Trypanocidal and antifungal activities of p-hydroxyacetophenone derivatives from Calea uniflora (Heliantheae, Asteraceae)

• Published in: Journal of pharmacy and pharmacology 2004-05, Vol.56 (5), p.663-669
• Main Authors: do Nascimento, Andréa Mendes, de Oliveira, Dionéia C. R., Salvador, Marcos José, Candido, Regina Celia, de Albuquerque, Sérgio
• Format: Article
• Language: English
• Subjects: Acetophenones - pharmacology; Animals; Antifungal Agents - pharmacology; Asteraceae - chemistry; Candida - drug effects; Microbial Sensitivity Tests; Phenols - pharmacology; Plant Extracts - pharmacology; Plant Roots - chemistry; Trichophyton - drug effects; Trypanocidal Agents - pharmacology; Trypanosoma cruzi - drug effects
• ISSN: 0022-3573; 2042-7158
• DOI: 10.1211/0022357023231

The dichloromethane extract of underground parts of Calea uniflora (Heliantheae, Asteraceae) exhibited trypanocidal and antifungal activities. Four p‐hydroxyacetophenone derivatives were isolated as the main compounds: 2‐senecioyl‐4‐(hydroxyethyl)‐phenol (1), 2‐senecioyl‐4‐(angeloyloxy‐ethyl)‐phenol (2), and two new derivatives, 2‐senecioyl‐4‐(methoxyethyl)‐phenol (3) and 2‐senecioyl‐4‐(pentadecanoyloxyethyl)‐phenol (4). 1 and 4 were active towards Trypanosoma cruzi trypomastigotes, reducing their number by 70 and 71% at 500 μg mL−1, whereas 2 and 3 were inactive. All the compounds tested showed antifungal activity with minimal inhibitory concentration values between 500 and 1000 μg mL−1 against pathogenic Candida spp. and dermatophytes. The isolation, structure elucidation, NMR spectral assignments and bioactivity results of these compounds are reported.