Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis
In the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and <i>α</i>-glucosidase enzymes, associated with blood sugar regulation, methanol-soluble extracts from the flowers of <i>Ipomoea murucoides</i> (cazahuate, Nahuatl), renowned for its ab...
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MDPI AG
2024-02-01
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| Online Access: | https://www.mdpi.com/2223-7747/13/5/644 |
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| author | Daniel Rosas-Ramírez Roberto Arreguín-Espinosa Sonia Escandón-Rivera Adolfo Andrade-Cetto Gerardo Mata-Torres Ricardo Pérez-Solís |
| author_facet | Daniel Rosas-Ramírez Roberto Arreguín-Espinosa Sonia Escandón-Rivera Adolfo Andrade-Cetto Gerardo Mata-Torres Ricardo Pérez-Solís |
| author_sort | Daniel Rosas-Ramírez |
| collection | DOAJ |
| description | In the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and <i>α</i>-glucosidase enzymes, associated with blood sugar regulation, methanol-soluble extracts from the flowers of <i>Ipomoea murucoides</i> (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 <i>α</i>-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 <i>α</i>-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 <i>α</i>-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. |
| first_indexed | 2024-04-25T00:22:12Z |
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| institution | Directory Open Access Journal |
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| language | English |
| last_indexed | 2024-04-25T00:22:12Z |
| publishDate | 2024-02-01 |
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| series | Plants |
| spelling | doaj.art-78d4d25cc39a44b99fe7bb63bb538b182024-03-12T16:52:46ZengMDPI AGPlants2223-77472024-02-0113564410.3390/plants13050644Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering AnalysisDaniel Rosas-Ramírez0Roberto Arreguín-Espinosa1Sonia Escandón-Rivera2Adolfo Andrade-Cetto3Gerardo Mata-Torres4Ricardo Pérez-Solís5Departamento 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, MexicoDepartamento 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, MexicoDepartamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City 04510, MexicoDepartamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City 04510, MexicoDepartamento de Biología Celular, Facultad de Ciencias, Universidad Nacional Autónoma de México, Av. Universidad 3000, Circuito Exterior s/n, Coyoacán, Ciudad Universitaria, Mexico City 04510, MexicoDepartamento 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, MexicoIn the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and <i>α</i>-glucosidase enzymes, associated with blood sugar regulation, methanol-soluble extracts from the flowers of <i>Ipomoea murucoides</i> (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 <i>α</i>-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 <i>α</i>-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 <i>α</i>-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.https://www.mdpi.com/2223-7747/13/5/644<i>Ipomoea murucoides</i>resin glycosidesglycolipidsglucose-6-phosphatase inhibitor<i>α</i>-glucosidase inhibitormolecular docking |
| spellingShingle | Daniel Rosas-Ramírez Roberto Arreguín-Espinosa Sonia Escandón-Rivera Adolfo Andrade-Cetto Gerardo Mata-Torres Ricardo Pérez-Solís Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis Plants <i>Ipomoea murucoides</i> resin glycosides glycolipids glucose-6-phosphatase inhibitor <i>α</i>-glucosidase inhibitor molecular docking |
| title | Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis |
| title_full | Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis |
| title_fullStr | Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis |
| title_full_unstemmed | Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis |
| title_short | Identification of Hypoglycemic Glycolipids from <i>Ipomoea murucoides</i> by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis |
| title_sort | identification of hypoglycemic glycolipids from i ipomoea murucoides i by affinity directed fractionation in vitro in silico and dynamic light scattering analysis |
| topic | <i>Ipomoea murucoides</i> resin glycosides glycolipids glucose-6-phosphatase inhibitor <i>α</i>-glucosidase inhibitor molecular docking |
| url | https://www.mdpi.com/2223-7747/13/5/644 |
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