Eremophilane sesquiterpenes from Ligularia myriocephala.
Five new eremophilenolides, 1beta-angeloyloxy-6beta,10beta-dihydroxy-8beta-methoxyeremophil-7(11)-en-8alpha,12-olide ( 1), 1beta-angeloyloxy-6beta,10alpha-dihydroxy-8alpha-methoxyeremophil-7(11)-en-8beta,12-olide ( 2), 1beta,6beta-diangeloyloxy-8beta,10beta-dihydroxyeremophil-(11)-en-8alpha,12-olide ( 3), 1beta,6beta-diangeloyloxy-8alpha,10 alpha-dihydroxyeremophil-7(11)-en-8beta,12-olide ( 4), 1beta-angeloyloxy-8-oxoeremophil-6,9-dien-12-oic acid methyl ester ( 5) and one known compound, 8beta,10beta-dihydroxyeremophilenolide ( 6) were isolated from the extract of the whole plant of Ligularia myriocephala Ling. Their structures and stereochemistry were elucidated by various spectroscopic methods including intensive 2D-NMR techniques (COSY, gHMQC, gHMBC and (1)H- (1)H NOESY) and HR-ESI-MS. A single-crystal X-ray experiment was performed for compound 1.
Liu
Jun-Xi
JX
Key Laboratory for Natural Medicine of the Gansu Province, Lanzhou Institute of Chemical Physics, Graduate School of the Chinese Academy of Sciences, Chinese Academy of Sciences, Lanzhou 730000, P. R. China.
Wei
Xiao-Ning
XN
Shi
Yan-Ping
YP
D019659:Asteraceae / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification
D010936:Plant Extracts; D012717:Sesquiterpenes; D014315:Triterpenes; C492472:eremophilenolide