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Ionone, Iridoid and Phenylethanoid Glycosides from Ajuga salicifolia Pınar Akbaya, İhsan C alışb, Jörg Heilmanna, and Otto Stichera,* a Department of Applied BioSciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH) Zurich, CH-8057 Zürich. Fax: +41-1-6356882. E-mail: sticher@pharma.anbi.ethz.ch b Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, TR-06100 Ankara * Author for correspondence and reprint request Z. Naturforsch. 58c, 177Ð180 (2003); received September 5/October 7, 2002 From the aerial parts

. Food Chem. Akbay P., Calis I., Heilmann J., and Sticher O. (2003), 42, 776Ð781. Ionone, iridoid and phenylethanoid glycosides from Mclafferty F. W. and Stauffer D. B. (1991), The Impor- Ajuga salicifolia. Z. Naturforsch. 58c, 177Ð180. tant Peak Index of the Registry of Mass Spectral Amin Gh. (1991), Popular Medicinal Plants of Iran, Data, Vol. 1. John Wiley & Sons, New York, pp. 63Ð Vol. 1. Iranian Ministry of Health Publications, Teh- 540. ran, pp. 7Ð18. Nawaz H. R., Malik A., Muhammad P., Ahmed S., and Baser K. H. C., Erdemgil Z., Ozek T., and Demirci B. Riaz M

whole plant [ 45 ] 57 Coagulin-J A. parviflora whole plant [ 44 ] 58 Bracteosin A A. bracteosa whole plant [ 46 ] 59 Bracteosin B A. bracteosa whole plant [ 46 ] 60 Bracteosin C A. bracteosa whole plant [ 46 ] Figure 2 Steroids 2: Withanolides. Other steroids (Table 3 , Figure 3 ) Compounds 61 and 67 , two C 29 monohydroxy sterols, were isolated from A. reptans and their structures were elucidated by spectral methods [ 47 ]. From the aerial parts of Ajuga salicifolia , Akbay and co-workers isolated one new stigmastane-type sterol 72 and eight new sterol

., Gertsch J., Calis I., Heilmann J., Zerbe O., and Sticker O. (2002), Novel antileukemic sterol gly- cosides from Ajuga salicifolia. Helv. Chim. Acta 85, 1930 – 1942. Akbay P., Calis I., Heimann J., and Sticher O. (2003), Ionon, iridoid and phenylethanoid glycosides from Ajuga salicifolia. Z. Naturforsch. 58c, 177 – 180. Basaran A. A., Calis I., Anklin C., Nishibe S., and Sticher O. (1988), Lavandulifolioside: A new phe- nylpropanoid glycoside from Stachys lavandulifolia. Helv. Chim. Acta 71, 1483 – 1489. Cai Y.-J., Dai J.-Q., Fang J.-G., Ma L.-P., Hou L.-F., Yang

Arten sind nach dem System von Kästner [17] (Teucrium) bzw. Briquet [3] (Ajuga) geordnet. Gattung Ajuga Section: Chamaepithys Ajuga chamaecistus Ging. Ajuga chamaepithys (L.) Schreb. Ajuga chia Schreb. Ajuga oblongata Bieb. Ajuga pseudochia Shost. Ajuga salicifolia (L.) Schreb. Ajuga laxmannii (L.) Benth. Section: Bugula Ajuga genevensis L. Ajuga multiflora Bunge Ajuga orientalis L. Ajuga pyramidalis L. Ajuga reptans L. Gattung Teucrium Section: Teucrium Teucrium bicolor Sm. Teucrium cubense Jacq. Teucrium fruticans L. Teucrium orientale L. Teucrium taylori