Antitrypanosomal Cycloartane Glycosides from Astragalus baibutensis

Calıs, İ., Koyunoglu, S., Yesilada, A., Brun, R., Rüedi, P. and Tasdemir, D. (2006) Antitrypanosomal Cycloartane Glycosides from Astragalus baibutensis. Chemistry & Biodiversity, 3 (8). pp. 923-929. 10.1002/cbdv.200690094.

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DOI: 10.1002/cbdv.200690094

Abstract

Baibutoside (5), a new cycloartane-type triterpene glycoside, has been isolated from the roots of Astragalus baibutensis along with four known glycosides, acetylastragaloside I (1), and astragalosides I, II, and IV (2-4, resp.). The structure elucidation of the compounds were achieved by a combination of one- and two-dimensional NMR techniques (DQF-COSY, HSQC, HMBC, and ROESY), and mass spectrometry (ESI-MS), where all the compounds were shown to have cycloastragenol (=(20R,24S)-3β,6α,16β,25- tetrahydroxy-20,24-epoxy-9,19-cyclolanostane) as aglycone. All compounds were tested for in vitro antiprotozoal activity. Compounds 1-4 displayed notable activity vs. Trypanosoma brucei rhodesiense, with acetylastragaloside I (1) being the most potent (IC50 9.5 μg/ml). Acetylastragaloside I (1) was also lethal to T. cruzi (IC50 5.0 μg/ml), and it is the first cycloartane-type triterpene with remarkable trypanocidal activity against both T. brucei rhodesiense and T. cruzi. However, it exhibits some cytotoxicity on mammalian cells.

Item Type:Article
Departments, units and centres:Department of Pharmaceutical and Biological Chemistry > Department of Pharmaceutical and Biological Chemistry
ID Code:2961
Journal or Publication Title:Chemistry & Biodiversity
Deposited By:Library Staff
Deposited On:09 Mar 2012 17:44
Last Modified:09 Mar 2012 17:44

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