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- Title
Synthesis and Investigation of the Analgesic Potential of Enantiomerically Pure Schiff Bases: A Mechanistic Approach.
- Authors
Afridi, Hamid Hussain; Shoaib, Muhammad; Al-Joufi, Fakhria A.; Shah, Syed Wadood Ali; Hussain, Haya; Ullah, Abid; Zahoor, Mohammad; Mughal, Ehsan Ullah
- Abstract
Schiff bases are a class of organic compounds with azomethine moiety, exhibiting a wide range of biological potentials. In this research, six chiral Schiff bases, three 'S' series (H1–H3) and three 'R' series (H4–H6), were synthesized. The reaction was neat, which means without a solvent, and occurred at room temperature with a high product yield. The synthesized compounds were evaluated for analgesic potential in vivo at doses of 12.5 and 25 mg/kg using acetic-acid-induced writhing assay, formalin test, tail immersion and hot plate models, followed by investigating the possible involvement of opioid receptors. The compounds H2 and H3 significantly (*** p < 0.001) reduced the writhing frequency, and H3 and H5 significantly (*** p < 0.001) reduced pain in both phases of the formalin test. The compounds H2 and H5 significantly (*** p < 0.001) increased latency at 90 min in tail immersion, while H2 significantly (*** p < 0.001) increased latency at 90 min in the hot plate test. The 'S' series Schiff bases, H1–H3, were found more potent than the 'R' series compounds, H4–H6. The possible involvement of opioid receptors was also surveyed utilizing naloxone in tail immersion and hot plate models, investigating the involvement of opioid receptors. The synthesized compounds could be used as alternative analgesic agents subjected to further evaluation in other animal models to confirm the observed biological potential.
- Subjects
SCHIFF bases; OPIOID receptors; ENANTIOMERIC purity; CHEMICAL synthesis; ORGANIC compounds; NALOXONE; MOIETIES (Chemistry)
- Publication
Molecules, 2022, Vol 27, Issue 16, p5206
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27165206