张梦瑶, 黄强, 张海新, 于猛, 张涛, 邹忠梅. 白花地胆草中一个新的吉玛烷型倍半萜J. 药学学报, 2023, 58(3): 729-735. DOI: 10.16438/j.0513-4870.2022-1069
引用本文: 张梦瑶, 黄强, 张海新, 于猛, 张涛, 邹忠梅. 白花地胆草中一个新的吉玛烷型倍半萜J. 药学学报, 2023, 58(3): 729-735. DOI: 10.16438/j.0513-4870.2022-1069
ZHANG Meng-yao, HUANG Qiang, ZHANG Hai-xin, YU Meng, ZHANG Tao, ZOU Zhong-mei. A new germacrene-type sesquiterpenoid from Elephantopus tomentosus L.J. Acta Pharmaceutica Sinica, 2023, 58(3): 729-735. DOI: 10.16438/j.0513-4870.2022-1069
Citation: ZHANG Meng-yao, HUANG Qiang, ZHANG Hai-xin, YU Meng, ZHANG Tao, ZOU Zhong-mei. A new germacrene-type sesquiterpenoid from Elephantopus tomentosus L.J. Acta Pharmaceutica Sinica, 2023, 58(3): 729-735. DOI: 10.16438/j.0513-4870.2022-1069

白花地胆草中一个新的吉玛烷型倍半萜

A new germacrene-type sesquiterpenoid from Elephantopus tomentosus L.

  • 摘要: 采用硅胶柱色谱、Sephadex LH-20柱色谱、MCI柱色谱及半制备高效液相色谱等技术手段从白花地胆草(Elephantopus tomentosus L.) 全草95%乙醇提取物分离纯化得到15个化合物。依据其理化性质、光谱数据(UV、IR、NMR、MS和CD) 等多种技术鉴定了化合物的结构, 分别为白花地胆草内酯A (1)、柔毛地胆宁(2)、白花地胆草亭(3)、8-O-methacryloylelephanpane (4)、芹菜素(5)、苜蓿素(6)、原儿茶醛(7)、原儿茶酸甲酯(8)、咖啡酸甲酯(9)、咖啡酸乙酯(10)、(+)-(4S)-(2E)-4-羟基-2-壬烯酸(11)、E-4-羟基十六烷-2-烯酸(12)、3-吲哚甲酸(13)、3-吲哚甲醛(14) 和异血红素酸(15)。其中, 化合物1为新化合物, 化合物5~15首次从白花地胆草中分离得到, 并首次报道了化合物2的绝对构型。化合物1对小鼠胃癌细胞(SGC-7901) 具有微弱的细胞毒活性。

     

    Abstract: Fifteen compounds were isolated from the 95% ethanol extract of the whole plant of Elephantopus tomentosus L. by silica gel column chromatography, Sephadex LH-20 column chromatography, MCI column chromatography and semi-preparative HPLC methods. Their structures were identified on the basis of physicochemical properties, and spectral data (UV, IR, NMR, MS and CD) analysis as tomenlephanlide A (1), molephantinin (2), molephantin (3), 8-O-methacryloylelephanpane (4), apigenin (5), tricin (6), 2-phenyl acetamide (7), 3, 4-dihydroxybenzoic acid methyl ester (8), caffeic acid methyl ester (9), caffeic acid ethyl ester (10), (+)-(4S)-(2E)-4-hydroxy-2-nonenoic acid (11), E-4-hydroxyhex-2-enoic acid (12), 1H-indole-3-carboxylic acid (13), 1H-indole-3-carbaldehyde (14) and isohematinic acid (15). Among them, compound 1 is a new germacrene-type sesquiterpenoid, 5-15 were obtained from E. tomentosus L. for the first time. It was the first time the absolute configuration of compound 2 was reported. Compound 1 showed weak cytotoxicity against gastric cancer cells (SGC-7901).

     

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