Flavanone Glycosides from Miconia trailii

Assay-guided fractionation of the ethanol extract of the twigs and leaves of Miconia trailii yielded two new flavanone glycosides, matteucinol 7-O-α-l-arabinopyranosyl(1→6)-β-d-glucopyranoside (miconioside A, 1) and farrerol 7-O-β-d-apiofuranosyl(1→6)-β-d-glucopyranoside (miconioside B, 2), along wi...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2003-01, Vol.66 (1), p.39-41
Main Authors: Zhang, Zhizhen, ElSohly, Hala N, Li, Xing-Cong, Khan, Shabana I, Broedel, Sheldon E, Raulli, Robert E, Cihlar, Ronald L, Walker, Larry A
Format: Article
Language:English
Subjects:
Biological and medical sciences
Cholestenones - chemistry
Cholestenones - isolation & purification
Chromones - chemistry
Chromones - isolation & purification
Flavonoids - chemistry
Flavonoids - isolation & purification
General pharmacology
Glycosides - chemistry
Glycosides - isolation & purification
Hydrolysis
Medical sciences
Melastomataceae - chemistry
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Peru
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plants, Medicinal - chemistry
Stereoisomerism
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Summary:Assay-guided fractionation of the ethanol extract of the twigs and leaves of Miconia trailii yielded two new flavanone glycosides, matteucinol 7-O-α-l-arabinopyranosyl(1→6)-β-d-glucopyranoside (miconioside A, 1) and farrerol 7-O-β-d-apiofuranosyl(1→6)-β-d-glucopyranoside (miconioside B, 2), along with the known compounds matteucinol 7-O-β-d-apiofuranosyl(1→6)-β-d-glucopyranoside (3), matteucinol (4), 2α,3β,19α-trihydroxyolean-12-ene-24,28-dioic acid (bartogenic acid, 5), 2α,3β,23-trihydroxyolean-12-ene-28-oic acid (arjunolic acid, 6), 2α,3α ,19α, 23-tetrahydroxyurs-12-ene-28-oic acid (myrianthic acid, 7), and stigmast-4-ene-3,6-dione (8). The structures of 1−8 were elucidated by spectroscopic methods, including 2D NMR.
ISSN:0163-3864
1520-6025
DOI:10.1021/np020429z