A new friedelane type triterpene from Euonymus hederaceus.

Cui-Rong Sun,He-Jiao Hu,Jie-Hong Yang,Hai-Tong Wan,Run-Sheng Xu

doi:10.3390/molecules14072650

Abstract

Euonymus hederaceus is distributed widely in the south of China; its stems and leaves have been used as folk medicines to treat many diseases such as renal deficiency and chronic diarrhea, traumatic injury, and abnormal menstruation. Chemical investigation of the leaves and stems of Euonymus hederaceus resulted in the isolation for the first time and characterization of a new friedelane type triterpene with a molecular mass of 472 and molecular formula of C30H48O4 by high resolution mass spectrometry. The 1H-NMR 13C-NMR and DEPT1350 spectra matched the characteristic data of the proposed triterpene skeleton. The compound was finally identified as 28-hydroxyfriedelan-3-one-29-oic acid on the basis of spectroscopic evidence, including two dimensional nuclear magnetic resonance as well as its IR spectrum.

Highlights

Celastraceae plants have been the subject of continued and growing interest due to the range of biological activities shown by many members of this family
Euonymus hederaceus was investigated for the first time in our group, and five known friedelane triterpenes: 3-friedelone, 28-hydroxyfriedelan-3-one, 28-hydroxy-3-friedelanone, 30-hydroxy-3-friedelanone, 29-hydroxy-3-friedelanone and three olean-type triterpenoids including 3β-methoxyolean-11-oxo-18-ene, olean-12-ene-3,11-dione and
We report here the isolation and structure elucidation of a new triterpene by a combination of NMR techniques, including 1H-NMR, 13C-NMR, DEPT1350, 1H-1HCOSY, HMQC and HMBC

Summary

Introduction

Celastraceae plants have been the subject of continued and growing interest due to the range of biological activities shown by many members of this family. More than 100 compounds have been isolated The structures were determined by IR, UV, MS, and NMR, respectively, and 13 of them were new compounds. Friedelin ring triterpenes are a very important class, and so far, these compounds were reported to display a lot of biological activity.

Results

Conclusion