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Erythroxylum pungens Tropane Alkaloids: GC-MS Analysis and the Bioactive Potential of 3-(2-methylbutyryloxy)tropan-6,7-diol in Zebrafish ( Danio rerio )

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Autor(es):
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Lambert Moreira, Leticia Gondim [1] ; Leite Ferreira, Maria Elisa [2] ; Santos Reginaldo, Fernanda Priscila [1] ; Guimaraes Lourenco, Estela Mariana [3] ; Silveira Zuanazzi, Jose Angelo [4] ; Barbosa, Euzebio Guimaraes [1] ; Ferreira, Leandro de Santis [1] ; Fett-Neto, Arthur Germano [5] ; Cavalheiro, Alberto Jose [6] ; Luchiari, Ana Carolina [2] ; Giordani, Raquel Brandt [1]
Número total de Autores: 11
Afiliação do(s) autor(es):
[1] Univ Fed Rio Grande do Norte, Dept Pharm, Gal Gustavo Cordeiro Farias St S-N, BR-59012570 Natal, RN - Brazil
[2] Univ Fed Rio Grande do Norte, Dept Physiol & Behav, Natal, RN - Brazil
[3] Univ Fed Mato Grosso do Sul, Fac Pharmaceut Sci Food & Nutr, Campo Grande, MS - Brazil
[4] Univ Fed Rio Grande do Sul, Fac Pharm, Porto Alegre, RS - Brazil
[5] Univ Fed Rio Grande do Sul, Ctr Biotechnol & Dept Bot, Porto Alegre, RS - Brazil
[6] Sao Paulo State Univ, Chem Inst, Araraquara, SP - Brazil
Número total de Afiliações: 6
Tipo de documento: Artigo Científico
Fonte: Planta Medica; v. 87, n. 01/02, p. 177-186, FEB 2021.
Citações Web of Science: 0
Resumo

Tropane alkaloids are specialized plant metabolites mostly found in the Erythroxylaceae and Solanaceae families. Although tropane alkaloids have a high degree of structural similarity because of the tropane ring, their pharmacological actions are quite distinct. Brazil is one of the main hotspots of Erythroxylum spp. diversity with 123 species (almost 66% of the species catalogued in tropical America). Erythroxylum pungens occurs in the Caatinga, a promising biome that provides bioactive compounds, including tropane alkaloids. As part of our efforts to investigate this species, 15 alkaloids in specimens harvested under different environmental conditions are presented herein. The occurrence of 3-(2-methylbutyryloxy)tropan-6,7-diol in the stem bark of plants growing in their natural habitat, greenhouse controlled conditions, and after a period of water restriction, suggests that it is a potential chemical marker for the species. This alkaloid was evaluated for several parameters in zebrafish ( Danio rerio ) as a model organism. Regarding toxicity, teratogenic effects were observed at 19.5 mu M and the lethal dose for embryos was 18.4 mu M. No mortality was observed in adults, but a behavioral screen showed psychostimulatory action at 116.7 mu M. Overall, the alkaloid was able to cause zebrafish behavioral changes, prompting further investigation of its potential as a new molecule in the treatment of depression-like symptoms. In silico , targets involved in antidepressant pathways were identified by docking. (AU)

Processo FAPESP: 14/50926-0 - INCT 2014: biodiversidade e produtos naturais
Beneficiário:Vanderlan da Silva Bolzani
Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático