Sesquiterpenoids from Hedychium yunnanense and Porana discifera, and the structural revision of two sesquiterpenoids from Laggera pterodonta

Abstract

A new eudesmane-type sesquiterpenoid, hedytriol (1), was isolated from Hedychium yunnanense (Zingiberaceae). By means of chemical and spectroscopic methods, the structure of 1 was determined as ( − )-7aH-eudesmane-1β, 4α, 11-triol. A new ent-eudesmane sesquiterpenoid, disciferitriol (2), was isolated from Porana discifera (Convolvulaceae), which was exactly the enantiomer of hedytriol (1). The structures of pterodondiol (3a) and pterodontriol B (3), previously isolated from Laggera pterodonta, were revised on the basis of X-ray diffraction, as well as chemical transformations.

Keywords:

• Hedychium yunnanens
• Zingiberaceae
• Hedytriol
• Sesquiterpenoids
• Disciferitriol
• Porana discifera
• Convolvulaceae
• Pterodondiol
• Pterodontriol B

Acknowledgements

This work was financially supported by the National Science Natural Foundation for Outstanding Young Scientists to Professor X.-J.H. (No. 39525025). The authors are grateful to Mr Yineng He and Ms Huiling Liang in State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, for measuring 2D NMR, 1D NMR and HREI-MS data, respectively. The authors are also grateful to Professor Qitai Zheng, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, P.R. China, for analysing X-ray diffraction.