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

Monzón Daza, GabrielMeneses Macías, CarolinaForero, Abel M.Rodríguez, JaimeAragón, MarcelaJiménez, CarlosRamos, Freddy AlejandroCastellanos, Leonardo2024-10-102024-10-102021-02-23Monzón Daza, G.; Meneses Macías, C.; Forero, A. M.; Rodríguez, J.; Aragón, M.; Jiménez, C.; Ramos, F. A.; Castellanos, L. 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. J. Agric. Food Chem. 2021, 69 (9), 2919–2931. https://doi.org/10.1021/acs.jafc.0c07850.1520-51180021-8561http://hdl.handle.net/2183/39552Author accepted manuscript[Abstract] 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.engChemometricsNMRMVDAUHPLC-DAD-qTOF-MS/MSGlucosyl-hydrolasesDiabetesPassiflora ligularisFlavonoidsTriterpenoid saponinsIdentification 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 Studyjournal articleopen access10.1021/acs.jafc.0c07850