Australine, a pyrrolizidine alkaloid that inhibits amyloglucosidase and glycoprotein processing

Journal Article · Tue Mar 07 04:00:00 EST 1989 · Biochemistry; (USA)

DOI:https://doi.org/10.1021/bi00431a010· OSTI ID:5648431

Tropea, J E; Molyneux, R J; Kaushal, G P; Pan, Y T; Mitchell, M; Elbein, A D ^[1]

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1. Univ. of Texas Health Science Center, San Antonio (USA)

Australine is a polyhydroxylated pyrrolizidine alkaloid that was isolated from the seeds of the Australian tree Castanospermum australe and characterized by NMR and X-ray diffraction analysis. Since swainsonine and catanospermine are polyhydroxylated indolizidine alkaloids that inhibit specific glycosidases, the authors tested australine against a variety of exoglycosidases to determine whether it would inhibit any of these enzymes. This alkaloid proved to be a good inhibitor of the {alpha}-glucosidase amyloglucosidase (50% inhibition at 5.8 {mu}M), but it did not inhibit {beta}-glucosidase, {alpha}- or {beta}-mannosidase, or {alpha}- or {beta}-galactosidase. The inhibition of amyloglucosidase was of a competitive nature. Australine also inhibited the glycoprotein processing enzyme glucosidase I, but had only slight activity toward glucosidase II. When incubated with cultured cells, this alkaloid inhibited glycoprotein processing at the glucosidase I step and caused the accumulation of glycoproteins with Glc{sub 3}Man{sub 7-9}(GlcNAc){sub 2}-oligosaccharides.

• OSTI ID: 5648431
• Journal Information: Biochemistry; (USA), Journal Name: Biochemistry; (USA) Vol. 28:5; ISSN 0006-2960; ISSN BICHA
• Country of Publication: United States
• Language: English

Related Subjects

550601* -- Medicine-- Unsealed Radionuclides in Diagnostics
550602 -- Medicine-- External Radiation in Diagnostics-- (1980-)
62 RADIOLOGY AND NUCLEAR MEDICINE
ALKALOIDS
BARYONS
CARBOHYDRATES
COHERENT SCATTERING
DIFFRACTION
ELEMENTARY PARTICLES
ENZYME ACTIVITY
ENZYMES
FERMIONS
GLUCOPROTEINS
GLUCOSIDASE
GLYCOPROTEINS
GLYCOSYL HYDROLASES
HADRONS
HYDROLASES
INHIBITION
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NUCLEAR MAGNETIC RESONANCE
NUCLEONS
O-GLYCOSYL HYDROLASES
ORGANIC COMPOUNDS
PLANTS
PROTEINS
PROTONS
RESONANCE
SACCHARIDES
SCATTERING
SEEDS
TREES
X-RAY DIFFRACTION