TY - JOUR
T1 - Dihydrofurochromones from Prionosciadium thapsoides
AU - Torres-Valencia, J. Martín
AU - Chávez-Ríos, O. Esther
AU - Cerda-García-Rojas, Carlos M.
AU - Burgueño-Tapia, Eleuterio
AU - Joseph-Nathan, Pedro
PY - 2008/11
Y1 - 2008/11
N2 - Chemical investigations of Prionosciadium thapsoides roots led to the isolation of the new dihydrofurochromones (S)-(+)-4′-O-angeloyl-5-O- methylvisamminol (1) and (S)-(+)-4′-O-senecioyl-5-O-methylvisamminol (2), together with the known coumarins jatamansin, buchtormin, isopteryxin, isosamidin, psoralen, and bergapten. The structures of 1 and 2 were determined by 1D and 2D NMR experiments, and their absolute configuration was established by chemical correlation with (+)-5-O-methylvisamminol (3), whose structure was secured by single-crystal X-ray diffraction analysis and its absolute configuration was established as S by vibrational circular dichroism spectroscopy in comparison to DFT B3LYP/DGDZVP calculations.
AB - Chemical investigations of Prionosciadium thapsoides roots led to the isolation of the new dihydrofurochromones (S)-(+)-4′-O-angeloyl-5-O- methylvisamminol (1) and (S)-(+)-4′-O-senecioyl-5-O-methylvisamminol (2), together with the known coumarins jatamansin, buchtormin, isopteryxin, isosamidin, psoralen, and bergapten. The structures of 1 and 2 were determined by 1D and 2D NMR experiments, and their absolute configuration was established by chemical correlation with (+)-5-O-methylvisamminol (3), whose structure was secured by single-crystal X-ray diffraction analysis and its absolute configuration was established as S by vibrational circular dichroism spectroscopy in comparison to DFT B3LYP/DGDZVP calculations.
UR - http://www.scopus.com/inward/record.url?scp=58149166872&partnerID=8YFLogxK
U2 - 10.1021/np800387w
DO - 10.1021/np800387w
M3 - Artículo
SN - 0163-3864
VL - 71
SP - 1956
EP - 1960
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 11
ER -