Taxonomic group: fungi / Mucoromycota
(Phylum: Mucoromycota)
NCBI PubMed ID: 30663135Publication DOI: 10.1002/bmc.4496Journal NLM ID: 8610241Publisher: Chichester: Wiley
Correspondence: rafasponchiado

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Institutions: Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Federal do Rio Grande do Sul, Porto Alegre, Brazil, Departamento de Química Orgânica, Instituto de Química, Universidade Federal do Rio Grande do Sul, Porto Alegre, Brazil
The purpose of this paper is to describe the glycosylation of ambrisentan (AMB) by cultures of Cunninghamella elegans ATCC 9245. AMB is an endothelin receptor antagonist, which is used to treat pulmonary arterial hypertension. Filamentous fungi are morphologically complex and may exhibit different forms depending on the species and the nature of the culture medium. A biotransformation study was conducted to investigate the ability of C. elegans to metabolize AMB. Parameters were optimized by testing on different culture media and concentrations, pH, drug concentration, static and shaking conditions. Ambrisentan's metabolite, obtained after 240 h of incubation as a result of glycosylation pathway, was separated by HPLC and determined by high-resolution mass spectrometry. The method showed linearity over 300-1000 μg/mL (r = 0.998). Accuracy, precision, robustness and stability studies agree with international guidelines. Results are consistent in accordance with the principles of green chemistry as the experimental conditions had a low environmental impact, and used little solvent.
mass spectrometry, glycosylation, biotransformation, Cunninghamella elegans, ambrisentan
Structure type: monomer ; 541.2193 [M+H]+
C
28H
32N
2O
9Location inside paper: Fig.4, [M+H]+ 541
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
Methods: biosynthetic methods, extraction, cell growth, evaporation, LC, UHPLC–ESI-MS/MS
NCBI Taxonomy refs (TaxIDs): 4853
Show glycosyltransferases
There is only one chemically distinct structure: