Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa |
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Authors: | Toshio Morikawa Yingni Pan Kiyofumi Ninomiya Katsuya Imura Hisashi Matsuda Masayuki Yoshikawa Dan Yuan Osamu Muraoka |
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Institution: | 1. Pharmaceutical Research and Technology Institute, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan;2. School of Traditional Chinese Medicines, Shenyang Pharmaceutical University, 103 Wenhua Rd., Shenyang 110016, People’s Republic of China;3. Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan |
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Abstract: | The methanolic extract from fresh stems of Cistanche tubulosa (Orobanchaceae) was found to show hepatoprotective effects against d-galactosamine (d-GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. From the extract, three new phenylethanoid oligoglycosides, kankanosides H1 (1), H2 (2), and I (3), were isolated together with 16 phenylethanoid glycosides (4–19) and two acylated oligosugars (20, 21). The structures of 1–3 were determined on the basis of spectroscopic properties as well as of chemical evidence. Among the isolates, echinacoside (4, IC50 = 10.2 μM), acteoside (5, 4.6 μM), isoacteoside (6, 5.3 μM), 2′-acetylacteoside (8, 4.8 μM), and tubuloside A (10, 8.6 μM) inhibited d-GalN-induced death of hepatocytes. These five isolates, 4 (31.1 μM), 5 (17.8 μM), 6 (22.7 μM), 8 (25.7 μM), and 10 (23.2 μM), and cistantubuloside B1 (11, 21.4 μM) also reduced TNF-α-induced cytotoxicity in L929 cells. Moreover, principal constituents (4–6) exhibited in vivo hepatoprotective effects at doses of 25–100 mg/kg, po. |
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