Additional alpha-glucosidase inhibitors from Malbranchea flavorosea (Leotiomycetes, Ascomycota)


Por: Rebollar-Ramos, Daniela, Macias-Ruvalcaba, Martha L., Figueroa, Mario, Raja, Huzefa A., Gonzalez-Andrade, Martin, Mata, Rachel

Publicada: 1 oct 2018
Resumen:
From the rice-based culture of Malbranchea flavorosea, three new compounds namely flavoroseoside B (5-desoxy-5-chloroflavoroseoside) (2), 4-hydroxy-2-O-alpha-ribofuranosyl-5-methylacetophenone (3), and (S)-3,4-dihydro-3-(1H-indol-3-ylmethyl)- 4-methyl-1H-1,4-benzodiazepine-2,5-dione (4), along with three known compounds, rosigenin (5), massarilactone B (6), and riboxylarinol B (7) were obtained. The structures were determined by spectroscopic methods. Compound 4 and its synthetic analog 3,4-dihydro-3-(1H-indol-3-ylmethyl)-1-methyl-1H-1,4-benzodiazepine-2,5-d ione (9) inhibited the activity of Ruminococus obeum alpha-glucosidase enzyme. Molecular docking and dynamic studies revealed that compounds 4 and 9 might bind to this a-glucosidase at the catalytic center. Phylogenetic analysis using internal transcribed spacer region revealed that Malbranchea flavorosea ATCC 34529 is related to Myxotrichum spp.

Filiaciones:
Rebollar-Ramos, Daniela:
 Univ Nacl Autonoma Mexico, Fac Quim, Dept Farm, Mexico City 04510, DF, Mexico

Macias-Ruvalcaba, Martha L.:
 Univ Nacl Autonoma Mexico, Inst Quim, Dept Prod Nat, Mexico City 04510, DF, Mexico

Figueroa, Mario:
 Univ Nacl Autonoma Mexico, Fac Quim, Dept Farm, Mexico City 04510, DF, Mexico

Raja, Huzefa A.:
 Univ North Carolina Greensboro, Dept Chem & Biochem, Greensboro, NC 27402 USA

Gonzalez-Andrade, Martin:
 Univ Nacl Autonoma Mexico, Fac Med, Dept Bioquim, Mexico City 04510, DF, Mexico

Mata, Rachel:
 Univ Nacl Autonoma Mexico, Fac Quim, Dept Farm, Mexico City 04510, DF, Mexico
ISSN: 00218820
Editorial
JAPAN ANTIBIOTICS RESEARCH ASSOC, 2 20 8 KAMIOSAKI SHINAGAWA KU, TOKYO, 141, JAPAN, Japón
Tipo de documento: Article
Volumen: 71 Número: 10
Páginas: 862-871
WOS Id: 000445778300005
ID de PubMed: 30018423