Dereplication by HPLC-ESI-MS and antioxidant activity of phenolic compounds from Banisteriopsis laevifolia (Malpighiaceae)

Gerso P Alexandre,Lucilia Kato,Stéphanie V Prado,Izabella Mariana S Zuffo,Anselmo E De Oliveira,Joseilson A De Paiva,Maria Olivia A Tavares,Abubakar N Mustapha,Vanessa Gisele P Severino,Jorge Luiz S Simão

doi:10.1590/0001-3765202220201844

Abstract

The genus Banisteriopsis (Malpighiaceae) comprises 77 genera and 1,300 species. Despite efforts to provide detailed information about the chemical wealth of B. laevifolia, this article provides the identification and characterization of compounds from the ethanolic extracts of the leaves and flowers using advanced methodologies which include high-performance liquid chromatography coupled to tandem mass spectrometry, which contribute to the knowledge about compounds present in the genus Banisteriopsis. The dereplication aided by Global Natural Products Social Molecular Networking afforded the identification of seven compounds reported for this species for the first time. A mixture of two known flavonoids and a diterpenoid, 18-hydroxy-ent-halima-1(10),13-(E)-dien-15-oic acid, were isolated by conventional separation methods. The elevated 2,2-diphenyl-1-picrylhydrazyl radical scavenging activity observed in some samples was attributed to either the type of extract, the presence of 3,4,5-trihydroxybenzoic acid, or the influence of the substitution pattern and the synergistic effect of the compounds present. Principal Component Analysis was applied to correlate mass spectrometry data with the antioxidant activity of the samples. The high diversity of metabolites found in this study and those which have been reported for Banisteriopsis strongly recommends further investigation into the chemical and biological properties of these species.

Highlights

IntroductionThe biodiversity of Brazilian flora is considered the richest in the world
Despite efforts to provide detailed information about the chemical wealth of B. laevifolia, this article provides the identification and characterization of compounds from the ethanolic extracts of the leaves and flowers using advanced methodologies which include high-performance liquid chromatography coupled to tandem mass spectrometry, which contribute to the knowledge about compounds present in the genus Banisteriopsis
The genus Banisteriopsis belongs to the Malpighiaceae family, which is comprised of 77 genera and 1,300 species (92 of these species are mainly distributed in Brazil, Bolivia, Colombia, Ecuador, and Peru), presenting a pantropical

Summary

Introduction

The biodiversity of Brazilian flora is considered the richest in the world. This flora has more than 55 thousand plant species out of which 10 thousand are considered medicinal, aromatic, and useful plants (Batalha & Ming 2004). It is said to represent the second largest biome in Brazil, especially when considering woody species (Guarim-Neto & Morais 2003). Families such as Mimosaceae, Fabaceae, Caesalphiniaceae, Poaceae, Asteraceae, Malpighiaceae, and others have been identified in this domain (Klink & Machado 2005). The genus Banisteriopsis belongs to the Malpighiaceae family, which is comprised of 77 genera and 1,300 species (92 of these species are mainly distributed in Brazil, Bolivia, Colombia, Ecuador, and Peru), presenting a pantropical

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Conclusion