Three New Guaianolides from Siyekucai ( Ixeris chinenseis )

作者：Shujun Zhang, Jinlan Wang, Hong-Yan Xue, Qigang Deng, Xing Fenglan, Masayoshi Ando · 发表于：Journal of Natural Products · 年份：2002 · DOI：10.1021/np0202632 · 被引用次数：29 · 研究领域：Sesquiterpenes and Asteraceae Studies、Plant Toxicity and Pharmacological Properties、Natural product bioactivities and synthesis

Three new guaianolides, 10alpha-hydroxy-3-oxoguaia-4(15),11(13)-dieno-12,6alpha-lactone (1), 10alpha-hydroxy-3-oxo-4betaH-guaia-11(13)-eno-12,6alpha-lactone (2), and 10alpha-hydroxy-3-oxoguaia-4,11(13)-dieno-12,6alpha-lactone (3), named chinensiolides A, B, and C were isolated from the whole plant of Siyekucai (Ixeris chinensis). The structures were determined by HREIMS, UV, IR, and one- and two-dimensional NMR techniques ((1)H and (13)C NMR, COSY, HMQC, HMBC, and NOE difference and NOESY experiments). Compounds 1 and 2 were indicated to be a mixture of flexible conformers by analyses of their 1D NOE and NOESY spectra as well as the temperature dependence of their (1)H and (13)C NMR spectra. Chinensiolide B (2) was transformed to chinensiolide C (3) in a three-step conversion.