Hydrolyzable tannins from Poincianella (Caesalpinia) microphylla fruits: Metabolite profiling and anti-Trichomonas vaginalis activity

L N Silva; G V Rigo; D B Silva; C A Carollo; D S Trentin; M V Silva; T Tasca; A J Macedo

doi:10.1016/j.foodres.2020.109236

Hydrolyzable tannins from Poincianella (Caesalpinia) microphylla fruits: Metabolite profiling and anti-Trichomonas vaginalis activity

Food Res Int. 2020 Aug:134:109236. doi: 10.1016/j.foodres.2020.109236. Epub 2020 Apr 15.

Authors

L N Silva¹, G V Rigo², D B Silva³, C A Carollo³, D S Trentin⁴, M V Silva⁵, T Tasca², A J Macedo⁶

Affiliations

¹ Centro de Biotecnologia do Estado do Rio Grande do Sul, Porto Alegre, Universidade Federal do Rio Grande do Sul, Porto Alegre, Rio Grande do Sul, Brazil; Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre, Rio Grande do Sul, Brazil.
² Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre, Rio Grande do Sul, Brazil.
³ Laboratório de Produtos Naturais e Espectrometria de Massas (LAPNEM), Universidade Federal de Mato Grosso do Sul, Campo Grande, Mato Grosso do Sul, Brazil.
⁴ Departamento de Ciências Básicas da Saúde. Universidade Federal de Ciências da Saúde de Porto Alegre, Porto Alegre, Rio Grande do Sul, Brazil.
⁵ Centro de Ciências Biológicas e Departamento de Bioquímica, Universidade Federal de Pernambuco, Recife, Pernambuco, Brazil.
⁶ Centro de Biotecnologia do Estado do Rio Grande do Sul, Porto Alegre, Universidade Federal do Rio Grande do Sul, Porto Alegre, Rio Grande do Sul, Brazil; Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre, Rio Grande do Sul, Brazil. Electronic address: alexandre.macedo@ufrgs.br.

PMID: 32517934
DOI: 10.1016/j.foodres.2020.109236

Abstract

Poincianella (Caesalpinia) microphylla fractions were analyzed by LC-DAD-MS and by statistical tools to determine the possible bioactive compounds against T. vaginalis. Tannins enriched-fractions toxicity (M5 and M10) were analyzed in in vitro against human red cells and in in vivo model of Galleria mellonella. Twenty-six compounds were detected from the P. microphylla fractions. The main compounds identified were hydrolyzable tannins (gallotanins and ellagitannis), such as O-digalloyl hexoside, O-digalloyl HHDP -hexoside, tri-O-galloyl HHDP-hexoside, O-galloyl HHDP-DHHDP-hexoside and their isomers. In addition, procyanidin dimer, epicatechin, ellagic acid and O-(digalloyl) quinic acid were also identified. Based on univariate statistical analyses, stronger correlations with the anti-T. vaginalis properties were observed for the compounds 7 (O-galloyl HHDP-DHHDP-hexoside - Geraniin isomer), 3 (O-digalloyl HHDP -hexoside - mallotinic acid), 2 (O-digalloyl) quinic acid), 1 (O-digalloyl hexoside) and 9 (unknown). Tannins enriched-fractions (M5 and M10) presented anti-Trichomonas activity (IC₅₀ 70.41 µg/mL and 142.1 µg/mL, respectively) and no toxicity in the in vivo model of G. mellonella. This innovative approach allowed us to identify likely bioactive compounds in the extracts, although the mechanism(s) underlying anti-trichomonal activity encompass a complex trait.

Keywords: Caatinga; Ellagitannis; Gallotanins; Metabolomics; Trichomoniasis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Caesalpinia*
Fruit
Humans
Hydrolyzable Tannins / pharmacology
Tannins
Trichomonas vaginalis*

Substances

Hydrolyzable Tannins
Tannins