However, reports of unpleasant side effects have necessitated a search for new anti-inflammatory agents which have minimal side effects. Inflammation is an adaptive response of body tissues to external challenge or cellular injury. It is generally thought that inflammation is a beneficial host response defense system, but it can become harmful if dysregulated. The complex mediators including proinflammatory and cytotoxic cytokines, growth factors, bioactive lipids, and nitric oxide in the uncontrolled inflammation reaction can sustain or induce a pathologic process involved in different diseases, such as allergy, sepsis, arthritis, the metabolic syndrome, autoimmune diseases, and cancer anti-inflammatory activities of 101 extracts from different parts of 84 traditional medicinal plants were evaluated by a panel of in vitro and in vivo assays. Nuclear factor-kappa B (NF-κB) inhibitory effects were determined by luciferase assay in stably transfected Hela cells. The inhibition of inflammatory mediators on the transcriptional level has emerged as a promising approach for the development of anti-inflammatory drugs
Method: The current study is aimed at the synthesis and Anti–inflammatory evaluation of quinazolinone derivatives. The condensation of Methyl-2-amino-5,6-diflorobenzoate with acetic anhydride yielded the cyclic compound 2-methyl 5,6-diflorobenzo [d] [1,3]-oxazine-4-one which further produce 3-Amino-2-Methyl 5,6-difloro quinazolin-4(3H)-ones via the reaction with hydrazine hydrate. The compounds synthesized were unequivocally confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography Mass Spectrophotometry and Elemental analysis. The synthesized compounds were screened for their Anti–inflammatory activity.
Result: The two compounds 1 and 2 showed significant activity as an Anti–inflammatory agent.
Conclusion: The investigated Compounds exhibited significant Anti–inflammatory activity in the range of 70.56 – 83.80% compared to control.
Keywords:
Antiinflammatory Activity; 5,6-difloro-2-methyl-4H-benzo [d] [1,3]-oxazine-4-one; 3-amino-5,6-difloro-2-methyl-quinazolin-4(3H)-one; Nucleophile; Quinazoline-4(3H)-one; Analgesic
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