Anti-Inflammatory and Physicochemical Characterization of the <i>Croton rhamnifolioides</i> Essential Oil Inclusion Complex in β-Cyclodextrin
Anita Oliveira Brito Pereira Bezerra Martins,
Almir Gonçalves Wanderley,
Isabel Sousa Alcântara,
Lindaiane Bezerra Rodrigues,
Francisco Rafael Alves Santana Cesário,
Maria Rayane Correia de Oliveira,
Fyama Ferreira e Castro,
Thaís Rodrigues de Albuquerque,
Maria Sanadia Alexandre da Silva,
Jaime Ribeiro-Filho,
Henrique Douglas Melo Coutinho,
Paula Passos Menezes,
Lucindo José Quintans-Júnior,
Adriano Antunes de Souza Araújo,
Marcello Iriti,
Jackson Roberto Guedes da Silva Almeida,
Irwin Rose Alencar de Menezes
Affiliations
Anita Oliveira Brito Pereira Bezerra Martins
Laboratory of Pharmacology and Preclinical Bioactive Product Toxicology Federal University of Pernambuco, Av. Prof. Moraes Rego, 1235—Cidade Universitária, Recife 50670-901, Pernambuco, Brazil
Almir Gonçalves Wanderley
Laboratory of Pharmacology and Preclinical Bioactive Product Toxicology Federal University of Pernambuco, Av. Prof. Moraes Rego, 1235—Cidade Universitária, Recife 50670-901, Pernambuco, Brazil
Isabel Sousa Alcântara
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Lindaiane Bezerra Rodrigues
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Francisco Rafael Alves Santana Cesário
Laboratory of Pharmacology and Molecular Chemistry, Department of Physiology and Pharmacology, Federal University of Ceara, Rua Coronel Nunes de Melo, 1127—Rodolfo Teófilo, Fortaleza 60430-275, Ceará, Brazil
Maria Rayane Correia de Oliveira
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Fyama Ferreira e Castro
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Thaís Rodrigues de Albuquerque
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Maria Sanadia Alexandre da Silva
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Jaime Ribeiro-Filho
Gonçalo Moniz Institute, Oswaldo Cruz Foundation (IGM-FIOCRUZ/BA), Rua Waldemar Falcão, 121, Candeal, Salvador 40296-710, Bahia, Brazil
Henrique Douglas Melo Coutinho
Laboratory of Microbiology and Molecular Biology, Department of Biological Chemistry, University of Cariri; Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
Paula Passos Menezes
Laboratory of Pharmaceutical Testing and Toxicity, Department of Pharmacy, Federal University of Sergipe; Avenida Marechal Rondon, S/N, São Cristóvão 49100-000, Sergipe, Brazil
Lucindo José Quintans-Júnior
Laboratory of Neuroscience and Pharmacological Assays, Department of Physiology, Federal University of Sergipe; Avenue Marechal Rondon, S/N, São Cristóvão 49100-000, Sergipe, Brazil
Adriano Antunes de Souza Araújo
Laboratory of Neuroscience and Pharmacological Assays, Department of Physiology, Federal University of Sergipe; Avenue Marechal Rondon, S/N, São Cristóvão 49100-000, Sergipe, Brazil
Marcello Iriti
Department of Agricultural and Environmental Sciences, Milan State University, via G. Celoria 2, 20133 Milan, Italy
Jackson Roberto Guedes da Silva Almeida
Laboratory of Pharmacology, Department of Pharmacy, Federal University of Vale Sao Francisco, Av. José de Sá Maniçoba, s/n, Campus Petrolina Centro, Petrolina 56304-205, Pernambuco, Brazil
Irwin Rose Alencar de Menezes
Laboratory of Pharmacology and Molecular Chemistry, Department of Biological Chemistry, Regional University of Cariri, Rua Coronel Antônio Luis 1161, Pimenta, Crato 63105-000, Ceará, Brazil
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.
