Tezuka Y, Stampoulis P, Banskota A H, Awale S, Tran K Q, Saiki I, Kadota S
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Sugitani, Japan.
Chem Pharm Bull (Tokyo). 2000 Nov;48(11):1711-9. doi: 10.1248/cpb.48.1711.
From the MeOH extract of the aerial part of Vietnamese Orthosiphon stamineus, five new isopimarane-type diterpenes [orthosiphols F-J (1-5)] and two new diterpenes [staminols A (6) and B (7)] with a novel carbon-framework, to which we proposed the name "staminane", and three new highly-oxygenated staminane-type diterpenes [staminolactones A (8) and B (9) and norstaminol A (10)1 were isolated. Moreover, staminolactone A (8) is 8,14-secostaminane-type and staminolactone B (9) is 13,14-secostaminane-type, while norstaminol A (10) is 14-norstaminen-type. Together with these new diterpenes, sixteen known compounds were also isolated and identified to be: 7,3',4'-tri-O-methylluteolin (11), eupatorin (12), sinensetin (13), 5-hydroxy-6,7,3',4'-tetramethoxyflavone (14), salvigenin (15), ladanein (16), tetramethylscutellarein (17), 6-hydroxy-5,7,4'-trimethoxyflavone (18), vomifoliol (19), aurantiamide acetate (20), rosmarinic acid (21), caffeic acid (22), oleanolic acid (23), ursolic acid (24), betulinic acid (25), and beta-sitosterol (26). All the isolated compounds were tested for their cytotoxicity towards highly liver metastatic murine colon 26-L5 carcinoma cells, and the new diterpenes, except for 4, and flavonoids (11, 12, 16, 18) showed cytotoxicity with an ED50 value between 10 and 90 microg/ml.
从越南猫须草地上部分的甲醇提取物中，分离出了5个新的异海松烷型二萜类化合物[猫须草酚F-J（1-5）]、2个具有新颖碳骨架的新二萜类化合物[猫须草醇A（6）和B（7），我们将其命名为“猫须草烷”]，以及3个新的高氧化态猫须草烷型二萜类化合物[猫须草内酯A（8）和B（9）以及降猫须草醇A（10）]。此外，猫须草内酯A（8）为8,14-断猫须草烷型，猫须草内酯B（9）为13,14-断猫须草烷型，而降猫须草醇A（10）为14-降猫须草烷型。除了这些新的二萜类化合物外，还分离并鉴定出16个已知化合物，分别为：7,3',4'-三-O-甲基木犀草素（11）、泽兰素（12）、华良姜素（13）、5-羟基-6,7,3',4'-四甲氧基黄酮（14）、柳穿鱼素（15）、拉丹宁（16）、四甲基野黄芩素（17）、6-羟基-5,7,4'-三甲氧基黄酮（18）、vomifoliol（19）、aurantiamide acetate（20）、迷迭香酸（21）、咖啡酸（22）、齐墩果酸（23）、熊果酸（24）、桦木酸（25）和β-谷甾醇（26）。对所有分离得到的化合物进行了针对高肝转移小鼠结肠26-L5癌细胞的细胞毒性测试，除4外的新二萜类化合物以及黄酮类化合物（11、12、16、18）表现出细胞毒性，ED50值在10至90μg/ml之间。
