title: α-Glucosidase Inhibitors from Malbranchea flavorosea.
abstract: From an extract prepared from the grain-based culture of Malbranchea flavorosea two new polyketides, namely, 8-chloroxylarinol A (1) and flavoroseoside (2), along with the known compounds xylarinol A (3), xylarinol B (4), massarigenins B and C (5 and 6), and clavatol (7), were isolated. The structures of 1 and 2 were elucidated using spectroscopic methods and corroborated by single-crystal X-ray diffraction analysis. In the case of compound 2 the absolute configuration at the stereogenic centers was established according to the method of Flack. In addition, the X-ray structure of compound 6 is reported for the first time. Compounds 3, 4, and 6 significantly inhibited yeast α-glucosidase. Compound 6 also inhibited the postprandial peak during an oral sucrose tolerance assay when tested in vivo, using normal and NA/STZ-induced hyperglycemic mice.
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Brisa
authors.initials: B
authors.lastname: Verastegui-Omaña
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Daniela
authors.initials: D
authors.lastname: Rebollar-Ramos
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Araceli
authors.initials: A
authors.lastname: Pérez-Vásquez
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Ana Laura
authors.initials: AL
authors.lastname: Martínez
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Abraham
authors.initials: A
authors.lastname: Madariaga-Mazón
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Laura
authors.initials: L
authors.lastname: Flores-Bocanegra
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México , México, Ciudad de México 04510, México.
authors.forename: Rachel
authors.identifier: 0000-0002-2861-2768
authors.initials: R
authors.lastname: Mata
mesh_terms: D000818:Animals; D001584:Benzoxepins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007004:Hypoglycemic Agents / Q000737:chemistry / Q000378:metabolism*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014961:X-Ray Diffraction
chemical_list: D001584:Benzoxepins; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D007783:Lactones; D061065:Polyketides; D013141:Spiro Compounds; C000621556:massarigenin C; C544246:xylarinol A; C544245:xylarinol B