Orofacial antinociceptive activity of (S)-(−)-perillyl alcohol in mice: a randomized, controlled and triple-blind study

Tomaz-Morais, James; Braga, Renan Marinho; Sousa, Frederico Barbosa de; Sousa, Damião Pergentino de; Pordeus, L.C. deM.; Almeida, Reinaldo Nóbrega de

doi:10.1016/j.ijom.2017.01.024

Cited by 11 publications

(8 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Other pharmaceutical products obtained were ( 4R )- and (4 S )-perillyl alcohol ( 36 and 44 ), which have known analgesic properties and a potential role in preventing Alzheimer’s disease 14 , 15 . The relaxed substrate enantioselectivity of CYP153A6.Wt was observed by the generation of the different enantiomeric products ( 36 and 44 ) during biotransformations with ( R )- and ( S )-limonene ( 7 and 8 ), respectively.…”

Section: Introductionmentioning

confidence: 99%

A Toolbox for Diverse Oxyfunctionalisation of Monoterpenes

Hernández-Ortega

Vinaixa

Zebec

et al. 2018

Sci Rep

View full text Add to dashboard Cite

The successful implementation of synthetic biology for chemicals biosynthesis relies on the availability of large libraries of well-characterized enzymatic building blocks. Here we present a scalable pipeline that applies the methodology of synthetic biology itself to bootstrap the creation of such a library. By designing and building a cytochrome P450 enzyme collection and testing it in a custom-made untargeted GC/MS-metabolomics-based approach, we were able to rapidly create and characterize a comprehensive enzyme library for the controlled oxyfunctionalisation of terpene scaffolds with a wide range of activities and selectivities towards several monoterpenes. This novel resource can now be used to access the extensive chemical diversity of terpenoids by pathway engineering and the assembly of biocatalytic cascades to subsequently produce libraries of oxygenated terpenoids and their derivatives for diverse applications, including drug discovery.

show abstract

Section: Introductionmentioning

confidence: 99%

A Toolbox for Diverse Oxyfunctionalisation of Monoterpenes

Hernández-Ortega

Vinaixa

Zebec

et al. 2018

Sci Rep

View full text Add to dashboard Cite

show abstract

“…11,12 Our research group has found significant orofacial antinociceptive effect of PA in mice. 13 The mechanisms of action of PA are not yet elucidated, but they may involve opioid, vanilloid (TRPV1), and/or N-methyl-D-aspartate (NMDA) receptors. 13 This finding led us to hypothesize that PA associated with codeine might have a similar or better effect than does codeine alone, reducing the required dose of opioid analgesic.…”

Section: Introductionmentioning

confidence: 99%

“…13 The mechanisms of action of PA are not yet elucidated, but they may involve opioid, vanilloid (TRPV1), and/or N-methyl-D-aspartate (NMDA) receptors. 13 This finding led us to hypothesize that PA associated with codeine might have a similar or better effect than does codeine alone, reducing the required dose of opioid analgesic. Thus, the aim of this study was to investigate the orofacial antinociceptive effects of PA associated with codeine in mice by investigating the pain pathways induced by formalin, capsaicin, and glutamate.…”

Section: Introductionmentioning

confidence: 99%

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

et al. 2022

Self Cite

View full text Add to dashboard Cite

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.

show abstract

“…The drugs most often used to treat pain and inflammation, despite their well-known adverse effects, are the non-steroidal anti-inflammatory (NSAIDs), and opioids (Pang et al, 2012;Lenardão et al, 2016). This situation has inspired researches with essential oils and their components which could become new analgesic medicines to treatment for painful disorders (De Sousa, 2011;Guimarães et al, 2013), including orofacial pain (Damasceno et al, 2016;Tomaz-Morais et al, 2017;Melo et al, 2017;Siqueira-Lima et al, 2017).…”

Section: Introductionmentioning

confidence: 99%

Antinociceptive and anti-inflammatory effect of Lippia pedunculosa Hayek essential oil and its β-cyclodextrin inclusion complex

Braga¹,

Andrade²,

Neto³

et al. 2021

BLACPMA

View full text Add to dashboard Cite

Lippia pedunculosa Hayek (EOLp) presents tripanocid and amebicid effects. However essential oil needs to be further studied in experimental models of analgesia and inflammation once the prevalence of pain in the population generates great suffering and disability and the drugs most often used have undesirable side effects. We also evaluated whether the inclusion complex formulation EOLp/β-cyclodextrin (β-CD) was able to improve the antinociceptive activity of the EOLp alone. Data were evaluated by analysis of variance (ANOVA), followed by Tukey’s test. Differences were considered significant if p<0.05. EOLp presented better antinociceptive effect when compared to the EOLp/β-CD inclusion complex. Thus, cyclodextrins appear not to be efficient for essential oils with peroxide substances. However, in peritonitis, EOLp reduced total leucocyte migration and IL-1β levels in the peritoneal fluid, which confirmed its anti-inflammatory effect. The observed effects suggest that EOLp is the best promising option for the treatment of inflammation and pain-related disorders.

show abstract

Orofacial antinociceptive activity of (S)-(−)-perillyl alcohol in mice: a randomized, controlled and triple-blind study

Cited by 11 publications

References 33 publications

A Toolbox for Diverse Oxyfunctionalisation of Monoterpenes

A Toolbox for Diverse Oxyfunctionalisation of Monoterpenes

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

Antinociceptive and anti-inflammatory effect of Lippia pedunculosa Hayek essential oil and its β-cyclodextrin inclusion complex

Contact Info

Product

Resources

About