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-alpha-l-arabinopyranosyl(1-->6)-beta-d-glucopyranoside (miconioside A, 1) and farrerol 7-O-beta-d-apiofuranosyl(1-->6)-beta-d-glucopyranoside (miconioside B, 2), along with the known compounds matteucinol 7-O-beta-d-apiofuranosyl(1-->6)-beta-d-glucopyranoside (3), matteucinol (4), 2alpha,3beta,19alpha-trihydroxyolean-12-ene-24,28-dioic acid (bartogenic acid, 5), 2alpha,3beta,23-trihydroxyolean-12-ene-28-oic acid (arjunolic acid, 6), 2alpha,3alpha,19alpha, 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.
Zhang
Zhizhen
Z
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, and Department of Pharmacology, School of Pharmacy, University of Mississippi, University, Mississippi 38677, USA.
ElSohly
Hala N
HN
Li
Xing-Cong
XC
Khan
Shabana I
SI
Broedel
Sheldon E
SE
Raulli
Robert E
RE
Cihlar
Ronald L
RL
Walker
Larry A
LA
D002783:Cholestenones / Q000737:chemistry / Q000302:isolation & purification; D002867:Chromones / Q000737:chemistry / Q000302:isolation & purification; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D035322:Melastomataceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010568:Peru; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
D002783:Cholestenones; D002867:Chromones; D005419:Flavonoids; D006027:Glycosides; C474213:farrerol 7-O-beta-D-apiofuranosyl(1-6)-beta-D-glucopyranoside; C474212:matteucinol 7-O-alpha-L-arabinopyranosyl(1-6)-beta-glucopyranoside; C017726:stigmast-4-ene-3,6-dione; C049059:matteucinol