High-Resolution Liquid Chromatography-Mass Spectrometry-Based Metabolomics for the Classification of Chuquiraga (Barnadesioideae, Asteraceae): New Phenylpropanoid Derivatives as Chemical Markers for Chuquiraga spinosa

Author(s)

Ccana-Ccapatinta, Gari, V ; Padilla-Gonzalez, Guillermo F. ; Ferreira, Paola L. ; Monge, Marcelo ; Semir, Joao ; Groppo, Milton ; Costa, Fernando B. Da

• Document type: Journal article
• Source: Journal of Natural Products; v. 86, n. 4, p. 11-pg., 2023-03-13.

Abstract

Despite their relatively poorly investigated phyto-chemistry, species of the genus Chuquiraga are widely commer-cialized. The present study reports the use of a high-resolution liquid chromatography-mass spectrometry-based metabolomics approach coupled with exploratory and supervised multivariate statistical analyses for species classification and chemical marker identification of four species of Chuquiraga (C. jussieui, C. weberbaueri, C. spinosa, and Chuquiraga sp.) from Ecuador and Peru. Based on these analyses, a high percentage of correct classifications (87% to 100%) allowed the prediction of the taxonomic identity of Chuquiraga species. Through the metabolite selection process, several key constituents with the potential to be chemical markers were identified. Samples of C. jussieui displayed alkyl glycosides and triterpenoid glycosides as discriminating metabolites, while Chuquiraga sp. displayed high concentrations of p-hydroxyacetophenone, p-hydroxyacetophenone 4-O-glucoside, p-hydroxyacetophenone 4-O-(6-O-apiosyl)-glucoside, and quinic acid ester derivatives as the main metabolites. Caffeic acid was characteristic for C. weberbaueri samples, whereas C. spinosa displayed higher concentrations of the following new phenylpropanoid ester derivatives: 2-O-caffeoyl-4-hydroxypentanedioic acid (24), 2-O-p-coumaroyl-4-hydroxypentanedioic acid (34), 2-O-feruloyl-4-hydroxypentanedioic acid (46), 2,4-O-dicaffeoylpentanedioic acid (71), and 2-O-caffeoyl-4-O-feruloylpentanedioic acid (77). (AU)

• FAPESP's process: 14/16850-6 - Metabolomic and chemometric approach for the study of chemotaxonomy, authentication and quality control of the species of the subfamily Barnadesioideae (Asteraceae)
• Grantee: Gari Vidal Ccana Ccapatinta
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 14/26866-7 - Metabolomics, enzymatic targets and in silico tools in the search of bioactive compounds from plants
• Grantee: Fernando Batista da Costa
• Support Opportunities: Regular Research Grants