TY - JOUR
T1 - A new eremophilanolide from Senecio sinuatus Gilib
AU - Burgueño-Tapia, Eleuterio
AU - López-Escobedo, Susana
AU - González-Ledesma, Manuel
AU - Joseph-Nathan, Pedro
PY - 2007/6
Y1 - 2007/6
N2 - From the hexane extracts of Senecio sinuatus roots, the new 3β-angeloyloxy-6β-hydroxyeremophil-1(10) en-8β,12-olide (3), along with the known compounds 3β-angeloyloxy-6β-hydroxyeremophil- 1(10)-ene (1) 3β-senecioyloxy-6β-hydroxyeremophil-1(10)-ene (2), and 3β-angeloyloxy-6β,8α-dihydroxyeremophil-1(10) en-8β,12-olide (4), were isolated. Complete 1H and 13C NMR chemical shift assignments of 1-4 were achieved using one- and two-dimensional NMR techniques, including gHMQC and gHMBC experiments A Monte Carlo search, followed by B3LYP/6-31G*DFT calculation, provided the theoretical conformations of the eremophilane rings, which were in agreement with results derived from 1H-1H NMR coupling constant analysis, and confirmed by NOESY experiments.
AB - From the hexane extracts of Senecio sinuatus roots, the new 3β-angeloyloxy-6β-hydroxyeremophil-1(10) en-8β,12-olide (3), along with the known compounds 3β-angeloyloxy-6β-hydroxyeremophil- 1(10)-ene (1) 3β-senecioyloxy-6β-hydroxyeremophil-1(10)-ene (2), and 3β-angeloyloxy-6β,8α-dihydroxyeremophil-1(10) en-8β,12-olide (4), were isolated. Complete 1H and 13C NMR chemical shift assignments of 1-4 were achieved using one- and two-dimensional NMR techniques, including gHMQC and gHMBC experiments A Monte Carlo search, followed by B3LYP/6-31G*DFT calculation, provided the theoretical conformations of the eremophilane rings, which were in agreement with results derived from 1H-1H NMR coupling constant analysis, and confirmed by NOESY experiments.
KW - 2D NMR
KW - Asteraceae
KW - C NMR
KW - Eremophilanolides
KW - Furanoeremophilanes
KW - H NMR
KW - Senecio sinuatus
KW - Senecionae
KW - Sesquiterpene lactones
UR - http://www.scopus.com/inward/record.url?scp=34249288673&partnerID=8YFLogxK
U2 - 10.1002/mrc.1990
DO - 10.1002/mrc.1990
M3 - Artículo
SN - 0749-1581
VL - 45
SP - 457
EP - 462
JO - Magnetic Resonance in Chemistry
JF - Magnetic Resonance in Chemistry
IS - 6
ER -