Identification of α-Amylase and α-Glucosidase Inhibitors and Ligularoside A, a New Triterpenoid Saponin from Passiflora ligularis Juss (Sweet Granadilla) Leaves, by a Nuclear Magnetic Resonance-Based Metabolomic Study.
The leaves of Passiflora ligularis Juss (known as sweet granadilla for its edible fruits) are a crop byproduct that is discarded. With the aim of contributing to give value-added products from these crop by-side products to farmers of Colombian Andes, we carried out a 1H-NMR-metabolomics analysis of polar extracts from leaves collected in three locations and stored in two conditions in order to identify glucosyl-hydrolase inhibitors. Variations in the metabolic profile and the bioactivity among samples were analyzed by orthogonal partial least square discriminant analysis. Thus, 1H-NMR signals related to polyphenolic compounds, saponins, and amino acids were correlated with higher inhibitory activities. Moreover, a targeted NMR and HPLC-MS/MS analysis allowed the identification of 14 polyphenolic compounds and the structural characterization of a new triterpenoid saponin, ligularoside A. The measurements of IC50 values for α-amylase and α-glycosidase inhibitors allowed the identification of quercetin-3-O-β-glucoside, kaempferol-3-O-β-glucoside, and ligularoside A as the most active compounds. These results suggest that P. ligularis leaves are a source of glucosyl-hydrolase inhibitors and lay the foundation for exploring additional applications.
['Monzón Daza|Gabriel|G|', 'Meneses Macías|Carolina|C|', 'Forero|Abel M|AM|', 'Rodríguez|Jaime|J|http://orcid.org/0000-0001-5348-6970', 'Aragón|Marcela|M|http://orcid.org/0000-0003-2862-3771', 'Jiménez|Carlos|C|', 'Ramos|Freddy A|FA|', 'Castellanos|Leonardo|L|http://orcid.org/0000-0001-5248-800X']
D065089:Glycoside Hydrolase Inhibitors D009682:Magnetic Resonance Spectroscopy D055432:Metabolomics D029598:Passiflora D010936:Plant Extracts D018515:Plant Leaves D012503:Saponins D053719:Tandem Mass Spectrometry D014315:Triterpenes D000516:alpha-Amylases
triterpenoid saponins Passiflora ligularis glucosyl-hydrolases NMR MVDA UHPLC-DAD-qTOF-MS/MS chemometrics diabetes flavonoids