TY - JOUR
T1 - Application of Lanthanide Shift Reagent to the 1H-NMR Assignments of Acridone Alkaloids
AU - Lam, Sio Hong
AU - Hung, Hsin Yi
AU - Kuo, Ping Chung
AU - Kuo, Daih Huang
AU - Chen, Fu An
AU - Wu, Tian Shung
PY - 2020/11/17
Y1 - 2020/11/17
N2 - This study investigates the application of the paramagnetic shift reagent tris(dipivaloylmethanato)-europium(III) in NMR spectral studies of permethoxyacridone alkaloids (1-3) and pyranoacridone alkaloids (4-6). The induced chemical shifts (∆δ) of all protons were observed for the same molecule, and were compared to deduce the positions resulting from the distance nearby the Eu(dpm)3. Assignment of the H-2, H-4 and H-8 of polysubstituted acridones could be distinguished based on the least-squares method of lanthanide-induced shifts plotted against the mole ratios of Eu(dpm)3 to the substrate. The developed method is not only potentially useful for determining the planar structures of polysubstituted compounds, such as acridones, anthraquinones, xanthones, flavonoids, and phenanthrenes, but also applicable for their stereochemistry.
AB - This study investigates the application of the paramagnetic shift reagent tris(dipivaloylmethanato)-europium(III) in NMR spectral studies of permethoxyacridone alkaloids (1-3) and pyranoacridone alkaloids (4-6). The induced chemical shifts (∆δ) of all protons were observed for the same molecule, and were compared to deduce the positions resulting from the distance nearby the Eu(dpm)3. Assignment of the H-2, H-4 and H-8 of polysubstituted acridones could be distinguished based on the least-squares method of lanthanide-induced shifts plotted against the mole ratios of Eu(dpm)3 to the substrate. The developed method is not only potentially useful for determining the planar structures of polysubstituted compounds, such as acridones, anthraquinones, xanthones, flavonoids, and phenanthrenes, but also applicable for their stereochemistry.
UR - http://www.scopus.com/inward/record.url?scp=85096458239&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85096458239&partnerID=8YFLogxK
U2 - 10.3390/molecules25225383
DO - 10.3390/molecules25225383
M3 - Article
C2 - 33213112
AN - SCOPUS:85096458239
VL - 25
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 22
ER -