Cycloartane glycosides from Astragalus aureus

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GÜLCEMAL D., Alankus-Caliskan O., PERRONE A., Özgökçe F., PIACENTE S., Bedir E.

PHYTOCHEMISTRY, cilt.72, sa.8, ss.761-768, 2011 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 72 Sayı: 8
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1016/j.phytochem.2011.02.006
  • Dergi Adı: PHYTOCHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.761-768
  • Anahtar Kelimeler: Astragalus aureus, Saponin, Cycloartane, Cyclocephalogenin, Cyclocanthogenin, Cytotoxic activity, PLANT-TISSUE CULTURES, HAIRY ROOT CULTURES, TRITERPENE GLYCOSIDES, IN-VITRO, OLEIFOLIUS, SAPONINS, MICROCEPHALUS, GENINS
  • Van Yüzüncü Yıl Üniversitesi Adresli: Evet

Özet

Eight cycloartane-type triterpene glycosides (1-8) were isolated from Astragalus aureus Willd along with ten known cycloartane-type glycosides (9-18). Their structures were established by the extensive use of 1D and 2D-NMR experiments along with ESIMS and HRMS analyses. Compounds 1-5 are cyclocanthogenin glycosides, whereas compounds 6-8 are based on cyclocephalogenin as aglycon, more unusual in the plant kingdom, so far reported only from Astragalus spp. Moreover, for the first time monoglycosides of cyclocanthogenin (5) and cyclocephalogenin (7, 8) are reported. All of the compounds tested for their cytotoxic activities against a number of cancer cell lines. Among the compounds, only 8 exhibited activity versus human breast cancer (MCF7) at 45 mu M concentration. (C) 2011 Elsevier Ltd. All rights reserved.

A b s t r a c t
Eight cycloartane-type triterpene glycosides (1–8) were isolated from Astragalus aureus Willd along with ten known cycloartane-type glycosides (9–18). Their structures were established by the extensive use of 1D and 2D-NMR experiments along with ESIMS and HRMS analyses. Compounds 1–5 are cyclocanthogenin glycosides, whereas compounds 6–8 are based on cyclocephalogenin as aglycon, more unusual in
the plant kingdom, so far reported only from Astragalus spp. Moreover, for the first time monoglycosides of cyclocanthogenin (5) and cyclocephalogenin (7, 8) are reported. All of the compounds tested for their cytotoxic activities against a number of cancer cell lines. Among the compounds, only 8 exhibited activity versus human breast cancer (MCF7) at 45 lM concentration.

Keywords: Astragalus aureus, Saponin, Cycloartane, Cyclocephalogenin,

Cyclocanthogenin, Cytotoxic activity