Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models
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...
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MDPI AG
2020-05-01
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| Series: | Foods |
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| Online Access: | https://www.mdpi.com/2304-8158/9/5/630 |
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| author | Andreza Guedes Barbosa Ramos Irwin Rose Alencar de Menezes Maria Sanádia Alexandre da Silva Renata Torres Pessoa Luiz Jardelino de Lacerda Neto Fabíola Rocha Santos Passos Henrique Douglas Melo Coutinho Marcello Iriti Lucindo José Quintans-Júnior |
| author_facet | Andreza Guedes Barbosa Ramos Irwin Rose Alencar de Menezes Maria Sanádia Alexandre da Silva Renata Torres Pessoa Luiz Jardelino de Lacerda Neto Fabíola Rocha Santos Passos Henrique Douglas Melo Coutinho Marcello Iriti Lucindo José Quintans-Júnior |
| author_sort | Andreza Guedes Barbosa Ramos |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-10T19:49:30Z |
| format | Article |
| id | doaj.art-506d44db69b74968901dc91fb4952d56 |
| institution | Directory Open Access Journal |
| issn | 2304-8158 |
| language | English |
| last_indexed | 2024-03-10T19:49:30Z |
| publishDate | 2020-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Foods |
| spelling | doaj.art-506d44db69b74968901dc91fb4952d562023-11-20T00:30:37ZengMDPI AGFoods2304-81582020-05-019563010.3390/foods9050630Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation ModelsAndreza Guedes Barbosa Ramos0Irwin Rose Alencar de Menezes1Maria Sanádia Alexandre da Silva2Renata Torres Pessoa3Luiz Jardelino de Lacerda Neto4Fabíola Rocha Santos Passos5Henrique Douglas Melo Coutinho6Marcello Iriti7Lucindo José Quintans-Júnior8Department of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Physiology, Federal University of Sergipe, São Cristóvão, Aracaju - SE 49100-000, BrazilDepartment of Biological Chemistry, Regional University of Cariri, Crato 63105-000, BrazilDepartment of Agricultural and Environmental Sciences, Milan State University, via G. Celoria 2, 20133 Milan, ItalyDepartment of Physiology, Federal University of Sergipe, São Cristóvão, Aracaju - SE 49100-000, BrazilIsopulegol (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.https://www.mdpi.com/2304-8158/9/5/630terpenesantiedematogenic effectinterleukintumor necrosis factor |
| spellingShingle | Andreza Guedes Barbosa Ramos Irwin Rose Alencar de Menezes Maria Sanádia Alexandre da Silva Renata Torres Pessoa Luiz Jardelino de Lacerda Neto Fabíola Rocha Santos Passos Henrique Douglas Melo Coutinho Marcello Iriti Lucindo José Quintans-Júnior Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models Foods terpenes antiedematogenic effect interleukin tumor necrosis factor |
| title | Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models |
| title_full | Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models |
| title_fullStr | Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models |
| title_full_unstemmed | Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models |
| title_short | Antiedematogenic and Anti-Inflammatory Activity of the Monoterpene Isopulegol and Its β-Cyclodextrin (β-CD) Inclusion Complex in Animal Inflammation Models |
| title_sort | antiedematogenic and anti inflammatory activity of the monoterpene isopulegol and its β cyclodextrin β cd inclusion complex in animal inflammation models |
| topic | terpenes antiedematogenic effect interleukin tumor necrosis factor |
| url | https://www.mdpi.com/2304-8158/9/5/630 |
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