| Full text | |
| Author(s): |
Londero, Vinicius S.
[1]
;
Costa-Silva, Thais A.
[2]
;
Antar, Guilherme M.
[3]
;
Baitello, Joao B.
[4]
;
de Oliveira, Larissa V. F.
[1]
;
Camilo, Fernanda F.
[1]
;
Batista, Andrea N. L.
[5]
;
Batista, Jr., Joao M.
[6]
;
Tempone, Andre G.
[7]
;
Lago, Joao Henrique G.
[2]
Total Authors: 10
|
| Affiliation: | [1] Univ Fed Sao Paulo, Inst Environm Chem & Pharmaceut Sci, BR-05508000 Sao Paulo - Brazil
[2] Fed Univ ABC, Ctr Nat & Human Sci, BR-09210170 Sao Paulo - Brazil
[3] Univ Sao Paulo, Inst Biosci, Dept Bot, BR-05508090 Sao Paulo - Brazil
[4] Inst Florestal, Dason Div, BR-02377000 Sao Paulo - Brazil
[5] Fluminense Fed Univ, Inst Chem, BR-24220900 Rio De Janeiro - Brazil
[6] Univ Fed Sao Paulo, Inst Sci & Technol, BR-12231280 Sao Paulo - Brazil
[7] Adolfo Lutz Inst, Ctr Parasitol & Mycol, BR-01246902 Sao Paulo - Brazil
Total Affiliations: 7
|
| Document type: | Journal article |
| Source: | Journal of Natural Products; v. 84, n. 5, p. 1489-1497, MAY 28 2021. |
| Web of Science Citations: | 1 |
| Abstract | |
Twigs of Nectandra barbellata were extracted using a solution of the ionic liquid 1-butyl-3-methylimidazolium bromide (BMImBr) in H2YO, 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 (Delta Psi(p)), reactive oxygen species levels, mitochondria (electric membrane potential, Delta Psi(m)/ATP levels), Ca2+ levels, and pH of the acidocalcisomes. In addition, in silico studies predicted no resemblance to pan assay interference compounds (PAINS). (AU) | |
| FAPESP's process: | 14/25222-9 - Vibrational chiroptical spectroscopy for stereochemical characterization of small molecules and macromolecules |
| Grantee: | João Marcos Batista Junior |
| Support type: | Research Grants - Young Investigators Grants |
| FAPESP's process: | 18/07885-1 - Biomolecules from plant species of remnant areas of the Atlantic Forest and Cerrado to treat neglected tropical diseases - chemical and pharmacological aspects |
| Grantee: | João Henrique Ghilardi Lago |
| Support type: | BIOTA-FAPESP Program - Regular Research Grants |
| FAPESP's process: | 17/17044-1 - Biomolecules from Nectandra barbellata Coe-Teixeira (Lauraceae): use of a sustainable alternative method for extraction, molecular characterization and evaluation of antiparasitic potential |
| Grantee: | Vinicius Silva Londero |
| Support type: | Scholarships in Brazil - Doctorate |
| FAPESP's process: | 18/10279-6 - Selection and Optimization of New Drug Candidates for Leishmaniasis and Chagas Disease |
| Grantee: | André Gustavo Tempone Cardoso |
| Support type: | Regular Research Grants |
| FAPESP's process: | 21/02789-7 - Search for bioactive metabolites with antiparasitic action in plant species from Atlantic Forest and Cerrado regions - a chemical, phenotypical, and metabolomic approach |
| Grantee: | João Henrique Ghilardi Lago |
| Support type: | BIOTA-FAPESP Program - Regular Research Grants |