63(P-20) Ornithogalum thyrsoidesより単離されたOSW-1類縁化合物の構造とそれらの腫瘍細胞に対する増殖抑制活性(ポスター発表の部)
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概要
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An acylated cholestane diglycoside, tentatively named OSW-1, isolated by us from the bulbs of Ornithogalum saundersiae (Liliaceae), has been found to show potent cytotoxicity against a variety of tumor cell culture lines and experimental animal tumors. During our going project focused on higher-plant antineoplastic constituents, we undertook a phytochemical investigation of the methanolic extract of Omithogalum thyrsoides Jacg. This resulted in the isolation of eleven cholestane glycosides (1-11) based upon 3β, 16β, 17α-trihydroxycholest-5-en 22-one, including eight new compounds (4-11). The structures of 4-11 were determined by spectroscopic analysis, including 2D NMR spectroscopic data, and the results of acid- and alkaline catalyzed hydrolysis. The isolated compounds were evaluated for cytostatic activity on leukemia HL-60 cells. The cytostatic activity of 4 (IC_<50>: 0.00015μM) was as potent as that of OSW-1. The cytostatic activities of 6 and 7, having an additional glucosyl unit at C-6' of the terminal glucosyl moiety of 3 and 4, respectively, were less potent than that of 4 by about 3 orders of magnitude. However, further glycosylation of the C-4" hydroxyl group of the terminal glucosyl moiety of 6 and 7 resulted in no discernible effects on the activity [3: 0.00048, 4: 0.00015→6: 0.66, 7: 0.56→9: 0.53, 10: 0.54 (IC_<50>, μM)]. The detailed cytostatic-structure relationships of the OSW-1 related compounds are inclusively reported.
- 天然有機化合物討論会の論文
- 2001-09-01
著者
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横須賀 章人
東京薬大・薬・漢方資源応用
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指田 豊
東京薬大・薬・漢方資源応用
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三巻 祥浩
東京薬大・薬・漢方資源応用
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黒田 明平
東京薬大・薬
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三巻 祥浩
School Of Pharmacy Tokyo Univ. Of Pharmacy And Life Sciences
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Kuroda M
Laboratory Of Medicinal Pharmacognosy Tokyo University Of Pharmacy And Life Sciences School Of Pharm
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里見 佳子
京都府立医科大学 院 分子生化学
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長谷川 英子
東京薬大・薬
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黒田 明平
東京薬大薬
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Mimaki Y
School Of Pharmacy Tokyo University Of Pharmacy And Life Science
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Kuroda M
東京薬大
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Mimaki Yoshihiro
Lab. Of Medicinal Pharmacognosy School Of Pharmacy Tokyo Univ. Of Pharmacy And Life Sciences
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Satomi Y
National Cancer Center Res. Inst. Tokyo Jpn
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Sashida Y
School Of Pharmacy Tokyo University Of Pharmacy And Life Science
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Sashida Yutaka
School Of Pharmacy Tokyo University Of Pharmacy And Life Science
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Mimaki Yoshihiro
School Of Pharmacy Tokyo Univ. Of Pharmacy And Life Sciences
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Kuroda Minpei
Laboratory Of Medicinal Pharmacognosy Tokyo University Of Pharmacy And Life Science School Of Pharma
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三巻 祥浩
東京薬大・薬
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