Eremophilane-type sesquiterpene derivatives from Ligularia hodgsonii.

Eight new highly oxygenated eremophilane-type sesquiterpene derivatives (1- 8), including two norsesquiterpenes, were isolated from an extract of the roots and the aerial parts of Ligularia hodgsonii Hook. Their structures and relative configurations were elucidated by spectroscopic methods, including IR, UV, HR-ESI-MS, and 1D and 2D NMR techniques, as 3 beta-acetoxy-10 beta-hydroxy-6 beta,8 beta-dimethoxyeremophil-7(11)-en-8 alpha,12-olide (1), 3 beta-acetoxy-10 beta-hydroxy-6 beta-methoxyeremophil-7(11),8(9)-dien-8,12-olide (2), 3 beta-acetoxy-10 beta-hydroxy-6 beta,8 alpha-dimethoxyeremophil-7(11)-en-8 beta,12-olide (3), 6 beta-(2'-methylbutanoyloxy)-3 beta-acetoxy-10 beta-hydroxy-8 alpha-methoxyeremophil-7(11)-en-8 beta,12-olide (4), 6 beta-(2'-methylbutanoyloxy)-3 beta-acetoxy-10 beta-hydroxyeremophil-7(11)-en-8 beta,12-olide (5), 3 beta-acetoxy-8-oxoeremophil-6(7),9(10)-dien-12-oic methyl ester (6), 3 beta-acetoxy-6 alpha,7 alpha-epoxy-9(10)-en-8-oxoeremophil-12-nor-11-one (7), and 2-acetyl-5 beta-acetoxy-3a,4,5,6,7,7a-hexahydro-7a beta-hydroxy-3a beta,4 beta-dimethyl-1H-indene (9).

Li WX ，Lei M ，Fei DQ ，Gao K ... -  《-》

New eremophilane-type sesquiterpenes from Ligularia hodgsonii.

Xu JQ ，Li YS ，Li YM ，Jiang SH ，Tan CH ，Zhu DY ... -  《PLANTA MEDICA》

New weakly cytotoxic eremophilane sesquiterpenes from the roots of Ligularia virgaurea.

Zhang ZX ，Lin CJ ，Li PL ，Jia ZJ ... -  《PLANTA MEDICA》

Eremophilane sesquiterpenes from Ligularia myriocephala.

Liu JX ，Wei XN ，Shi YP 《PLANTA MEDICA》

Norsesquiterpene derivatives from the roots of Ligularia fischeri.

Four new norsesquiterpene derivatives with various rare skeletons: 1 beta-hydroxy-6 alpha-isobutyryloxy-9-noreremophil-7(11),8(10)-dien-8(12)-olide ( 1), 1 beta-acetoxy-6 alpha-isobutyryloxy-9-noreremophil-7(11),8(10)-dien-8(12)-olide ( 2), ligularate ( 3) and 9-oxoplatyphyllide ( 4), as well as four known sesquiterpenes, platyphyllide ( 5), 1-hydroxyplatyphyllide ( 6), 1 alpha-chloro-6 beta-isobutyryloxy-9-oxo-10 beta-hydroxyfuranoeremophilane ( 7), and 1 alpha-chloro-6 beta-angeloyloxy-9-oxo-10 beta-hydroxyfuranoeremophilane ( 8), have been isolated from an extract of the dried roots of Ligularia fischeri (Compositae). The structures of the new compounds were established by spectroscopic methods including extensive 2D NMR techniques ( (1)H- (1)H COSY, HMQC, HMBC and (1)H- (1)H NOESY) and HR-ESI-MS. In addition, a plausible biosyntheticpathway for compounds 1, 2 and 3 is described.

Zhang WJ ，Qi HY ，Shi YP 《-》