Absolute Configuration of β- eudesmol Major Component from Essential Oil of Warionia saharae

¹Bioactive Molecules and Chiral Separation Laboratory, University of Bechar, PO Box 417,  Bechar 08000, Algeria

²Process Engineering and Solution Chemistry Laboratory, University Mustapha Stambouli of Mascara, PO Box 305, Mascara 29000, Algeria

³Pharmaceutical and Medicinal Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Center, Dokki, Giza 12622, Egypt

*Corresponding author: Hassan Y. Aboul-Enein, Pharmaceutical and Medicinal Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Center, Dokki, Giza 12622, Egypt, E-mail: [email protected]

Received Date: August 09, 2021 

Publication Date: September 09, 2021

ABSTRACT

Objective: A known sesquiterpenes β-Eudesmol (beta-Selinenol) the main components of essential oil of Warionia saharae have been isolated from the hydrodistillation extract leaves. The essential oil components was analyzed and identified by GC-MS spectroscopy.

Methodology: The main chiral component has been chromatographically purified by TLC and GLC by analysis of their spectroscopic data (GC-MS, IR) and by using vibrational circular dichroism (VCD) spectroscopy associated with density functional theory (DFT) calculations to confirm its structure and absolute configuration.

Results and discussion: VCD has attracted increasing attention in recent years; it is a definitive method, commonly used in the absolute configuration of natural products. While the most of major components of the essential oil of WS are optically active molecules such as β-eudesmol, we carried out in this work a comparison between the observed spectra of the essential oil and VCD spectra reported in the literature of each pure enantiomer.

Keywords: Warionia saharae; Essential oil; Isolation; β-Eudesmol; VCD analysis