Alkylamides from Acmella oleracea: antinociceptive effect and molecular docking with cannabinoid and TRPV1 receptors

Abstract

Alkylamides are secondary metabolites in Acmella oleracea and display wide applications in treating several diseases. Since alkylamides can inhibit pain, this work aims to evaluate the antinociceptive profile of A. Oleracea methanolic extracts usingin vivo and in silico assays. The extracts inhibited the neurogenic and inflammatory phases of the formalin test, ratifying the antinociceptive effect of alkylamides.Furthermore, the results from molecular docking demonstrated the interaction of A. oleracea alkylamides with the CB1/CB2 and TRPV1 receptors. Additionally, the crude methanolic extract of flowers did not induce potential side effects related to the classical cannabinoid tetrad: hypolocomotion and catalepsy. In conclusion, this work confirms the potential of the alkylamides of A. Oleracea as antinociceptive agents and, for the first time, correlates its effects with the endocannabinoid and vanilloid systems through in silico assays.

Affinin, Isolated from Heliopsis longipes, Induces an Antihypertensive Effect That Involves CB1 Cannabinoid Receptors and TRPA1 and TRPV1 Channel Activation

“…These results suggest that one of the mechanisms underlying the antihypertensive action of this alkamide implies activation of CB1 cannabinoid receptors. A recent study demonstrated, through a molecular docking analysis, that the mechanism of action responsible for the antinociceptive effect of AF could involve CB1 cannabinoid receptors [32], which supports the results we obtained in the present work.…”

“…These results suggest that one of the mechanisms underlying the antihypertensive action of this alkamide implies activation of CB1 cannabinoid receptors. A recent study demonstrated, through a molecular docking analysis, that the mechanism of action responsible for the antinociceptive effect of affinin could involve CB1 receptors [32], which supports the results we obtained in the present work. Lake et al (1997) showed that rimonabant blocked the hypotension induced by anandamide in conscious SHR, suggesting involvement of CB1 cannabinoid receptors in the blood pressure-lowering effect of this endocannabinoid [33].…”

Natural Deep Eutectic Solvents for the Extraction of Spilanthol from Acmella oleracea (L.) R.K.Jansen

“…Investigations suggest that the analgesic and antinociceptive effects of spilanthol involve the activation of opioidergic, serotoninergic, and GABAergic systems, with an increased release of GABA mediated by the alkylamide [7,8]. In vivo studies prove the antinociceptive effect in several different mouse pain models [9][10][11]. Additional in silico molecular docking evaluations show that alkylamides from A. oleracea, including spilanthol, can interact with CB1, CB2, and TRPV1 receptors [11].…”

Study of Mono and Di-O-caffeoylquinic Acid Isomers in Acmella oleracea Extracts by HPLC-MS/MS and Application of Linear Equation of Deconvolution Analysis Algorithm for Their Characterization

“…Different extracts of A. oleracea have been reported to hold numerous important biological activities, including a local anesthetic property, which is the main reason why A. oleracea has been used since ancient times to relieve toothache. In addition, anti-inflammatory, analgesic, cytotoxic, antioxidant, antimicrobial, anthelmintic, antiwrinkling, aphrodisiac, and insecticidal/acaricidal properties are reported [1][2][3][4][5][6][7].…”