6822-47-5Relevant articles and documents
Triterpene glycosides from the bark of Robinia pseudo-acacia L. I
Cui,Kinjo,Nohara
, p. 2995 - 2999 (1992)
From the bark of Robinia pseudo-acacia L., five new triterpene glycosides, robiniosides A-D (3, 5-7) and compound III (4), were isolated and their structures were elucidated as 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-glucopyranosyl(1 → 2)-β-D-glucuronopyranosyl 3β,22β-dihydroxyolean-12-en-29-oic acid (3), 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-galactopyranosyl(1 → 2)-β-D-glucuronopyranosyl 3β,22β,24-trihydroxyolean-12-en-29-oic acid (4), whose sapogenol was unambiguously characterized and designated as oxytrogenin, 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-glucopyranosyl(1 → 2)-β-D-glucuronopyranosyl oxytrogenin (5), 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-galactopyranosyl(1 → 2)-β-D-glucuronopyranosyl oxytrogenin 22-O-α-L-rhamnopyranoside (6), 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-glucopyranosyl(1 → 2)-β-D-glucuronopyranosyl oxytrogenin 22-O-α-L-rhamnopyranoside (7), respectively, together with two known triterpene glycosides, kaikasaponin III (1) and 3-O-α-L-rhamnopyranosyl(1 → 2)-β-D-galactopyranosyl(1 → 2)-β-D-glucuronopyranosyl 3β,22β-dihydroxyolean-12-en-29-oic acid (2).
Hepatoprotective and hepatotoxic activities of sophoradiol analogs on rat primary liver cell cultures
Kinjo,Ikeda,Okawa,Udayama,Hirakawa,Shii,Nohara
, p. 1118 - 1121 (2000)
As a part of our studies of hepatoprotective drugs, we prepared kaikasaponin I (2), sophoradiol monoglucuronide (SoMG, 3) and sophoradiol (4) from kaikasaponin III (1). We examined the hepatoprotective effects of these analogs, using immunologically-induced liver injury in primary cultured rat hepatocytes and found that compound I was more effective than soyasaponin I (1a) while 2 was more effective than 1. On the other hand, 3 was less effective than 2 at 30 - 200 μM. Further, compound 3 was strongly cytotoxic at 500 μM while 4 exhibited hepatoprotective activity at the same dose, although less potent. When the cytotoxicity toward hepatocytes of these analogs was tested, only 3 was cytotoxic at doses of 200 and 500 μM. This is the first example of an oleanene glucuronide (OG) which is cytotoxic toward hepatocytes. Compound 3 exhibited hepatoprotective activity at 200 μM, while it was also cytotoxic at the same dose without antiserum. Therefore, the hepatoprotective activity of OG represents a balance between a hepatoprotective action and its cytotoxicity toward hepatocytes.
Synthesis and hepatoprotective effects of soyasapogenol B derivatives
Sasaki, Kazue,Minowa, Nobuto,Kuzuhara, Hiroyuki,Nishiyama, Shoji,Omoto, Shoji
, p. 85 - 88 (2007/10/03)
Derivatives of soyasapogenol B (1), which is the aglycon moiety of soyasaponins from soybean, were synthesized and evaluated for their hepatoprotective effects in vitro.
