Lathyranoic acid A: first secolathyrane diterpenoid in nature from Euphorbia lathyris.
[structures: see text] Lathyranoic acid A (1), the first secolathyrane diterpenoid with an unprecedented skeleton, and a new diterpenoid Euphorbia factor L11 (2) were isolated from the seeds of Euphorbia lathyris. Their structures were elucidated by spectroscopic analysis and chemical methods. A biogenetic route involving an enzymatic Baeyer-Villiger oxidation as the key step was postulated for the transformation of 2 to 1 and mimicked by an unusual chemical Baeyer-Villiger oxidation.
Liao
Shang-Gao
SG
State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, P R China.
Zhan
Zha-Jun
ZJ
Yang
Sheng-Ping
SP
Yue
Jian-Min
JM
D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification*; D028481:Euphorbia / Q000737:chemistry*; D008516:Medicine, Chinese Traditional; D010084:Oxidation-Reduction; D012639:Seeds / Q000737:chemistry
D004224:Diterpenes; C506856:lathyranoic acid A