Document
Isolation and structure elucidation of triterpenoid saponins from verbascum cedreti (scrophulariaceae)
Publisher
Sultan Qaboos University
Gregorian
2003
Language
English
English abstract
Nine oleanane-type triterpenoid saponins have been isolated from the inflorescences of Verbascum cedreti. They are ilwensisaponin A (1), mulleinosaponin VI (3a) and buddlejasaponin I (6) together with three known artifacts, ilwensisaponin B (2), ilwensissaponin C (5), buddlejasaponin Ia (7) and three new artifacts given the trivial names cedretisaponin A (3), cedretisaponin B (4) and cedretisaponin C (8). The structures of the saponins were determined using 1D and 2D NMR techniques to be as: 3-0-{[Q-L-rhamnopyranosyl-(1+ 4)-B-D-glucopyranosyl-(1+3)]-[B-D-glucopyranosyl ( 1 2]-B-D-fucopyranosyl)-133,28-epoxyolea-11-ene-33,23-diol (1), 3-0-{[a-L rhamnopyranosyl-( 1 4)-B-D-glucopyranosyl-(13)]-[B-D-glucopyranosyl-( 12]-B-D fucopyranosyl}olean-11,13-diene-33,23,28-triol (2), 3-0-{[a-L-rhamnopyranosyl-( 1 4) B-D-glucopyranosyl-(173)]-[B-D-glucopyranosyl-(12]-B-D-fucopyranosyl}olean 9(11),12-diene-33,23,28-triol (3), 3-0-{{Q-L-rhamnopyranosyl-(1 4)-B-D glucopyranosyl-(1-3)]-[B-D-glucopyranosyl-(1 2]-B-D-fucopyranosyl}-16B-acetoxy 133,28-epoxyolea-11-ene-33,23-diol (3a), 3-0-{[a-L-rhamnopyranosyl-( 1 4)-B-D glucopyranosyl-(1+3)]-[B-D-glucopyranosyl-(1-2)-B-D-fucopyranosyl}olean-11,13 diene-3B,168,23,28-tetrol (4), 3-0-{{C-L-rhamnopyranosyl-( 1 4)-B-D-glucopyranosyl (1+3)]-[B-D-glucopyranosyl-(1+2]-B-D-fucopyranosyl)-11a-methoxyolean-12-ene 33,23,28-triol (5), 3-0-{[Q-L-rhamnopyranosyl-(1→ 4)-B-D-glucopyranosyl-(13)]-[B-D glucopyranosyl-(1+2]-B-D-fucopyranosyl)-138,28-epoxyolea-11-ene-33,168,23-triol (6), 3-0-{[a-L-rhamnopyranosyl-( 1 4)-B-D-glucopyranosyl-(173)]-[B-D-glucopyranosyl (1-23-B-D-fucopyranosyl}-11 a-methoxyolean-12-ene-38,168,23,28-tetrol (7) and 3-0 {[a-L-rhamnopyranosyl-( 1 4)-B-D-glucopyranosyl-(1+3)]-[B-D-glucopyranosyl (1421-8-D-fucopyranosyl} olean-9/11).12-diene-3B.168.23.28-tetrol (8). The antiparasitic and antiviral activities of these compounds were investigated and they didn't give promising results.
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Theses and Dissertations