Identification of Hypoglycemic Glycolipids from Ipomoea murucoides by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis.
Daniel Genaro Rosas-RamírezRoberto Arreguin-EspinosaSonia Marlen Escandón-RiveraAdolfo Andrade-CettoGerardo Mata-TorresRicardo Pérez-SolísPublished in: Plants (Basel, Switzerland) (2024)
In the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and α -glucosidase enzymes, associated with blood sugar regulation, methanol-soluble extracts from the flowers of Ipomoea murucoides (cazahuate, Nahuatl), renowned for its abundance of glycolipids, were employed. The methanol-soluble extracts were fractionated by applying the affinity-directed method with glucose-6-phosphatase enzymes from a rat's liver and α -glucosidase enzymes from its intestines. Mass spectrometry and nuclear magnetic resonance were employed to identify the high-affinity compound as a free ligand following the release from the enzymatic complex. Gel permeation through a spin size-exclusion column allowed the separated high-affinity molecules to bind to glucose-6-phosphatase and α -glucosidase enzymes in solution, which led to the identification of some previously reported resin glycosides in the flowers of cazahuate, where a glycolipid mainly structurally related to murucoidin XIV was observed. In vitro studies demonstrated the modulating properties of resin glycosides on the glucose-6-phosphatase enzyme. Dynamic light scattering revealed conformational variations induced by resin glycosides on α -glucosidase enzyme, causing them to become more compact, akin to observations with the positive control, acarbose. These findings suggest that resin glycosides may serve as a potential source for phytotherapeutic agents with antihyperglycemic properties.
Keyphrases
- molecular docking
- blood glucose
- magnetic resonance
- mass spectrometry
- molecular dynamics simulations
- protein kinase
- liquid chromatography
- capillary electrophoresis
- small molecule
- molecular dynamics
- high resolution
- metabolic syndrome
- small cell lung cancer
- carbon dioxide
- signaling pathway
- single cell
- room temperature
- microbial community
- nitric oxide
- magnetic resonance imaging
- skeletal muscle
- climate change
- ms ms
- gas chromatography
- monte carlo
- simultaneous determination