Advanced search
Start date
(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Antitrypanosomal Lactones from Nectandra barbellata

Full text
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
[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

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 Opportunities: 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 Opportunities: BIOTA-FAPESP Program - 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 Opportunities: BIOTA-FAPESP Program - Regular Research Grants
FAPESP's process: 18/10279-6 - Selection and Optimization of New Drug Candidates for Leishmaniasis and Chagas Disease
Grantee:André Gustavo Tempone Cardoso
Support Opportunities: 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 Opportunities: Scholarships in Brazil - Doctorate