Author | Marques, Gabriel V L | |
Author | Braga, Alysson Vinicius | |
Author | Silva, Iara R | |
Author | Souza, Adna Rafaella Barbosa de | |
Author | Kohlhoff, Markus | |
Author | César, Isabela C | |
Author | Machado, Renes de Resende | |
Author | Oliveira, Renata Barbosa de | |
Access date | 2024-03-27T18:20:24Z | |
Available date | 2024-03-27T18:20:24Z | |
Document date | 2024 | |
Citation | MARQUES, G. V. L. et al. Synthesis and Antiallodynic Activity of Cannabidiol Analogue on Peripheral Neuropathy in Mice. Chemistry and Biodiversity, 2024, e202301935, 2024. doi.org/10.1002/cbdv.202301935. | en_US |
ISSN | 1612-1872 | en_US |
URI | https://www.arca.fiocruz.br/handle/icict/63236 | |
Language | eng | en_US |
Publisher | Verlag Helvetica Chimica Acta | en_US |
Rights | restricted access | en_US |
Title | Synthesis and Antiallodynic Activity of Cannabidiol Analogue on Peripheral Neuropathy in Mice | en_US |
Type | Article | en_US |
Abstract | Cannabidiol (CBD) is a substance that exerts several therapeutic actions, including analgesia. CBD is generally administered orally, but its poor water solubility and metabolism impair its bioavailability. Thus, the development of molecules with better pharmacokinetic profile from cannabidiol becomes an interesting strategy for the design of novel analgesic drugs for the relief of painful conditions that are difficult to manage clinically, such as neuropathic pain. In the present study, an unprecedented analogue of CBD (1) was synthesized and some of its physicochemical properties were evaluated in silico as well as its stability in an acid medium. Additionally, its effect was investigated in a model of neuropathic pain induced by the chemotherapy drug paclitaxel in mice, in comparison with cannabidiol itself. Cannabidiol (20 mg/kg), pregabalin (30 mg/kg), or analogue 1 (5, 10, and 20 mg/kg), administered on the 14th day after the first administration of paclitaxel, attenuated the mechanical allodynia of the sensitized animals. The antinociceptive activity of analogue 1 was attenuated by previous administration of a cannabinoid CB1 receptor antagonist, AM 251, which indicates that its mechanism of action is related to the activation of CB1 receptors. In conclusion, the CBD analogue 1 developed in this study shows great potential to be used in the treatment of neuropathic pain. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto René Rachou. Química de Produtos Naturais Bioativos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Universidade Federal de Minas Gerais. Departamento de Produtos Farmacêuticos. Belo Horizonte, MG, Brazil. | en_US |
Subject | allodynia | en_US |
Subject | analgesic | en_US |
Subject | cannabidiol | en_US |
Subject | cannabinoid | en_US |
Subject | medicinal chemistry | en_US |
Embargo date | 3100-12-31 | |