Isoleojaponin, a New Halimane Diterpene Isolated from Leonurus japonicus

Leojaponin (2), a labdane diterpene, was isolated from the EtOH extract of the herb of Leonurus japonicus together with a new halimane diterpene named isoleojaponin (1). Isoleojaponin has a new diterpene skeleton with a unique cross-conjugated α,β-unsaturated ketone system, Their structures were elucidated by physical and spectroscopic analysis, and the relative configuration of the chiral C-9 carbon was determined by a computational method, and analysis of its possible biogenesis pathways.

[1]  Wei‐Lie Xiao,et al.  Two new diterpenoids from Leonurus japonicus , 2014 .

[2]  Guo-Xun Yang,et al.  Leonurusoleanolides E-J, minor spirocyclic triterpenoids from Leonurus japonicus fruits. , 2014, Journal of natural products.

[3]  F. Peng,et al.  A Bicyclic Diterpenoid with a New 15,16-Dinorlabdane Carbon Skeleton from Leonurus japonicus and Its Coagulant Bioactivity , 2013, Molecules.

[4]  V. Setola,et al.  Labdane diterpenoids from Leonotis leonurus. , 2013, Phytochemistry.

[5]  Y. Goda,et al.  Two new labdane diterpenes from fresh leaves of Leonurus japonicus and their degradation during drying. , 2013, Chemical & pharmaceutical bulletin.

[6]  Cheng Peng,et al.  Sesquiterpenoids from the Herb of Leonurus japonicus , 2013 .

[7]  Yi Zhang,et al.  Rare Syringyl Acylated Flavonol Glycosides from the Aerial Parts of Leonurus japonicus Houtt , 2013, Molecules.

[8]  Cheng Peng,et al.  Chemical Composition and Antibacterial Activity of Essential Oils from Different Parts of Leonurus japonicus Houtt. , 2013, Molecules.

[9]  D. Ferreira,et al.  Labdane diterpenoids from Leonurus sibiricus. , 2011, Journal of natural products.

[10]  Yu-Ling Huang,et al.  Two new glycosides from Leonurus japonicus , 2010, Journal of Asian natural products research.

[11]  J. Baldwin,et al.  Biomimetic rearrangements of simplified labdane diterpenoids , 2010 .

[12]  H. Moon Three diterpenes from Leonurus japonicus houtt protect primary cultured rat cortical cells from glutamate‐induced toxicity , 2010, Phytotherapy research : PTR.

[13]  H. Moon,et al.  Protective effects of 3′‐deoxy‐4‐O‐methylepisappanol from Caesalpinia sappan against glutamate‐induced neurotoxicity in primary cultured rat cortical cells , 2010, Phytotherapy research : PTR.

[14]  M. Alonso-amelot,et al.  Labdane diterpenes from Leonurus japonicus leaves. , 2006, Phytochemistry.

[15]  C. A. Gray,et al.  Transformations of hispanolone. Novel Michael adducts with in planta activity against rice blast , 2005 .