Anti-infective assessment of Senecio smithioides (Asteraceae) and isolation of 9-oxoeuryopsin,a furanoeremophilane-type sesquiterpene with antiplasmodial activity |
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Authors: | Patricia Mollinedo José L Vila Hugo Arando Michel Sauvain Eric Deharo |
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Institution: | 1. Department of Chemistry, Laboratorio de Fitoquímica, Instituto de Investigaciones en Productos Naturales, Universidad Mayor de San Andrés, La Paz, Bolivia;2. Laboratorio de Farmacognosia, Instituto Boliviano de Biología de Altura, Universidad Mayor de San Andrés, Calle Claudio Sanjinés frente al Instituto del Tórax, Complejo Hospitalario de Miraflores, La Paz, Bolivia;3. Facultad de Ciencias Puras, Carrera de Química, Universidad Autónoma Tomas Frías, Potosí, Bolivia;4. Laboratoire de Pharmacochimie des Substances Naturelles et Pharmacophores Redox, UMR 152 IRD-UPS, Université Paul Sabatier, Toulouse Cedex, France;5. Institut de Recherche pour le Développement, UMR 152 IRD-UPS, Mission Pérou, Lima, Peru |
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Abstract: | The search for anti-infective activity in the antipyretic plant Senecio smithioides was conducted. Petroleum ether (PE), dichloromethane (CH2Cl2), ethyl acetate (EtOAc) and hydroethanolic (96% EtOH) extracts, and compounds 9-oxoeuryopsin (1), epoxydecompostin (2) and senecionine (3) were obtained from the aerial parts. All extracts and 1 were tested against chloroquine-resistant strain of Plasmodium falciparum (ref. chloroquine), Trypanosoma cruzi (ref. nifurtimox), Leishmania braziliensis, Leishmania amazonensis and Leishmania donovani (ref. pentamidine), Staphylococcus aureus and Escherichia coli (ref. gentamicin) and, Neurospora crassa and Candida albicans (ref. ketoconazole). The PE extract exhibited the strongest in vitro activity against Plasmodium falciparum IC50 < 1.0 μg/mL. 1 was established as a potent antiplasmodial compound with an IC50 = 1.2 μg/mL, 5.2 μM. Other antiparasitic activities were recorded for all extracts and 1. Antibacterial and antifungal activity was negligible. |
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Keywords: | Senecio smithioides Plasmodium falciparum furanoeremophilane-type sesquiterpene Asteraceae structural elucidation |
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