produto natural. Apesar dos dois compostos derivados serem estruturalmente semelhantes, a atividade anti-inflamatória da 1-(2-hidroxi-5-metoxifenil)-3-metilbut-2-en-1-ona não foi significativa (2.08%). O ensaio foi realizado em modelo de inflamação induzido por 12-O-tetra-decanoilforbol-13-acetato (TPA) em orelha de ratos. O controle positivo foi testado com indometacina e foram ensaiados controles negativos tratados somente com o veículo. Estes resultados possibilitam a identificação de um grupo farmacóforo que através de estudos de modelagem molecular e síntese orgânica podem resultar em compostos com atividade anti-inflamatória melhorada.Phytochemical study of Calea prunifolia HBK identified two compounds derived from p-hydroxyacetophenone, the 1-(2-hydroxy-5-(1-methoxyethyl)phenyl)-3-methylbut-2-en-1-one showed a satisfactory anti-inflammatory activity (58.33%), when considering that this is a natural product. Although the two derived compounds are structurally similar, the anti-inflammatory activity of 1-(2-hydroxy-5-methoxyphenyl)-3-methylbut-2-en-1-one was not significant (2.08%). The test was conducted in a model of inflammation induced by topical application of 12-O-tetradecanoylphorbol-13-acetate (TPA) in the ear of mice. The positive control was tested with indomethacin and the negative control was done only with vehicle. These results allow the identification of a pharmacophore group that through molecular modeling studies and organic synthesis can result in compounds with improved anti-inflammatory activity.
Keywords:Calea prunifolia HBK, anti-inflammatory activity, mouse edema
IntroductionThe inflammatory process is a physiological response to injuries, traumas, bone fracture, hypersensitivity reactions and other diseases, 1,2 and causes an accumulation of fluid, blood cells, cellular and extracellular constituents of connective tissue and produce pain.3 Many current antiinflammatory drugs are synthetic, and their toxicity and reappearance of symptoms after discontinuation are a common problem. 4,5 These untoward effects restrict their long-term use. 6 Hence, there is a constant demand for better therapeutic alternatives. For this reason, the search for new anti-inflammatory drugs is directed to the research of new hit molecules in plants traditionally used as medicinal, 7-12 which can be modified using organic synthesis to improve activity.The genus Calea is part of the Asteraceae family, which is known for its diverse and important pharmacological activities: antimicrobial, vasodilating activity and others.
13In the searching for compounds, non-steroidal antiinflammatory agents/analgesics (NSAIDs) show a promising potential because this activity in several genus of plants of this family have been widely reported.1,14-16 The reason for this property is the secondary metabolites that these plants possess. It has been particularly reported in studies involving the Calea prunifolia HBK the presence of metabolites like as sesquiterpene, acorane, 17 eudesmanolides, guaianolides, 18 flavonoids and other...
