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Bioactive dicaffeoylquinic acid derivatives from the root extract of Calea urticifolia Even though no in vivo assay results are detailed in this report; all procedures referred to in the discussion followed the “Principles of Laboratory Animal Care” from NIH publication no. 85–23 and were approved by the Animal Ethics Committee of UNIVALI (Protocol numbers 599/2007 UNIVALI). The number of animals and the intensity of noxious stimuli used were the minimum necessary to demonstrate consistent effects of the treatments.

ABSTRACT

Calea urticifolia (Mill.) DC., Asteraceae, is a native plant of the Yucatan Peninsula used in traditional medicine to treat inflammation and pain. The bioassay-guided purification of the ethanol root extract allowed the isolation of the main bioactive metabolites, which were identified as an inseparable mixture of thymol (1) and 3-methyl-4-isopropylphenol (2), together with 3,4-O-dicaffeoylquinic acid methyl ester (3), 3,4-O-dicaffeoyl-epi-quinic acid methyl ester (4), 3,5-O-dicaffeoyl-epi-quinic acid methyl ester (5) and 3,5-O-dicaffeoylquinic acid (6). The results showed that the analgesic activity detected in the root extract of C. urticifolia could be attributed mainly to the mixture of 1 and 2 and to the novel 3,4-O-dicaffeoyl-epi-quinic acid methyl ester (4). Alternatively, the similarity on the antiinflammatory and antioxidant activities of the dicaffeoylquinic acid derivatives 35 suggests that the former might be related to their ability as radical scavengers.

Keywords:
DPPH reduction assay; Antioxidant activity; Dicaffeoylquinic acid esters; Thymol

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