Anti-edematogenic and anti-inflammatory activity of the essential oil from Croton rhamnifolioides leaves and its major constituent 1,8-cineole (eucalyptol)

Martins, Anita Oliveira Brito Pereira Bezerra; Rodrigues, Lindaiane Bezerra; Cesário, Francisco Rafael Alves Santana; Oliveira, Maria Rayane Correia de; Tintino, Cícera Datiane Morais Oliveira; Castro, Fyama Ferreira e; Alcântara, Isabel Sousa; Fernandes, Maria Neyze Martins; Albuquerque, Thaís Rodrigues de; Silva, Maria Sanádia Alexandre da; Araújo, Adriano Antunes de Sousa; Quintans‐Júnior, Lucindo José; Costa, José Galberto Martins da; Menezes, Irwin Rose Alencar de; Wanderley, Almir Gonçalves

doi:10.1016/j.biopha.2017.10.005

Cited by 45 publications

(52 citation statements)

References 76 publications

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“…In this same model of chronic inflammation, the monoterpene 1,8-cineole reduced both the mass of the pellets and the total protein quantity [57], similarly to ISO and ISO/β-CD, suggesting a possible macrophage activity and fibroblast inhibition, corroborating the results from the present study, where a significant inhibition of vascular and cellular alterations such as vasodilation, vascular permeability, and cellular infiltration occurred.…”

Section: Discussionsupporting

confidence: 90%

“…In other monoterpene antiedematogenic activity evaluations, 1,8-cineole (10.3; 20.6; 41.3; and 82.6 mg/kg/v.o.) reduced dextran-induced paw edema at all tested doses [57]. In the present study, the ISO and the ISO/β-CD, both at a dose of 10 mg/kg, inhibited dextran-induced edema at all evaluation times, demonstrating antiedematogenic activity against the edema caused by dextran, this being possibly the result of reduced histamine release or action on its receptors.…”

Section: Discussionsupporting

confidence: 66%

“…Once histamine is released, production of and increased levels of prostaglandins and neuropeptides follow, leading to hyperalgesia and other pro-inflammatory events [58,59]. The study by Martins et al [57] evaluating the monoterpene1,8-cineole in histamine-induced paw edema also showed an important antiedematogenic activity of this monoterpene, which inhibited edema by 65.95%, showing action at all evaluation times.…”

Section: Discussionmentioning

confidence: 95%

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Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models

Ramos

Menezes

Silva

et al. 2020

Foods

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Isopulegol (ISO) is an alcoholic monoterpene widely found in different plant species, such as Melissa officinalis, and has already been reported to have a number of pharmacological properties. Like other terpenes, ISO is a highly volatile compound that is slightly soluble in water, so its inclusion into cyclodextrins (CDs) is an interesting approach to increase its solubility and bioavailability. Thus, our aim was to evaluate the antiedematogenic and anti-inflammatory activity of isopulegol and a β-cyclodextrin–isopulegol inclusion complex (ISO/β-CD) in rodent models. For the anti-inflammatory activity evaluation, antiedematogenic plethysmometry and acute (peritonitis and pleurisy), as well as chronic (cotton pellet-induced granuloma) anti-inflammatory models, were used. The docking procedure is used to evaluate, analyze, and predict their binding mode of interaction with H1 and Cox-2 receptors. The animals (n = 6) were divided into groups: ISO and ISO/β-CD, negative control (saline), and positive control (indomethacin and promethazine). ISO and ISO/β-CD were able to reduce acute inflammatory activity by decreasing albumin extravasation, leukocyte migration, and MPO concentration, and reducing exudate levels of IL-1β and TNF-α. ISO and ISO/β-CD significantly inhibited edematogenic activity in carrageenan- and dextran-induced paw edema. Moreover, both significantly reduced chronic inflammatory processes, given the lower weight and protein concentration of granulomas in the foreign body granulomatous inflammation model. The results suggest that the inclusion of ISO in β-cyclodextrins improves its pharmacological properties, with the histamine and prostaglandin pathways as probable mechanisms of inhibition, and also reinforces the anti-inflammatory profile of this terpene.

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Section: Discussionsupporting

confidence: 90%

Section: Discussionsupporting

confidence: 66%

Section: Discussionmentioning

confidence: 95%

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Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models

Ramos

Menezes

Silva

et al. 2020

Foods

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“…In total, 11 constituents were identified, with 1,8-cineole as the main component. The chemical composition of the essential oil was performed by GC-MS using a Shimadzu QP-2010 gas chromatographic coupled to a mass spectrometer (GC-MS) was described in our recently published paper [29].…”

Section: Extraction Of the Croton Rhamnifolioides Essential Oilmentioning

confidence: 99%

“…& K. HOFFM (Euphorniaceae), popularly known as "quebra-faca", is a plant species used in folk medicine to treat stomach pain, sinusitis, headache, vomiting, fever, and bloody diarrhea [26][27][28]. In a recent study, we demonstrated that 1,8-cineol was found as one of the major constituents (41.33%) of the essential oil of C. rhamnifolioides and that both the essential oil and 1,8-cineole had anti-inflammatory effects in models of acute and chronic inflammation [29]. However, the chemical fingerprint of OEFC (Croton rhamnifolioides leaf essential oil) demonstrates the presence of other terpenes, such as spathulenol (7.89%), caryophyllene oxide (2.84%), trans-caryophyllene (5.86%), β-elemene (8.59%), α-terpineol (2.35%), Terpinen-4-ol (2.35%), and α-Phellandrene (4.45%).…”

Section: Introductionmentioning

confidence: 99%

Anti-Inflammatory and Physicochemical Characterization of the Croton rhamnifolioides Essential Oil Inclusion Complex in β-Cyclodextrin

Martins

Wanderley

Alcântara

et al. 2020

Biology

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Croton rhamnifolioides is used in popular medicine for the treatment of inflammatory diseases. The objective of this study was to characterize and evaluate the anti-inflammatory effect of C. rhamnifolioides essential oil complexed in β-cyclodextrin (COEFC). The physicochemical characterization of the complexes was performed using different physical methods. The anti-inflammatory activity was evaluated in vivo by ear edema, paw edema, cotton pellet-induced granuloma, and vascular permeability by Evans blue extravasation. The mechanism of action was validated by molecular docking of the major constituent into the cyclooxygenase-2 (COX-2 enzyme). All doses of the COEFC reduced acute paw edema induced by carrageenan and dextran, as well as vascular permeability. Our results suggest the lowest effective dose of all samples inhibited the response induced by histamine or arachidonic acid as well as the granuloma formation. The complexation process showed that the pharmacological effects were maintained, however, showing similar results using much lower doses. The results demonstrated an involvement of the inhibition of pathways dependent on eicosanoids and histamine. Complexation of β-cyclodextrin/Essential oil (β-CD/EO) may present an important tool in the study of new compounds for the development of anti-inflammatory drugs.

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Unravelling Immune‐Inflammatory Responses and Lysosomal Adaptation: Insights from Two‐Photon Excited Delayed Fluorescence Imaging

Wang,

Shi,

et al. 2024

Adv Healthcare Materials

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Two‐photon excitation (TPE) microscopy with near‐infrared (NIR) emission has emerged as a promising technique for deep‐tissue optical imaging. Recent developments in fluorescence lifetime imaging with long‐lived emission probes have further enhanced the spatial resolution and precision of fluorescence imaging, especially in complex systems with short‐lived background signals. In this study, we introduced two innovative lysosome‐targeting probes, Cz‐NA and tCz‐NA. These probes offer a combination of advantages, including TPE (λex = 880 nm), NIR emission (λem = 650 nm), and thermally activated delayed fluorescence (TADF) with long‐lived lifetimes (1.05 μs and 1.71 μs, respectively). These characteristics significantly improve the resolution and signal‐to‐noise ratio in deep‐tissue imaging. By integrating an acousto‐optical modulator (AOM) device with TPE microscopy, we successfully applied Cz‐NA in two‐photon excited delayed fluorescence (TPEDF) imaging to track lysosomal adaptation and immune responses to inflammation in mice. Our study sheds light on the relationship between lysosome tubulation, innate immune responses, and inflammation in vivo, providing valuable insights for the development of autofluorescence‐free molecular probes in the future.This article is protected by copyright. All rights reserved

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Anti-edematogenic and anti-inflammatory activity of the essential oil from Croton rhamnifolioides leaves and its major constituent 1,8-cineole (eucalyptol)

Cited by 45 publications

References 76 publications

Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models

Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models

Anti-Inflammatory and Physicochemical Characterization of the Croton rhamnifolioides Essential Oil Inclusion Complex in β-Cyclodextrin

Unravelling Immune‐Inflammatory Responses and Lysosomal Adaptation: Insights from Two‐Photon Excited Delayed Fluorescence Imaging

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