Bioactive constituents of Thuja occidentalis
Bioactive constituents of Thuja occidentalis
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DOI：
10.1021/np0001575
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发表时间：
2000-09-01
影响因子：
5.1
通讯作者：
Kinghorn, AD
中科院分区：
文献类型：
--
作者：
Chang, LC;Song, LL;Kinghorn, AD
研究了崖柏（Thuja occurentalis）叶和枝的乙酸乙酯可溶性提取物对12-O-十四酰佛波醇13-乙酸酯（TPA）诱导的小鼠表皮ME 308细胞鸟氨酸脱羧酶（ODC）的抑制作用。该提取物的生物测定引导的分级分离导致分离出六种活性成分（1-6），即（+）-7-氧代-13-表-海松-14，15-二烯-18-酸（1），（+）-7-氧代-13-表-海松-8，15-二烯-18-酸（2），（+）-异海松酸（3），（1 S，2S，3R）-（+）-异脱氧鬼臼毒素（4）、（-）-脱氧鬼臼毒素（5）和（-）-脱氧鬼臼腙（6）。化合物1和4为新的天然产物，用波谱方法确定了它们的结构和立体化学。评价化合物1-6对鼠表皮JB 6细胞转化的抑制、对鼠表皮ME 308细胞的鸟氨酸脱羧酶诱导的抑制和对KB细胞的细胞毒性活性。
An ethyl acetate-soluble extract of the combined leaves and twigs of Thuja occidentalis was found to inhibit 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ornithine decarboxylase (ODC) in cultured mouse epidermal ME 308 cells. Bioassay-guided fractionation of this extract led to the isolation of six active constituents (1-6), namely, (+)-7-oxo-13-epi-pimara-14,15-dien-18-oic acid (1), (+)-7-oxo-13-epipimara-8,15-dien- 18-oic acid (2), (+)-isopimaric acid (3), (1S,2S,3R)-(+)-isopicrodeoxypodophyllotoxin (4), (-)-deoxypodophyllotoxin (5), and (-)-deoxypodorhizone (6). Compounds 1 and 4 are new natural products, and their structures and stereochemistry were determined using spectroscopic methods. Compounds 1-6 were evaluated for inhibition of the transformation of murine epidermal JB6 cells, inhibition of ornithine decarboxylase induction with murine epidermal ME 308 cells, and cytotoxic activity against KB cells.