Identification of Hypoglycemic Glycolipids from Ipomoea murucoides by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis
Por:
Rosas-Ramírez D., Arreguín-Espinosa R., Escandón-Rivera S., Andrade-Cetto A., Mata-Torres G., Pérez-Solís R.
Publicada:
1 ene 2024
Resumen:
In the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and a-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 a-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 a-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 a-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. © 2024 by the authors.
Filiaciones:
Rosas-Ramírez D.:
Departamento de Química de Biomacromoléculas, Instituto de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Arreguín-Espinosa R.:
Departamento de Química de Biomacromoléculas, Instituto de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Escandón-Rivera S.:
Departamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior S/N, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Andrade-Cetto A.:
Departamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior S/N, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Mata-Torres G.:
Departamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior S/N, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Pérez-Solís R.:
Departamento de Química de Biomacromoléculas, Instituto de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City, 04510, Mexico
Departamento de Ingenieria Mecatrónica, Tecnológico Nacional de México, Instituto Tecnológico Superior de Atlixco, Heliotropo 1201, Unidad 8 Norte Nueva Xalpatlaco, Vista Hermosa, Atlixco, 74218, Mexico
gold, All Open Access; Gold Open Access
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