Wang Ling-Tian, Sun Zhong-Hao, Zhong Ming-Liang, Wu Hai-Feng, Zhang Hai-Jing, Zhu Nai-Liang, Sun Gui-Bo, Ye Xiao-Xia, Xu Xu-Dong, Zhu Yin-di, Yang Jun-Shan
School of Pharmacy, Wenzhou Medical University, Wenzhou 325035, China.
School of Medicine, Shandong University, Ji'nan 250012, China.
Zhongguo Zhong Yao Za Zhi. 2017 Jul;42(13):2510-2517. doi: 10.19540/j.cnki.cjcmm.2017.0116.
Twenty-eight compounds were isolated and purified from Clinopodium chinense by Sephedax LH-20, ODS, MCI and preparative HPLC. Their structures were identified as apigenin (1), apigenin-7-O-β-D-glucopyranoside (2), apigenin-7-O-β-D-glucuronopyranoside (3), thellungianol (4), apigenin-7-O-β-D-rutinoside (5), luteolin (6), luteolin-4'-O-β-D-glucopyranoside (7), apigenin-7-O-β-D-pyranglycuronate butyl ester (8), luteolin-7-O-β-D-rutinoside (9), luteolin-7-O-β-D-noehesperidoside (10), acacetin (11), acacetin-7-O-β-D-glucuronopyranoside (12), buddleoside (13), naringenin (14), pruning (15), nairutin (16), isosakuranetin (17), isosakuranin (18), didymin (19), hesperidin (20), kaempferol (21), quercetin (22), kaempferol-3-O-α-L-rahmnoside (23), p-hydroxycinnamic acid (24), caffeic acid (25), cis-3-[2-[1-(3,4-dihydroxy-phenyl)-1 -hydroxymethyl]-1,3-ben-zodioxol-5-yl]-(E)-2-propenoic acid (26), mesaconic acid (27), gentisic acid 5-O-β-D-(6'-salicylyl)-glucopyranoside (28). Among them, compounds 7, 9-10, 12, 23, 26-28 were isolated from the Clinopodium for the first time. The protective effects of compounds 1-6, 8-17 and 19 against H2O2-induced H9c2 cardiomyocyte injury were tested, compounds 15 exhibited significantly protective effects. Compared with the cell viability of (62.12±6.18)% in the model, pruning exhibited viabilities of (84.25±7.36)% at 25.0 mg•L⁻¹, respectively, using quercetin as a positive control [cell viability of (84.55±8.26)%, 20 mg•L⁻¹].
采用Sephedax LH - 20、ODS、MCI和制备型高效液相色谱法从风轮菜中分离并纯化出28种化合物。其结构被鉴定为芹菜素(1)、芹菜素 - 7 - O - β - D - 吡喃葡萄糖苷(2)、芹菜素 - 7 - O - β - D - 葡萄糖醛酸苷(3)、赛伦二醇(4)、芹菜素 - 7 - O - β - D - 芸香糖苷(5)、木犀草素(6)、木犀草素 - 4'- O - β - D - 吡喃葡萄糖苷(7)、芹菜素 - 7 - O - β - D - 吡喃葡萄糖醛酸丁酯(8)、木犀草素 - 7 - O - β - D - 芸香糖苷(9)、木犀草素 - 7 - O - β - D - 新橙皮糖苷(10)、刺槐素(11)、刺槐素 - 7 - O - β - D - 葡萄糖醛酸苷(12)、醉鱼草苷(13)、柚皮素(14)、柚皮芸香苷(15)、橙皮苷(16)、异樱花素(17)、异樱花苷(18)、地奥明(19)、橙皮苷(20)、山柰酚(21)、槲皮素(22)、山柰酚 - 3 - O - α - L - 鼠李糖苷(23)、对羟基肉桂酸(24)、咖啡酸(25)、顺式 - 3 - [2 - [1 - (3,4 - 二羟基苯基) - 1 - 羟甲基] - 1,3 - 苯并二氧杂环戊烯 - 5 - 基] - (E) - 2 - 丙烯酸(26)、甲基丙二酸(27)、龙胆酸5 - O - β - D - (6'- 水杨酰基) - 吡喃葡萄糖苷(28)。其中,化合物7、9 - 10、12、23、26 - 28为首次从风轮菜中分离得到。测试了化合物1 - 6、8 - 17和1十九对H2O2诱导的H9c2心肌细胞损伤的保护作用,化合物15表现出显著的保护作用。以槲皮素作为阳性对照(20 mg•L⁻¹时细胞活力为(84.55±8.26)%),与模型组(62.12±6.18)%的细胞活力相比,柚皮芸香苷在25.0 mg•L⁻¹时细胞活力分别为(84.25±7.36)%。