Cyclic Triterpenoid Saponins from Campanula lactiflora

Authors: NURETTİN YAYLI, ASU USTA, AHMET YAŞAR, OSMAN ÜÇÜNCÜ, CANAN GÜLEÇ, MUSTAFA KÜÇÜKISLAMOĞLU

Abstract: Two cyclic natural compounds, 3\beta-O-[\alpha-L-rhamnopyranosyl- (1 \to 2)-\beta-D-glucopyranosyl]-13\alpha,14\alpha-epoxy-8\alpha,12\beta, 15-trihydroxy-(17E,21E)-17,21-campanuldien-6'(30)-olide, called lactifloroside A, 1, and 3\beta-O-[\beta-D-glucopyranosyl-(1 \to 2)-\beta-D-glucopyranosyl]- 13\alpha,14\alpha-epoxy-8\alpha,12\beta-dihydroxy-(17E,21E)-17,21-campanuldien- 6'(30)-olide, called lactifloroside B, 2, were isolated for the first time from Campanula lactiflora and their structures deduced by high field 1D and 2D 400 MHz NMR, FT-IR, HPLC, GC-MS, (+/-) LC-MS/MS and (+) FAB-MS spectra. The aglycones of the 2 saponins were named 13\alpha,14\alpha-epoxy-3\beta,8\alpha,12\beta,15-tetrahydroxy-(17E,21E)- 17,21-campanuldien-30-oic acid and 13\alpha,14\alpha-epoxy-3\beta,8\alpha, 12\beta-trihydroxy-(17E,21E)-17,21-campanuldien-30-oic acid, and designated as campanuloic acid and 15-deoxycampanuloic acid, respectively.

Keywords: Campanula lactiflora, lactifloroside A and B, campanuloic acid, 15-deoxycampanuloic acid, cyclic bisdemoside

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