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

The Journal of Antibiotics
Daniela Rebollar-RamosRachel Mata

Abstract

From the rice-based culture of Malbranchea flavorosea, three new compounds namely flavoroseoside B (5-desoxy-5-chloro-flavoroseoside) (2), 4-hydroxy-2-O-α-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-dione (9) inhibited the activity of Ruminococus obeum α-glucosidase enzyme. Molecular docking and dynamic studies revealed that compounds 4 and 9 might bind to this α-glucosidase at the catalytic center. Phylogenetic analysis using internal transcribed spacer region revealed that Malbranchea flavorosea ATCC 34529 is related to Myxotrichum spp.

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Citations

Feb 2, 2021·Phytochemistry·Miriam Díaz-RojasRachel Mata
Jan 4, 2020·Journal of Natural Products·Manuel Rangel-GrimaldoRachel Mata
Nov 25, 2020·Organic Letters·Jordan A J McConeJoanne E Harvey
Sep 14, 2021·ACS Omega·Daniela Rebollar-RamosRachel Mata

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Datasets Mentioned

BETA
AF062816
KF313096
KC007174
MH037298

Methods Mentioned

BETA
NMR
light-scattering
X-ray

Software Mentioned

LEaP
AutoDock
antechamber
Empower
BLAST
AutoGrid
R
cpptraj
PHYML
AMBER

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