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Molecules 2014, 19(5), 5940-5951; doi:10.3390/molecules19055940
Article

Two Polycyclic Geranylhydroquinone-Derived Metabolites from Roots of Arnebia hispidissima (Lehm.) DC.

1,2,* , 2 and 2
1 Department of Pharmacognosy, College of Pharmacy, King Saud University (KSU), Riyadh 11451, Kingdom of Saudi Arabia 2 Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University (MU), Mansoura 35516, Egypt
* Author to whom correspondence should be addressed.
Received: 20 March 2014 / Revised: 23 April 2014 / Accepted: 4 May 2014 / Published: 9 May 2014
(This article belongs to the Section Metabolites)
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Abstract

A phytochemical investigation of the least polar organic extracts of Arnebia hispidissima (Lehm.) DC. roots has led to the isolation of two unique polycyclic geranylhydroquinone-derived metabolites, arnebacene (1) and arnebidin (2), along with some known phenolic metabolites viz., arnebin-7 (3) and vanillic acid (4). The chemical identification of the new isolated compounds, including their relative stereochemistry, was achieved via spectroscopic analyses, including 2D NMR, and spectral comparison with related compounds. A biosynthetic pathway is proposed for the new compounds on the basis of their structure-relationship with previously isolated metabolites.
Keywords: Arnebia hispidissima; arnebacene; arnebidin; arnebin-7; phenolic compounds; geranylhydroquinone Arnebia hispidissima; arnebacene; arnebidin; arnebin-7; phenolic compounds; geranylhydroquinone
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Ahmed, A.F.; Saad, H.-E.A.; El-Karim, E.M.A. Two Polycyclic Geranylhydroquinone-Derived Metabolites from Roots of Arnebia hispidissima (Lehm.) DC.. Molecules 2014, 19, 5940-5951.

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