Planta Med 2010; 76 - P304
DOI: 10.1055/s-0030-1264602

A new acylated neohesperidose derivative from Geranium purpureum

D Söhretoglu 1, T Liptaj 2, K Sakar 1, O Sterner 3
  • 1Hacettepe University, Faculty of Pharmacy, Department of Pharmacognosy, Sihhiye, 06100 Ankara, Turkey
  • 2Slovak University of Technology, Faculty of Chemical and Food technology, Department of NMR Spectroscopy and Mass Spectroscopy, Radlinského 9, 812 37 Bratislava, Slovakia
  • 3Division of Organic Chemistry, Department of Chemistry, Lund University, PO Box 124, 22100 Lund, Sweden

In the flora of Turkey, the genus Geranium L. (Geraniaceae) is represented by 35 species [1, 2], some of which are traditionally used as antidiarrheal, antihemorrhoidal, antidiabetic, hemostatic, stomachic, diuretic as well as for the treatment of stomach ulcers and internal bleeding [3]. Moreover, leaves and tubers of some Geranium species are consumed as food in Anatolia [1]. As a part of our ongoing phytochemical studies on the Turkish Geranium species [4, 5], we have investigated aerial parts of Geranium purpureum Vill.

Fig.1: Compound 1

A new acylated neohesperoside derivative, 1-octyl-4′-isovaleroyl-neohesperoside (1) along with known compounds, quercetin-3-rutinoside (2) and gallic acid (3) isolated from Geranium purpureum. The structure elucidation of the isolated compounds was performed by spectroscopic analysis including 1- and 2-dimensional NMR experiments (1H, 13C, COSY, HSQC, HMBC and NOESY) as well as ESI-TOF-MS spectrometry. This is the second report of occurance of acylated neohesperidose derivatives in the nature and this type of compounds have been isolated only from Geranium caespitosum in the plant kingdom up to now.

References: 1. Davis, PH. (1966) Flora of Turkey and East Aegean Islands; Davis P. H. (Ed.), Vol 2. Edinburgh University Press. Edinburgh.

2. Güner, A. (2000) Flora of Turkey and East Aegean Islands Supll. II. Güner A., Özhatay N., Ekim T., Baser KHC. (Eds.), Edinburgh University Press. Edinburgh.

3. Baytop, T. (1999) Theraphy with Medicinal Plants in Turkey, Nobel Tip Kitabevi. Istanbul.

4. Söhretoglu, D. et al. (2009) Turk. J. Chem., 33:685–692.

5. Söhretoglu D. et al. (2009) Helv. Chim. Acta, 92: 520–524.