{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,19]],"date-time":"2025-11-19T14:58:48Z","timestamp":1763564328180,"version":"build-2065373602"},"reference-count":18,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2024,2,26]],"date-time":"2024-02-26T00:00:00Z","timestamp":1708905600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100005739","name":"Universidad Nacional Aut\u00f3noma de M\u00e9xico","doi-asserted-by":"publisher","award":["IN215823","IN213222"],"award-info":[{"award-number":["IN215823","IN213222"]}],"id":[{"id":"10.13039\/501100005739","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Plants"],"abstract":"<jats:p>In the pursuit of identifying the novel resin glycoside modulators glucose-6-phosphatase and \u03b1-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\u2019s liver and \u03b1-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 \u03b1-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 \u03b1-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.<\/jats:p>","DOI":"10.3390\/plants13050644","type":"journal-article","created":{"date-parts":[[2024,2,26]],"date-time":"2024-02-26T08:59:01Z","timestamp":1708937941000},"page":"644","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Identification of Hypoglycemic Glycolipids from Ipomoea murucoides by Affinity-Directed Fractionation, In Vitro, In Silico and Dynamic Light Scattering Analysis"],"prefix":"10.3390","volume":"13","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6076-2320","authenticated-orcid":false,"given":"Daniel","family":"Rosas-Ram\u00edrez","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica de Biomacromol\u00e9culas, Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4611-4770","authenticated-orcid":false,"given":"Roberto","family":"Arregu\u00edn-Espinosa","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica de Biomacromol\u00e9culas, Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7949-176X","authenticated-orcid":false,"given":"Sonia","family":"Escand\u00f3n-Rivera","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Celular, Facultad de Ciencias, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1638-3443","authenticated-orcid":false,"given":"Adolfo","family":"Andrade-Cetto","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Celular, Facultad de Ciencias, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9183-5326","authenticated-orcid":false,"given":"Gerardo","family":"Mata-Torres","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Celular, Facultad de Ciencias, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9212-1867","authenticated-orcid":false,"given":"Ricardo","family":"P\u00e9rez-Sol\u00eds","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica de Biomacromol\u00e9culas, Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Av. Universidad 3000, Circuito Exterior s\/n, Coyoac\u00e1n, Ciudad Universitaria, Mexico City 04510, Mexico"},{"name":"Departamento de Ingenieria Mecatr\u00f3nica, Tecnol\u00f3gico Nacional de M\u00e9xico, Instituto Tecnol\u00f3gico Superior de Atlixco, Heliotropo 1201, Unidad 8 Norte Nueva Xalpatlaco, Vista Hermosa, Atlixco 74218, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,2,26]]},"reference":[{"key":"ref_1","first-page":"77","article-title":"Resin Glycosides from the Morning Glory Family","volume":"Volume 92","author":"Kinghorn","year":"2010","journal-title":"Progress in the Chemistry of Organic Natural Products"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"595","DOI":"10.1021\/np0504457","article-title":"Resin Glycosides from the Flowers of Ipomoea murucoides","volume":"69","year":"2006","journal-title":"J. Nat. 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Immunol."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"3331","DOI":"10.1038\/s41467-021-23659-y","article-title":"Silver\u2019s multi-target mode of action against Staphylococcus aureus endows it with the capability to combat antibiotic resistance","volume":"12","author":"Wang","year":"2021","journal-title":"Nat. Commun."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"336","DOI":"10.1007\/s43450-020-00068-8","article-title":"Identification of \u03b1-Glucosidase Inhibitors from Ipomoea Alba by Affinity-Directed Fractionation-Mass Spectrometry","volume":"30","year":"2020","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"372","DOI":"10.1002\/bmb.20644","article-title":"Protein Analysis by Dynamic Light Scattering: Methods and Techniques for students","volume":"40","author":"Lorber","year":"2012","journal-title":"Biochem. Mol. Biol. 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