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Antitrypanosomal cycloartane glycosides from Astragalus baibutensis.
Chem Biodivers. 2006 Aug; 3(8):923-9.CB

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)-3beta,6alpha,16beta,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 microg/ml). Acetylastragaloside I (1) was also lethal to T. cruzi (IC50 5.0 microg/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.

Authors+Show Affiliations

Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, TR-06100 Ankara.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17193323

Citation

Caliş, Ihsan, et al. "Antitrypanosomal Cycloartane Glycosides From Astragalus Baibutensis." Chemistry & Biodiversity, vol. 3, no. 8, 2006, pp. 923-9.
Caliş I, Koyunoğlu S, Yeşilada A, et al. Antitrypanosomal cycloartane glycosides from Astragalus baibutensis. Chem Biodivers. 2006;3(8):923-9.
Caliş, I., Koyunoğlu, S., Yeşilada, A., Brun, R., Rüedi, P., & Taşdemir, D. (2006). Antitrypanosomal cycloartane glycosides from Astragalus baibutensis. Chemistry & Biodiversity, 3(8), 923-9.
Caliş I, et al. Antitrypanosomal Cycloartane Glycosides From Astragalus Baibutensis. Chem Biodivers. 2006;3(8):923-9. PubMed PMID: 17193323.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Antitrypanosomal cycloartane glycosides from Astragalus baibutensis. AU - Caliş,Ihsan, AU - Koyunoğlu,Semra, AU - Yeşilada,Akgül, AU - Brun,Reto, AU - Rüedi,Peter, AU - Taşdemir,Deniz, PY - 2006/12/29/pubmed PY - 2007/4/10/medline PY - 2006/12/29/entrez SP - 923 EP - 9 JF - Chemistry & biodiversity JO - Chem Biodivers VL - 3 IS - 8 N2 - 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)-3beta,6alpha,16beta,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 microg/ml). Acetylastragaloside I (1) was also lethal to T. cruzi (IC50 5.0 microg/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. SN - 1612-1880 UR - https://www.unboundmedicine.com/medline/citation/17193323/Antitrypanosomal_cycloartane_glycosides_from_Astragalus_baibutensis_ L2 - https://doi.org/10.1002/cbdv.200690094 DB - PRIME DP - Unbound Medicine ER -