Glycosides from Cephalaria species


Halay E., Kirmizigül S.

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, cilt.65, sa.11, ss.1384-1392, 2010 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 65 Sayı: 11
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1515/znb-2010-1115
  • Dergi Adı: Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1384-1392
  • Anahtar Kelimeler: Cephalaria, Cilicicoside I, Dipsacaceae, Lycicoside I and II, Oleanane and hederagenin glycosides
  • Uşak Üniversitesi Adresli: Hayır

Özet

Three novel triterpene glycosides (1 - 3), namely lycicoside I, II and cilicicoside I, were isolated from two different Cephalaria (Dipsacaceae) species along with one known oleanane- and one iridoit-type of glycoside. The structures of these compounds were established as 3-O-[β -D-glucopyranosyl( 1→3)-α-L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl(1→4) -β -D-xylopyranosyl]-28-O-[β -Dglucopyranosyl(1→6)-β -D-glucopyranosyl]-oleanolic acid (1), 3-O-[β -D-xylopyranosyl(1→3)- α-L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl]-28-O-[β -D-glucopyranosyl]-oleanolic acid (2) from Cephalaria lycica Matthew and 3-O-{β -D-glucopyranosyl(1→4)-β -D-xylopyranosyl(1→3)- α-Lrhamnopyranosyl(1→2)-[β -D-glucopyranosyl(1→3)]-α -L-rhamnopyranosyl}-28-O-[β -D-glucopyranosyl(→6)-β -D-glucopyranosyl]-hederagenin (3) from Cephalaria cilicica Boiss. & Kotschy, on the basis of spectroscopic methods (1D and 2D NMR techniques, mass spectrometry) and chemical evidence. In addition, three new prosapogenins, 1B - 3B, were obtained from the basic hydrolysis of 1 - 3. The antimicrobial activity of 1 - 3 was tested against some Gram-positive and Gram-negative bacteria strains. © 2010 Verlag der Zeitschrift für Naturforschung, Tübingen.