| Autor: |
Londero VS; Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, São Paulo 05508-000, Brazil., Costa-Silva TA; Center for Natural and Human Sciences, Federal University of ABC, São Paulo 09210-170, Brazil., Antar GM; Department of Botany, Institute of Biosciences, University of São Paulo, São Paulo 05508-090, Brazil., Baitello JB; Dasonomy Division, Instituto Florestal, São Paulo 02377-000, Brazil., de Oliveira LVF; Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, São Paulo 05508-000, Brazil., Camilo FF; Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, São Paulo 05508-000, Brazil., Batista ANL; Institute of Chemistry, Fluminense Federal University, Rio de Janeiro 24220-900, Brazil., Batista JM Jr; Institute of Science and Technology, Federal University of São Paulo, São Paulo 12231-280, Brazil., Tempone AG; Centre for Parasitology and Mycology, Instituto Adolfo Lutz, São Paulo 01246-902, Brazil., Lago JHG; Center for Natural and Human Sciences, Federal University of ABC, São Paulo 09210-170, Brazil. |
| Abstrakt: |
Twigs of Nectandra barbellata were extracted using a solution of the ionic liquid 1-butyl-3-methylimidazolium bromide (BMImBr) in H 2 O, assisted by microwave (MAE). After successive chromatographic steps, one sesquiterpene, costic acid, and three new related lactones, (R)- 3(7)- Z -3-hexadec-21-enylidene-5-(hydroxymethyl)tetrahydrofuran-2-one ( 1 ), (R)- 3(7)- Z -3-hexadecylidene-5-(hydroxymethyl)tetrahydrofuran-2-one ( 2 ), and (R)- 3(7)- Z -3-docosylidene-5-(hydroxymethyl)tetrahydrofuran-2-one ( 3 ), were isolated. After structural elucidation using IR, UV, HRESIMS, NMR, ECD, and VCD, compounds 1-3 were tested against trypomastigote forms of Trypanosoma cruzi . The mechanism of action of bioactive isolated compounds was studied using different fluorescent-based approaches to investigate alterations of the plasma membrane, permeability/electric potential (ΔΨ p ), reactive oxygen species levels, mitochondria (electric membrane potential, ΔΨ m /ATP levels), Ca 2+ levels, and pH of the acidocalcisomes. In addition, in silico studies predicted no resemblance to pan assay interference compounds (PAINS). |
