Perillyl Alcohol: Antinociceptive Effects and Histopathological Analysis in Rodent Brains

Benedito, Rubens Batista; Alves, Mateus Feitosa; Pereira, Wendel Batista; Torres, Paula de Arruda; Costa, Jéssica Pereira; Tomé, Adriana da Rocha; Sá, Rita de Cássia da Silveira e; Sousa, Damião Pergentino de; Ferreira, Paulo Michel Pinheiro; Freitas, Rivelilson Mendes de; Diniz, Margareth de Fátima Formiga Melo; Almeida, Reinaldo Nóbrega de

doi:10.1177/1934578x1701200902

Cited by 6 publications

(4 citation statements)

References 23 publications

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“…T he f i ndi ngs of t h is st udy i ndicate t he administration of PA associated with codeine reduces the orofacial nociceptive response induced by formalin, capsaicin, and glutamate, which are recognized as relevant substances for the study of new antinociceptive drugs. 24 Although some studies have shown antinociceptive effect of PA or essential oils with high concentrations of this molecule, 25,26 this is the first study to report orofacial antinociceptive activity for the association of PA with codeine, a drug used to treat orofacial pain, especially in acute situations. The proposed association of PA with codeine aims to make it possible to decrease the amount of opioid analgesic administered, minimizing possible undesirable effects.…”

Section: Discussionmentioning

confidence: 87%

“…In addition to antinociceptive activity, PA presents low toxicity and has been tested in humans in clinical trials (phases 1 and 2) aimed at evaluating its anticancer activity. [26][27][28] Molecular anchorage studies show the possible molecular interactions between the ligand and its receptor, helping to understand its biokinetics and biomechanics and possible mechanism of action. It is a predictive model that assists in the evaluation of the pharmacological activity of a substance based on in vivo tests.…”

Section: Discussionmentioning

confidence: 99%

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Orofacial antinociceptive effects of perillyl alcohol associated with codeine and its possible modes of action

et al. 2022

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This study evaluated the orofacial antinociceptive effect of (S)-(-)-perillyl alcohol (PA) associated with codeine (C) and investigated the possible molecular anchorage mechanisms of PA. Mice (n = 5 per group) were treated with PA alone and associated with codeine and assigned to the following groups: 75.0 mg/kg PA; 75.0 mg/kg PA + C 30 mg/kg; PA 37.5 mg/kg + C 15.0 mg/kg; C 30.0 mg/kg; and control. Nociception was induced by formalin, capsaicin, and glutamate, and was quantified based on the duration (in seconds) of face grooming. The possible mechanisms of action were evaluated by molecular docking study. In the formalin test, PA75/C30 presented an effect in the neurogenic (p < 0.0001) and inflammatory (p < 0.005) phases. Mice treated with PA75 (p < 0.0001) and PA75/C30 (p < 0.0005) showed a reduced nociceptive behavior in the capsaicin test. Glutamate-induced nociception also was blocked by PA75 (p < 0.0005) and C30 (p < 0.0005). The molecular anchorage analysis indicated high negative binding energy values for the evaluated receptors, especially glutamate receptors (AMPA -79.57 Kcal/mol, mGLUR6 -71.25, and NMDA -66.33 Kcal/mol). PA associated with codeine showed orofacial antinociceptive activity, with theoretical evidence of interaction with glutamate receptors.

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Section: Discussionmentioning

confidence: 87%

Section: Discussionmentioning

confidence: 99%

Orofacial antinociceptive effects of perillyl alcohol associated with codeine and its possible modes of action

et al. 2022

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“…Perillyl alcohol is a metabolite of limonene (d’Alessio et al , 2014; Bonini et al , 2018). Intraperitoneal treatment of perillyl alcohol alleviated acute visceral pain (Benedito et al , 2017), hindpaw inflammation induced by formalin (Benedito et al , 2017), neuropathic pain (Araujo-Filhoand orofacial inflammation induced by formalin, capsaicin and glutamate (Tomaz-Morais et al , 2017). The antinociceptive effects of perillyl alcohol are likely mediated by opioid receptors as the antinociception is reversible by naloxone (Benedito et al , 2017).…”

Section: Terpenesmentioning

confidence: 99%

Antinociceptive effects of minor cannabinoids, terpenes and flavonoids in Cannabis

Rodriguez

Ouyang²,

Kandasamy³

2021

Behavioural Pharmacology

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Cannabis has been used for centuries for its medicinal properties. Given the dangerous and unpleasant side effects of existing analgesics, the chemical constituents of Cannabis have garnered significant interest for their antinociceptive, anti-inflammatory and neuroprotective effects. To date, Δ9-tetrahydrocannabinol (THC) and cannabidiol (CBD) remain the two most widely studied constituents of Cannabis in animals. These studies have led to formulations of THC and CBD for human use; however, chronic pain patients also use different strains of Cannabis (sativa, indica and ruderalis) to alleviate their pain. These strains contain major cannabinoids, such as THC and CBD, but they also contain a wide variety of cannabinoid and noncannabinoid constituents. Although the analgesic effects of Cannabis are attributed to major cannabinoids, evidence indicates other constituents such as minor cannabinoids, terpenes and flavonoids also produce antinociception against animal models of acute, inflammatory, neuropathic, muscle and orofacial pain. In some cases, these constituents produce antinociception that is equivalent or greater compared to that produced by traditional analgesics. Thus, a better understanding of the extent to which these constituents produce antinociception alone in animals is necessary. The purposes of this review are to (1) introduce the different minor cannabinoids, terpenes, and flavonoids found in Cannabis and (2) discuss evidence of their antinociceptive properties in animals.

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“…Perillyl alcohol, which can be found in essential oil of lavender and peppermint, shows anticancer [ 4 , 5 ], analgesic [ 6 ], antibacterial and antifungal properties [ 7 ]. While it could be also used as a drug against Alzheimer’s Disease [ 8 ] and malaria [ 9 ], it is commonly used in the fragrance industry [ 10 , 11 ].…”

Section: Introductionmentioning

confidence: 99%

New Sustainable Synthetic Routes to Cyclic Oxyterpenes Using the Ecocatalyst Toolbox

et al. 2021

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Cyclic oxyterpenes are natural products that are mostly used as fragrances, flavours and drugs by the cosmetic, food and pharmaceutical industries. However, only a few cyclic oxyterpenes are accessible via chemical syntheses, which are far from being ecofriendly. We report here the synthesis of six cyclic oxyterpenes derived from ß-pinene while respecting the principles of green and sustainable chemistry. Only natural or biosourced catalysts were used in mild conditions that were optimised for each synthesis. A new generation of ecocatalysts, derived from Mn-rich water lettuce, was prepared via green processes, characterised by MP-AES, XRPD and TEM analyses, and tested in catalysis. The epoxidation of ß-pinene led to the platform molecule, ß-pinene oxide, with a good yield, illustrating the efficacy of the new generation of ecocatalysts. The opening ß-pinene oxide was investigated in green conditions and led to new and regioselective syntheses of myrtenol, 7-hydroxy-α-terpineol and perillyl alcohol. Successive oxidations of perillyl alcohol could be performed using no hazardous oxidant and were controlled using the new generation of ecocatalysts generating perillaldehyde and cuminaldehyde.

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Perillyl Alcohol: Antinociceptive Effects and Histopathological Analysis in Rodent Brains

Cited by 6 publications

References 23 publications

Orofacial antinociceptive effects of perillyl alcohol associated with codeine and its possible modes of action

Orofacial antinociceptive effects of perillyl alcohol associated with codeine and its possible modes of action

Antinociceptive effects of minor cannabinoids, terpenes and flavonoids in Cannabis

New Sustainable Synthetic Routes to Cyclic Oxyterpenes Using the Ecocatalyst Toolbox

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