Bufadienolide ausUrginea hesperia

Abstract

For the first time the composition of the bufadienolide complex in URGINEA HESPERIA Webb & Berth. has been investigated. From an extract of lyophilized plants, thirteen bufadienolides were isolated. By means of FAB-MS, (1)H-NMR, and (13)C-NMR studies the compounds were structurally elucidated as scillarenin, scilliphaeosidin, scillarenin-3- O-alpha- L-rhamnoside, scilliphaeosidin-3- O-alpha- L-rhamnoside, gamabufotalin-3- O-alpha- L-rhamnoside, 11alpha-hydroxyscilliglaucosidin-3- O-alpha- L-rhamnoside, scillarenin-3- O-alpha- L-2',3'-diacetylrhamnosido-4'-beta- D-glucoside, scillarenin-3- O-alpha- L-rhamnosido-4'-beta- D-glucosido-3''-beta- D-glucoside, scillarenin-3- O-alpha- L-rhamnosido-4'-beta- D-glucosido-4''-beta- D-glucoside, scillarenin-3- O-alpha- L-2',3'-diacetylrhamnosido-4'-beta- D-glucosido-3''-beta- D-glucoside, scillarenin-3- O-alpha- L-2',3'-diacetylrhamnosido-4'-beta- D-glucosido-4''-beta- D-glucoside, scilliphaeosidin-3- O-alpha- L-rhamnosido-4'-beta- D-glucosido-3''-beta- D-glucoside, and scilliphaeosidin-3- O-alpha- L-rhamnosido-4'-beta- D-glucosido-4''-beta- D-glucoside.

Hellebrin and its aglycone form hellebrigenin display similar in vitro growth inhibitory effects in cancer cells and binding profiles to the alpha subunits of the Na+/K+-ATPase

“…Hellebrigenin was obtained from hellebrin hydrolysis (Department of Pharmacognosy; University of Vienna, Austria). Gamabufotalin-rhamnoside was isolated from different Urginea species [22-24]; gamabufotalin was isolated from toad venom of Bufo melanostictus [25]; both were structure elucidated by B.K. (Department of Pharmacognosy, University of Vienna).…”

Zum Bufadienolidmuster der roten „Meerzwiebel”1

“…In the bulbs from Sardegna scillaren A (3), gamabufotahri 3-O-a-L-rhamnoside (20), scilliglaucoside (17), sdillirubrosidiii 3-O-a-L-rhamnoside (11), scillirubroside (12), 12/3-hydroxysciffiroside (15), 5a-4,5-dihydroscilirosidin 3-O-a-L-thevetosido-/3-D-glucoside (19), and deacetylscilliroside (8) besides the new compounds 1O-carboxy-5J3, 1 4J3-dihydroxybufa-3,20,22-trienolide S-O-/3-Dglucoside (18) and scffliglaucogenin (16) were found in addition. Not only quantitative but even qualitative differences in the bufadienolide pattern between the samples of the northern and the southern Mediterranean area were proved.…”

Bufadienolides and a New Lignan from the Bulbs of Urginea maritima.

“…Hence, these facts suggested that the structure of 17 is epimer of scilliphaeosidin. 8) Finally, we determined the present compound to be 3-a, 12-a-scilliphaeosidin.…”

“…We have found 23 known compounds and 10 new compounds through extraction and isolation using the bulbs of Urginea maritima. Scillaren A (1), 4) scillirubroside (15), 5) scilliroside (16), 5) scillarenin 3-O-b-D-glucopyranoside (18), 6) 6-desacetyl-scilliroside (20), 1) scillarenin bis-rhamnopyranoside (21), 7) 5-a-4,5-dihydro-scillaren A (27), 4) proscillaridin A (28), 8) 5-a-4,5-dihydro-scillirosidin 3-O-b-D-glucopyranoside (29), 1) scillirosidin 3-Oa-L-rhamnopyranoside (30), 6) and 5-a-4,5-dihydro-scillirosidin 3-O-a-L-quinovopyranoside (33) 1) were known as bufadienolide glycosides; especially 1, 16 and 28 were major components. Scillarenin (2), 9) scillirosidin (3), 10) scilliglaucosidin (4), 11) 3-methoxy-scilliphaeosidin (5), 5-b-14-dihydroxy-bufa-3,20,22-trienolide (7), scilliglaucogenin (8), 6) scilliglaucosidone (9), 11) 3-oxo-scilliphaeosidin (10), 12) 3-episcilliglaucosidin (11), 13) 3-epi-scillarenin (12), 14) 12-epi-scilliphaeosidin (13), 6) and 14,19-dihydroxy-3-oxo-bufa-4,20,22-trienolide (31) 15) were known bufadienolides which had the absence of sugars.…”