GLYCEROGLYCOLIPIDS FROM CITRUS HYSTRIX, A TRADITIONAL HERB IN THAILAND, POTENTLY INHIBIT THE TUMOR-PROMOTING ACTIVITY OF 12-O-TETRADECANOYLPHORBOL 13-ACETATE IN MOUSE SKIN
GLYCEROGLYCOLIPIDS FROM CITRUS HYSTRIX, A TRADITIONAL HERB IN THAILAND, POTENTLY INHIBIT THE TUMOR-PROMOTING ACTIVITY OF 12-O-TETRADECANOYLPHORBOL 13-ACETATE IN MOUSE SKIN
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DOI：
10.1021/jf00058a043
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发表时间：
1995-10-01
影响因子：
6.1
通讯作者：
OHIGASHI, H
中科院分区：
文献类型：
--
作者：
MURAKAMI, A;NAKAMURA, Y;OHIGASHI, H
从泰国传统草药苦橙子（Citrus hystrix）的叶子中分离得到两种甘油糖脂。它们被鉴定为1，2-二-O-α-亚麻酰基-3-O-β-吡喃半乳糖基-sn-甘油（DLGG，I）和两种化合物1-O-α-亚麻酰基-2-O-棕榈酰基-3-O-β-吡喃半乳糖基-sn-甘油（2a）及其对应物（2b）（LPGG，2）的混合物。这两种脂质都是肿瘤启动子诱导的EB病毒（EBV）激活的有效抑制剂。1和2的IC 50值显著低于代表性癌症预防剂如α-亚麻酸、β-胡萝卜素或（-）-表没食子儿茶素没食子酸酯的IC 50值。在用二甲基苯并[α]蒽（DMBA）和12-O-十四酰基佛波醇13-乙酸酯（TPA）对ICR小鼠皮肤进行的两阶段致癌实验中，化合物1甚至在比α-亚麻酸低10倍的剂量下也表现出抗肿瘤促进活性。由于某些合成洗涤剂或皂苷在EBV活化抑制试验中完全无活性，因此表明洗涤剂在体内抑制作用模式中不起主要作用。花生四烯酸级联的抑制可能参与抗肿瘤促进，因为1在使用ICR小鼠耳朵的抗炎试验中抑制TPA诱导的水肿形成。
Two glyceroglycolipids were isolated from the leaves of Citrus hystrix (bitter orange), a traditional herb in Thailand. They were identified as 1,2-di-O-alpha-linolenoyl-3-O-beta-galactopyransyl-sn-glycerol (DLGG, I) and a mixture of two compounds, 1-O-alpha-linolenoyl-2-O-palmitoyl-3-O-beta-galactopyranosyl-sn-glycerol (2a) and its counterpart (2b) (LPGG, 2). Both lipids were potent inhibitors of tumor promoter-induced Epstein-Barr virus (EBV) activation. The IC50 values of 1 and 2 were strikingly lower than those of representative cancer preventive agents such as alpha-linolenic acid, beta-carotene, or (-)-epigallocatechin gallate. In a two-stage carcinogenesis experiment on ICR mouse skin with dimethylbenz[alpha]anthracene (DMBA) and 12-O-tetradecanoylphorbol 13-acetate (TPA), compound 1 exhibited anti-tumor-promoting activity even at a dose 10 times lower than that of alpha-linolenic acid. As some synthetic detergents or saponins were entirely inactive in the EBV activation inhibition test, detergency was suggested not to play a major role in the mode of inhibitory action in vivo. The inhibition of the arachidonic acid cascade may be involved in anti-tumor promotion since 1 inhibited TPA-induced edema formation in the anti-inflammation test using ICR mouse ears.