A practical synthesis of amino limonin/deoxylimonin derivatives as effective mitigators against inflammation and nociception

Abstract

A practical synthetic route, consisting of 5 steps, has been developed and applied successfully for converting limonin/deoxylimonin into the corresponding amino derivatives I-5a–I-5e and II-5a–II-5e.

Novel phenylpiperazine derivatives as potent transient receptor potential vanilloid 1 antagonists

“…Based on the in vitro antagonistic activity of the compounds, four compounds with potent antagonistic activity were selected for further in vivo analgesic evaluation. We use three classic animal pain models to test the analgesic effects of the preferred compounds (Qiao et al., 2022; Wang et al., 2018; Wang, Han, Yang, Chen, et al., 2020; Wang, Han, Yang, Zhou, et al., 2020; Yang et al., 2014). In case of the acetic acid‐induced twisting experiment (Figure 2a), a 0.6% acetic acid solution was injected intraperitoneally to observe and record the number of twisting reactions (abdominal concavity, extension of hind limbs, and hip elevation) that occurred in mice within 15 min.…”

Preclinical Drug Pharmacokinetic, Tissue Distribution and Excretion Profiles of the Novel Limonin Derivate HY-071085 as an Anti-Inflammatory and Analgesic Candidate in Rats and Beagle Dogs

“…In order to improve its efficacy and water-solubility, the creation of novel limonin derivatives by structural modification has become one of the key focus areas. In our previous studies, analogues were obtained by introducing various tertiary amines onto the C (7)-position [ 10 , 19 ] A ring [ 20 , 21 ] of limonin or deoxylimonin, which possessed favorable physicochemical and water-soluble properties. Furthermore, some of them exhibited analgesic activities that were more potent than those of aspirin, and anti-inflammatory activities that were stronger than those of naproxen.…”