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O estudo fitoquimico de Calea prunifolia identificou dois compostos derivados de p-hidroxiacetofenona, a 1-(2-hidroxi-5-(1-metoxietil)fenil)-3-metilbut-2-en-1-ona apresentou atividade anti-inflamatoria satisfatoria (58.33%), tratando-se de um produto natural. Apesar dos dois compostos derivados serem estruturalmente semelhantes, a atividade anti-inflamatoria da 1-(2-hidroxi-5-metoxifenil)-3-metilbut-2-en-1-ona nao foi significativa (2.08%). O ensaio foi realizado em modelo de inflamacao 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 veiculo. Estes resultados possibilitam a identificacao de um grupo farmacoforo que atraves de estudos de modelagem molecular e sintese orgânica podem resultar em compostos com atividade anti-inflamatoria 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.

Topical anti-inflammatory activity of Calea prunifolia HBK (Asteraceae) in the TPA model of mouse ear inflammation