益母草化学成分及药理活性研究
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摘要
益母草(Leonurus japonicus Houtt)为唇型科(labiatae)益母草属(Leonurus)植物,主要分布于河南、河北、安徽等地。益母草为传统中药,其药用历史悠久,具有调经、活血调瘀、利尿消肿之功效的。为了进一步阐明益母草发挥其药理活性的药效物质基础,本课题对益母草的水溶性部分进行了系统的化学成分研究。
益母草30%的乙醇/水提取物经大孔吸附树脂柱层析,用乙醇/水为流动相进行梯度洗脱,得到六个洗脱部分。本实验对其中15%与30%两个洗脱部分进行了系统的化学成分分离,采用了多种柱色谱手段分离得到41个单体化合物,并通过理化常数测定、光谱分析对分离得到的化合物进行了结构鉴定,其中8个为新化合物。这41个化合物包括：leonoside C (1*), leonoside D (2*), verbascoside (3), isoacteoside (4),2-(3,4-dihydroxyphenethy)-O-a-L-arabinopyranosyl-(1→2)-α-L-rh amnopyranosyl-(1→3)-6-O-β-D-glucopyranoside (5), lavandulifolioside (6), leonoside E (7*), cistanoside E (8), leonoside F (9*), tyrosol8-O-β-D-glucopyranoside (10), tyrosol (11), phenethyl O-a-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (12),2-(2-hydroxyethyl)-4-methoxybenzoic acid (13),3-hydroxyl-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (14), vanillic acid (15), syringic acid (16), caffeic acid (17),4-hydroxy-2,6-dimethoxyphenol1-O-β-D-glucoside (18),2-(hydroxymethyl) phenol (19), coniferyl alcohol (20), vanillyl alcohol (21),4-formyl-2,6-dimethoxybenzoic acid (22), staphylionoside E (23), citroside A (24), blumenol A (25),9-hydroxymegastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside (26),7α (H),10α-eudesm-4-en-3-one-2β,12-triol (27),7α (H)-eudesmane-4,11(12)-diene-3-one-2β-hydroxy-13-β-D-glucopyranoside (28*), leonurine (29), transtorine (30), N, N, N-trimethyl tryptophan (31), tryptophan (32), adenosine (33),3/4-feruloyl-4/3-syringic glucaric acid (34*),2/5-feruloyl-4/3-syringic glucaric acid (35*),2/5-syringic-4/3-feruloyl glucaric acid (36*), rutin (37),2,6-dimethoxybenzoquinone (38), chlorogenic acid (39),β-sitosterol (40), daucosterol (41)。
在药理活性方面,本实验采用多种药理模型对益母草地上部分的各个提取物和单体进行了活性筛选。结果显示,30%的乙醇/水洗脱部分在剂量为50mg/kg时皮下注射给药对巴豆油致小鼠耳部炎症的抑制率为37.7%；95%乙醇/水洗脱部分对人肝癌细胞、人胃癌细胞、人肺腺癌细胞、人卵巢癌细胞具有细胞毒活性,ICso分别为33.44μg/mL,26.71μg/mL,20.76μg/mL,22.77μg/mL。化合物18在10.5M浓度水平对小鼠腹腔巨噬细胞NO的生成有一定的抑制作用,抑制率为40.0%；化合物1,3,7-9,11,18,23-27,35,37对D-Ga1N引起的肝细胞损伤有保护作用(在浓度1×10.5M时,细胞成活率为36～74%)；化合物8,37对ROT损伤的PC12细胞有保护作用(在浓度1×10-5M时,细胞成活率为107.67和109.04%)。
Leonurus japonicus Houtt.(family labiatae) is distributed in Hebei, Henan, and Anhui Provinces of the People's Republic of China. The dried aerial part of the plant is used as a tradtional Chinese Medicine for regulating menstrual disturbance, invigorating blood circulation, diuretics and dispel edema. In order to clarify the active substance from the Leonurus japonicus Houtt., we carried out the chemical investigation of high-polar fraction of the plant.
The30%(Ⅴ/Ⅴ) extract of the plant was subjected to HP-20macroporous resin using a H2O-EtOH step gradient to give six fractions.15%and30%fractions were further subjected to column chromatography and preparative HPLC to yield41compounds, including8new compounds, were identified on the basis of the physical constants and spectroscopic analysis. The structures of these compounds were characterized as followings:leonoside C (1*), leonoside D (2*), verbascoside (3), isoacteoside (4),2-(3,4-dihydroxyphenethy)-O-a-L-arabinopyranosyl-(1→2)-α-L-rha mnopyranosyl-(1→3)-6-O-β-D-glucopyranoside (5), lavandulifolioside (6), leonoside E (7*), cistanoside E (8), leonoside F (9*), tyrosol8-O-β-D-glucopyranoside (10), tyrosol (11), phenethyl O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (12),2-(2-hydroxyethyl)-4-methoxybenzoic acid (13),3-hydroxyl-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (14), vanillic acid (15), syringic acid (16), caffeic acid (17),4-hydroxy-2,6-dimethoxyphenol1-O-β-D-glucoside (18),2-(hydroxymethyl) phenol (19), coniferyl alcohol (20), vanillyl alcohol (21),4-formyl-2,6-dimethoxybenzoic acid (22), staphylionoside E (23), citroside A (24), blumenol A (25),9-hydroxymegastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside (26),7α (H),10α-eudesm-4-en-3-one-2β,12-triol (27),7α (H)-eudesmane-4,11(12)-diene-3-one-2β-hydroxy-13-β-D-glucopyranoside (28*), leonurine (29), transtorine (30), N, N, N-trimethyl tryptophan (31), tryptophan (32), adenosine (33),3/4-feruloyl-4/3-syringic glucaric acid (34*),2/5-feruloyl-4/3-syringic glucaric acid (35*),2/5-syringic-4/3-feruloyl glucaric acid (36*), rutin (37),2,6-dimethoxybenzoquinone (38), chlorogenic acid (39),β-sitosterol (40), daucosterol (41).
Furthermore, bioacitivities of some fractions and compounds from Leonurus japonicus Houtt. were screened by various pharmaceutical models. The30%(Ⅴ/Ⅴ) extract of Leonurus japonicus Houtt. showed obvious anti-flammatory activity against croton oil-induced rat ear edema with a inhibitory rate of37.7%at50mg/kg;95%fraction showed selective cytotoxicities, with IC50values of33.44μg/mL against Bel-7402,26.71μg/mL against BGC-823,20.76μg/mL against A549and22.77μg/mL against A2780, respectively; compound18displayed inhibitory effects on nitric oxide production by macrophages stimulated with LPS, with inhibitory rate of40.0%, at a concentration of10-5M; compounds1,3,7-9,11,18,23-27,35and37showed hepatoprotective effects against D-galactosamine-induced toxicity in HL-7702Cells, with cell survival rates of36～74%at1×10-5M; compounds8and37exhibited protective effects of compounds against ROT-induced toxicity in PC12Cells with cell survival rates of107.67and109.04%at1×10-5M.
益母草30%的乙醇/水提取物经大孔吸附树脂柱层析,用乙醇/水为流动相进行梯度洗脱,得到六个洗脱部分。本实验对其中15%与30%两个洗脱部分进行了系统的化学成分分离,采用了多种柱色谱手段分离得到41个单体化合物,并通过理化常数测定、光谱分析对分离得到的化合物进行了结构鉴定,其中8个为新化合物。这41个化合物包括：leonoside C (1*), leonoside D (2*), verbascoside (3), isoacteoside (4),2-(3,4-dihydroxyphenethy)-O-a-L-arabinopyranosyl-(1→2)-α-L-rh amnopyranosyl-(1→3)-6-O-β-D-glucopyranoside (5), lavandulifolioside (6), leonoside E (7*), cistanoside E (8), leonoside F (9*), tyrosol8-O-β-D-glucopyranoside (10), tyrosol (11), phenethyl O-a-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (12),2-(2-hydroxyethyl)-4-methoxybenzoic acid (13),3-hydroxyl-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (14), vanillic acid (15), syringic acid (16), caffeic acid (17),4-hydroxy-2,6-dimethoxyphenol1-O-β-D-glucoside (18),2-(hydroxymethyl) phenol (19), coniferyl alcohol (20), vanillyl alcohol (21),4-formyl-2,6-dimethoxybenzoic acid (22), staphylionoside E (23), citroside A (24), blumenol A (25),9-hydroxymegastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside (26),7α (H),10α-eudesm-4-en-3-one-2β,12-triol (27),7α (H)-eudesmane-4,11(12)-diene-3-one-2β-hydroxy-13-β-D-glucopyranoside (28*), leonurine (29), transtorine (30), N, N, N-trimethyl tryptophan (31), tryptophan (32), adenosine (33),3/4-feruloyl-4/3-syringic glucaric acid (34*),2/5-feruloyl-4/3-syringic glucaric acid (35*),2/5-syringic-4/3-feruloyl glucaric acid (36*), rutin (37),2,6-dimethoxybenzoquinone (38), chlorogenic acid (39),β-sitosterol (40), daucosterol (41)。
在药理活性方面,本实验采用多种药理模型对益母草地上部分的各个提取物和单体进行了活性筛选。结果显示,30%的乙醇/水洗脱部分在剂量为50mg/kg时皮下注射给药对巴豆油致小鼠耳部炎症的抑制率为37.7%；95%乙醇/水洗脱部分对人肝癌细胞、人胃癌细胞、人肺腺癌细胞、人卵巢癌细胞具有细胞毒活性,ICso分别为33.44μg/mL,26.71μg/mL,20.76μg/mL,22.77μg/mL。化合物18在10.5M浓度水平对小鼠腹腔巨噬细胞NO的生成有一定的抑制作用,抑制率为40.0%；化合物1,3,7-9,11,18,23-27,35,37对D-Ga1N引起的肝细胞损伤有保护作用(在浓度1×10.5M时,细胞成活率为36～74%)；化合物8,37对ROT损伤的PC12细胞有保护作用(在浓度1×10-5M时,细胞成活率为107.67和109.04%)。
Leonurus japonicus Houtt.(family labiatae) is distributed in Hebei, Henan, and Anhui Provinces of the People's Republic of China. The dried aerial part of the plant is used as a tradtional Chinese Medicine for regulating menstrual disturbance, invigorating blood circulation, diuretics and dispel edema. In order to clarify the active substance from the Leonurus japonicus Houtt., we carried out the chemical investigation of high-polar fraction of the plant.
The30%(Ⅴ/Ⅴ) extract of the plant was subjected to HP-20macroporous resin using a H2O-EtOH step gradient to give six fractions.15%and30%fractions were further subjected to column chromatography and preparative HPLC to yield41compounds, including8new compounds, were identified on the basis of the physical constants and spectroscopic analysis. The structures of these compounds were characterized as followings:leonoside C (1*), leonoside D (2*), verbascoside (3), isoacteoside (4),2-(3,4-dihydroxyphenethy)-O-a-L-arabinopyranosyl-(1→2)-α-L-rha mnopyranosyl-(1→3)-6-O-β-D-glucopyranoside (5), lavandulifolioside (6), leonoside E (7*), cistanoside E (8), leonoside F (9*), tyrosol8-O-β-D-glucopyranoside (10), tyrosol (11), phenethyl O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (12),2-(2-hydroxyethyl)-4-methoxybenzoic acid (13),3-hydroxyl-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (14), vanillic acid (15), syringic acid (16), caffeic acid (17),4-hydroxy-2,6-dimethoxyphenol1-O-β-D-glucoside (18),2-(hydroxymethyl) phenol (19), coniferyl alcohol (20), vanillyl alcohol (21),4-formyl-2,6-dimethoxybenzoic acid (22), staphylionoside E (23), citroside A (24), blumenol A (25),9-hydroxymegastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside (26),7α (H),10α-eudesm-4-en-3-one-2β,12-triol (27),7α (H)-eudesmane-4,11(12)-diene-3-one-2β-hydroxy-13-β-D-glucopyranoside (28*), leonurine (29), transtorine (30), N, N, N-trimethyl tryptophan (31), tryptophan (32), adenosine (33),3/4-feruloyl-4/3-syringic glucaric acid (34*),2/5-feruloyl-4/3-syringic glucaric acid (35*),2/5-syringic-4/3-feruloyl glucaric acid (36*), rutin (37),2,6-dimethoxybenzoquinone (38), chlorogenic acid (39),β-sitosterol (40), daucosterol (41).
Furthermore, bioacitivities of some fractions and compounds from Leonurus japonicus Houtt. were screened by various pharmaceutical models. The30%(Ⅴ/Ⅴ) extract of Leonurus japonicus Houtt. showed obvious anti-flammatory activity against croton oil-induced rat ear edema with a inhibitory rate of37.7%at50mg/kg;95%fraction showed selective cytotoxicities, with IC50values of33.44μg/mL against Bel-7402,26.71μg/mL against BGC-823,20.76μg/mL against A549and22.77μg/mL against A2780, respectively; compound18displayed inhibitory effects on nitric oxide production by macrophages stimulated with LPS, with inhibitory rate of40.0%, at a concentration of10-5M; compounds1,3,7-9,11,18,23-27,35and37showed hepatoprotective effects against D-galactosamine-induced toxicity in HL-7702Cells, with cell survival rates of36～74%at1×10-5M; compounds8and37exhibited protective effects of compounds against ROT-induced toxicity in PC12Cells with cell survival rates of107.67and109.04%at1×10-5M.
引文
[1]Po, M. H., En, S. W., Stellak, M. L., Yuen, M. C., Chi, M.s L., Henry, N. C., Preleoheterin and Leoheterin, two labdane diterpenes from Leonurus Heterophyllus[J]. Phytochemistry.1993,33 (3):639-641.
[2]Georgi Y, P., Peter Y, M., Kitchka, T.19-Hydroxygaleopsin, a labdane diterpenoid from Leonurus Cardiaca[J]. Phytochemistry,1998,47 (1):139-141.
[3]Tasdemir, D., Sticher, O. Further labdane diterpenoids isolated from Leonurus Persicus[J]. J. Nat. Prod.1997,60 (9):874-879.
[4]Savona, G, piozzi, F., Bruno, M., Rodriguez, B. Diterpenoids from leonurus Sibiricus[J]. Phytochemistry.1982,21 (11):2699-2701.
[5]Tasdemir, D., Anthony, DW., Sticher, O. New furanoid and seco-labdanoid diterpene from Leonurus persicus[J].J. Nat. Prod.1996,59 (2):131-134.
[6]Zhang, X., Peng, P. G Two labdanes from Leonurus heterophyllus[J]. Chin. J. Chem.2006,17 (10):1321-1324.
[7]Mitsuru, S., Yoshio, S., Kimiaki, I., Yasuo, F. Studies on the constituents of Leonurus sibiricus L.[J]. Chem. Pharm. Bull.2003,51 (3):341-342.
[8]Romero-Gonzalez, R. R., Avila-Nunnez, J. L., Aubet, L., Alonso-Amelot, M. E. Labdane diterpenes from Leonurus japonicus leaves[J]. Phytochemistry,2006, 67 (10):965-970.
[9]Po, M. H., Lee, C. M., Shang, H. S., Cui, Y. X.,Wong, H. N., Hson, M. Prehispanolone, a labdane diterpene from Leonurus Heterophyllus[J]. phytochemistry,1991,30 (1):354-356
[10]Tasdemir, D., Anthony, D. W., Sticher, O. Detailed 1H- and 13C NMR investigations of some diterpenes from Leonurus persicus[J]. J. Nat. Prod.1995, 58 (10):1543-1554.
[11]Georgi Y, P., Peter Y, M., Benjamin, R., Maria C, Dela, T. A prefuranic labdane diterpene from Leonurus Cardiaca[J]. Phytochemistry,1998,47 (6):1149-1151.
[12]Tasdemir, D., Calis, I., Sticher, O. Labdane diterpenoides from Leonurus persicus[J]. Phytochemistry,1998,49 (1):137-143.
[13]Malakov, P., Papanov, G., Jakupovic, J., Grenz, M., Bohlmann, F. The structure of leocardin, two epimers of a diterpenoid from Leonurus Cardiaca[J]. Phytochemistry,1985,24 (10):2341-2343.
[14]Franco, P., Maurizio, B., Sergio, R., Antonella, M. Structure and biological activity of the furan-diterpenoids from the genera Leonotis and Leonurus[J]. Heterocycles.2007,74:31-52.
[15]Malakov, P. Y., Papanov, G.Y., Tomova, K.N., Rodriguez, B., Delatorre, M. C. An abietane diterpenoid from leonurus marrubiastrum[J]. Phytochemistry,1998, 48(3):557-559.
[16]Tasdemir, D., Scapozza, L., Zerbe, O., Linden, A., Alis, I., Sticher, O. Iridoid glycosides of Leonurus Persicus[J]. J. Nat. Prod.1999,62 (6):811-816.
[17]王金辉,丛悦,李铣,朱洪珍。益母草化学成分的分离与鉴定[J]。中国药物化学杂志。2002,12(3)：146-148.
[18]Calis, I., Easoz, T., Tasdemir, D., Ruedi, P. Two phenypropaniod glycosides from leonurus glaucescens[J]. Phytochemistry,1992,31 (1):357-359.
[19]蔡晓菡,车镇涛,高慧媛,吴斌,吴立军。2D NMR对益母草中的苯乙醇苷类化合物的结构解析[J]。波谱学杂志。2005,22(4)：423-427.
[20]蔡晓菡,车镇涛,吴斌,高慧媛,吴立军。益母草的化学成分[J]。沈阳药科大学学报。2006,23(1)：13-14,21.
[21]张琳,蔡晓菡,高慧媛,孙博航,黄健,吴立军。益母草化学成分的分离与鉴定[J]。沈阳药科大学学报.2009,26(1)：15-18.
[22]Cong, Y., Wang, J. H., Li, X. A new flavonoside from Leonurus heterophyllus[J]. J. Asian. Nat. Prod. Res.2005,7 (3):273-277.
[23]丛悦,王金辉,郭洪仁,李铣。益母草化学成分的分离与鉴定II[J]。中国药物化学杂志。2003,13(6)：349-352.
[24]张娴,彭国平。益母草属化学成分研究进展[J]。天然产物研究与开发。2003,15(2)：162-166.
[25]Morita, H., Lizuka, T., Gonda, A., Itokawa, H., Takeya, K. Cycloleonuripeptides E and F, cyclic nonapeptides from Leonurus Heterophyllus[J]. J. Nat. Prod.2006, 69 (5):839-841.
[26]Kinoshita, K., Tanaka, J., Kuroda, K., Koyama, K., Natori, S., Kinoshita, T. Cycloleonurinin, a cyclic peptide from Leonuri Fructus[J]. Chem. Pharm. Bull. 1991,39(3):712-715.
[27]晁志,周秀佳。益母草类中药的研究概况和进展[J]。中草药。1998,29(6)：414-417.
[28]韦秀芬。缩宫素联合益母草注射液预防产后出血的疗效观察[J]。中国误诊 学杂志。2009,9(31)：7607-7608.
[29]庾艳华。益母草注射液在剖宫产缩宫止血中的临床应用[J]。中国民族民间医药。2009,72.
[30]林建华,林其德,刘兴会,严建英,贺晶,李力,古航,孙丽洲,张建平,于松,马玉燕,牛建民,夏泳,赵三存,李望,王惠兰,王柄顺。阴道分娩中益母草注射液预防产后出血促进子宫收缩的多中心临床研究[J]。实用妇产科杂志。 2009,25(1)：44-47.
[31]马永明,杨东焱,田治峰,翟颂义,丁永辉,卫玉玲。益母草对大鼠在体子宫肌电活动的影响[J]。中国中药杂志。2000,25(6)：364-366.
[32]王永宏,王若光,李春梅,曾润清,易帆。益母草对LPS诱导的子宫平滑肌细胞增殖与凋亡的影响[J]。中国中医药科技。2009,16(2)：114-115.
[33]姜涛,彭晋,宋帮丽。益母草颗粒对中孕大鼠药物流产后子宫复旧的影响[J]。河南中医。2009,29(10)：974-976.
[34]尚立芝,王建人,崔明霞,李牧蔚。益母草对大鼠心肌缺血再灌注损伤影响及机制的实验研究[J]。河南中医学院学报。2007,22(129)：21-23.
[35]尹俊,王鸿利。益母草对心肌缺血大鼠血液流变学及血栓形成的影响[J]。血栓及止血学。2001,7(1)：13-15.
[36]熊莺,杨解人。益母草碱对大鼠急性心肌缺血损伤血管舒缩功能及抗氧化作用的影响[J]。中国实验方剂学杂志。2008,14(7)：34-37.
[37]李发胜,赵钰,刘海日,池晓峰,杨波,燕小梅。益母草多糖对小鼠免疫调节作用的影响[J]。中国中医药科技。2009,16(4)：288-289.
[38]刑沈阳,乔萍,温得中,朱玉琢。益母草提取液对小鼠遗传物质损伤的保护作用及对淋巴细胞功能的增强作用[J]。吉林大学学报(医学版)。2008,34(5)：799-801.
[39]吴妤,李继承,毛连根,董晓巧。中药调控腹膜淋巴孔机制的研究[J]。中国中西医结合杂志。2001,21(9)：677-679.
[40]周静,弓艳君,李兰城,爱民。益母草防治肾功能衰竭的实验研究[J]。内蒙古医学院学报。2009,31(3)：195-197.
[41]许琪,陈慎仁,陈立曙,杨毅华,林粉专。益母草注射液对糖尿病心肌病大鼠细胞凋亡和增殖活性的作用研究[J]。中国实用内科杂志。2006,26(12)： 926-928.
[42]Maimoona, G, Chinwal. Gao, M., Dai, J., Shao, J. In vitro anticancer activities of Leonurus heterpphyllus Sweet[J]. J. Altern. Complem. Med.2003,9 (4): 511-518.
[43]李霞,陈飞虎,袁凤来,陆伟国,吴繁荣,张燕娜,李晓祥。益母草碱对药物流产后子宫的作用研究[J]。中国临床药理学与治疗学。2009,14(5)：481-486.
[44]李万,蔡亚玲。益母草总生物碱的药理实验研究[J]。华中科技大学学报(医学版)。2002,31(2)：168-170.
[45]吕嵘,赵培,章忱,卫洪昌。益母草生物碱对去甲肾上腺素诱导心肌细胞肥大效应的抑制作用[J]。上海中医药杂志。2008,42(3)：69-71.
[46]丛悦,郭敬功,王天晓,李勉,李克,王金辉,李钦。益母草的化学成分及其抗人白血病K562细胞活性研究[J]。中国中药杂志。2009,34(14)：1816-1818.
[47]徐杭民,李志明,韩宝铭,张雄谋。前益母草素对小鼠T、B淋巴细胞的影响[J]。药学学报。1992,27(11)：812-816.
[48]Lee, C. M., Jiang, L. M., Shang, H. S., Hon, P. M., He. Y, Wong, H. N.C. Prehispanolone, a novel platelet activating factor receptor antagonist from leonurus herterophyllus[J]. Br. J.Pharmacol.1991,108:1719-1724.
[1]Flora of China.2000,65 (2).
[2]Ikeda, T., Miyase, T., Ueno, A. Phenylethanoid glycosides from stachys riederi[J]. Natural Medicines (Tokyo, Japan).1994,48 (1):32-38
[3]Kitajima, J., Ishikawa, T., Tanaka, Y., Ono, M., Ito, Y., Nohara, T. Water-soluble constituents of fennel. V. Glycosides of aromatic compounds[J]. Chem. Pharm. Bull.1998,46 (10),1587-1590.
[4]Andary, C., Wylde, R., Laffite, C., Privat, G., Wintemitz, F. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from orobanche rapum-genistae[J].Phytochemistry.1982,21 (5):1123-1127.
[5]Miyase, T., Koizumi A., Ueno, A., Noro, T., Kuroyanagi, M., Fukushima, S., Akiyama, Y. Takemoto, T. Studies on the acyl glycosides from Leucoseptrum japonicum[J].Chem. Pharm. Bull.1982,30 (8):2732-2737.
[6]蔡晓菡,车镇涛,高慧媛,吴斌,吴立军。2D NMR对益母草中的苯乙醇苷类化合物的结构解析[J]。波谱学杂志。2005,22(4)：423-427.
[7]Calis, I., Tasdemir, Ersoz, T., Tasdemir, D., Ruedi, P. Two phenylpropanoid glycosides from Leonurus Glaucescens[J].Phytochemistry,1992,31 (1): 357-359.
[8]Kazuyo, S.; Fumio, H.; Masateru, O.; Yasuyuki, I.; Chikako, M.; Toshihiro, N. Anti-oxidative constituents from Leonurii Herba (Leonurus japonicus)[J]. Food Sci. Technol. Int. Tokyo.1998,4 (4):278-281.
[9]Hirotsugu, Y., Rie, K., Yasunori Y, Koichi, M., Masao, K. Two new glycosides from the whole plants of Glechoma hedercaea L.[J]. Chem. pharm. Bull.2007, 55 (2):346-347.
[10]Yoshikawa, M., Matsuda, H., Morikawa, T., Xie, H. H., Nakamura, S., Muraoka, O. Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosa[J]. Bioorgan. Med. Chem.2006,14: 7468-7475.
[11]Landtag, J., Baumert, A., Degenkolb, T., Schmidt, J., Wray, V, Scheel, D., Strack, D., Rosahl, S. Accumulation of tyrosol glucoside in transgenic potato plants expressing a parsley tyrosine decarboxylase[J]. Phytochemistry.2002,60: 683-689.
[12]Choi, J. H., Lee, D. U. A new citryl glycoside from gastrodia elata and its inhibitory activity on GABA transaminase[J]. Chem. pharm. Bull.2006,54 (12): 1720-1721.
[13]Eiji, K., Miho, N., Mikio, F., Keisuke, K., Yoshiteru, I, Hiroyuki, A. Chemoenzymatic synthesis of naturally occurring phenethyl (1→6)-)-β-D-glucopyranosides[J]. Heterocycles.2005,65 (6):1461-1470.
[14]Ling, Q., Huang, Y., Zhou,Y.Y., Cai, Z. L., Xiong, B., Zhang, Y. H., Ma, L, P., Wang, X., Li, X., Li, J., Shen, J. K. Illudalic acid as a potential LAR inhibitor: synthesis, SAR, and preliminary studies on the mechanism of action[J]. Bioorgan. Med Chem.2008,16:7399-7409.
[15]马志静,赵志娟。秦岭白蜡树化学成分的研究[J]。中国中药杂志。2008,33(16)：1990-1993。
[16]申旭霁,格日力,王金辉。广枣的化学成分[J]。河南大学学报(医学版)。2009,28(3)：196-199.
[17]Goda, Y, Shibuya, M., Sankawa, U., Inhibitors of prostaglandin biosynthesis from Mucuna birdwoodiana[J]. Chem. Pharm. Bull.1987,35 (7):2675-2677.
[18]Michael, N.C., Brian, K., Eric, A. S. Caffeoyltyrosine from green robusta coffee beans[J]. Phytochemistry.1989,28 (7):1989-1990.
[19]Saijo, R., Nonaka, G I., Nishioka, I. Phenol glucoside gallates from mallotus Japonicus[J]Phytochemistry.1989,28 (9):2443-2446.
[20]Troisi, L., Granito, C., Perrone, S., Rosato, F. Synthesis of benzo-fused five- and six-membered heterrocycles by palladium-catalyzed cyclocarbonylation[J]. Tetrahedron Lett.2011,52:4330-4332.
[21]Song, Y N., Shibuya, M., Ebizuka, Y., Sankawa, U. Identification of plant factors inducing virulence expressing in Agrobacterium tumefaciens[J]. Chem. pharm. Bull.1991,39 (9):2347-2350.
[22]Shen, T. Y.; Goldstein, D.; Gingrich, D. M. Neolignan derivatives as platelet[P]. 1992,154. CODEN:PIXXD2; WO:921529; Al:19920917; CAN:118:6965; AN:1993:6965.
[23]Yu, Q., Matsunami, K., Otskau, H., Takeda, Y. Staphylionosides A-K: megastigmane glucosides from the leaves of Staphylea bumalda DC[J]. Chem. Pharm. Bull.2005,53 (7):800-807.
[24]Umehara, K., Hattori, I., Miyase, T., Ueno, A., Hara, S., Kageyama, C. Studies on the constituents of leaves of Citrus unshiu Marcov[J]. Chem. Pharm. Bull. 1988,36 (12):5004-5008.
[25]Li, J., Kadota, S., Kawata, Y., Hattori, M., Cu, G. J., Tamba, T. Constituents of the roots of cynanchum bungei decne, isolation and structures of four new glucosides, Bungeiside-A,-B,-C, and -D[J]. Chem. Pharm. Bull.1992,40 (12): 3133-3137.
[26]Aiko, I., Keiko, Y, Ryoji, K., Kazuo, Y. A sterol with an unusual side chain from anoectochilus koshunensis[J]. Phytochemistry,1994,36 (6):1465-1467.
[27]Hikino, H., Konno, C., Ikeda, Y., Izumi, N., Takemoto, T. Stereoselectivity in microbiological transformation of stereoisomers of a-cyperone and dihydro-a-cyperone with colletotrichum phomoides[J].Chem. Pharm. Bull.1975, 23(6):1231-1240.
[28]Miyase, T., Fukushima, S. Studies on sesquiterpene glycosides from Sonchus oleraceus L.[J]. Chem. Pharm. Bull.1987,35 (7):2869-2874.
[29]Toshio, G, Natsuki, K., Yoshimasa, H. The structure of Leonurine[J]. Te trahedron Lett.1962, (13):545-548.
[30]Suleiman, A. K., Ahmad, A., Dawud, E. E., Asfar, A. S. Transtorine, a new quinoline alkaloid from Ephedra transitoria[J]. J. Nat. Prod.1998.61 (2): 262-263.
[31]胡金锋,沈凤嘉。云南甘草中新生物碱的结构[J]。高等学校化学学报。1995,16(8)：1245-1247.
[32]刘净,于志彬,叶蕴华,周亚伟。马齿苋活性部位化学成分研究[J]。天然产物研究与开发。2007,19：398-399.
[33]Takenaka, M., Yan, X. J., Ono, H., Yoshida, M., Nagata, T., Nakanishi, T. Caffeic acid derivatives in the roots of Yacon[J]. J. Agric. Food Chem.2003,51 (3):793-796.
[34]Maas, M., Petereit, F., Hensel, A. Caffeic acid derivatives from Eupatorium perfoliatum L[J]. Molecules.2009,14:36-45.
[35]Schwaiger, S., Cervellati, R., Seger, C., Ellmerer, E.P., About, N., Renimel, I., Godenir, C., Andre, P., Gafner, F., Stuppner, H. Leontopodic acid—a novel highly substituted glucaric acid derivative from edelweiss and its antioxidative and DNA protecting properties[J]. Tetrahedron,2005,61:4621-4630.
[36]Satake, T., Murakami, T., Saiki, Y., Chen, C. M. Chemical studies on the constituents of Lindsaea javanensis BL., L. japonica (BAK.)DIELS and Tapeinidium pinnatum (CAV.) C. CHR[J]. Chem. Pharm. Bull.1983,31 (11): 3865-3871.
[37]Nakatani N., Kayano S. I., Kikuzaki, H., et al. Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L.)[J].J. Agric. Food. Chem.2000,48 (11):5512-5516.
[2]Georgi Y, P., Peter Y, M., Kitchka, T.19-Hydroxygaleopsin, a labdane diterpenoid from Leonurus Cardiaca[J]. Phytochemistry,1998,47 (1):139-141.
[3]Tasdemir, D., Sticher, O. Further labdane diterpenoids isolated from Leonurus Persicus[J]. J. Nat. Prod.1997,60 (9):874-879.
[4]Savona, G, piozzi, F., Bruno, M., Rodriguez, B. Diterpenoids from leonurus Sibiricus[J]. Phytochemistry.1982,21 (11):2699-2701.
[5]Tasdemir, D., Anthony, DW., Sticher, O. New furanoid and seco-labdanoid diterpene from Leonurus persicus[J].J. Nat. Prod.1996,59 (2):131-134.
[6]Zhang, X., Peng, P. G Two labdanes from Leonurus heterophyllus[J]. Chin. J. Chem.2006,17 (10):1321-1324.
[7]Mitsuru, S., Yoshio, S., Kimiaki, I., Yasuo, F. Studies on the constituents of Leonurus sibiricus L.[J]. Chem. Pharm. Bull.2003,51 (3):341-342.
[8]Romero-Gonzalez, R. R., Avila-Nunnez, J. L., Aubet, L., Alonso-Amelot, M. E. Labdane diterpenes from Leonurus japonicus leaves[J]. Phytochemistry,2006, 67 (10):965-970.
[9]Po, M. H., Lee, C. M., Shang, H. S., Cui, Y. X.,Wong, H. N., Hson, M. Prehispanolone, a labdane diterpene from Leonurus Heterophyllus[J]. phytochemistry,1991,30 (1):354-356
[10]Tasdemir, D., Anthony, D. W., Sticher, O. Detailed 1H- and 13C NMR investigations of some diterpenes from Leonurus persicus[J]. J. Nat. Prod.1995, 58 (10):1543-1554.
[11]Georgi Y, P., Peter Y, M., Benjamin, R., Maria C, Dela, T. A prefuranic labdane diterpene from Leonurus Cardiaca[J]. Phytochemistry,1998,47 (6):1149-1151.
[12]Tasdemir, D., Calis, I., Sticher, O. Labdane diterpenoides from Leonurus persicus[J]. Phytochemistry,1998,49 (1):137-143.
[13]Malakov, P., Papanov, G., Jakupovic, J., Grenz, M., Bohlmann, F. The structure of leocardin, two epimers of a diterpenoid from Leonurus Cardiaca[J]. Phytochemistry,1985,24 (10):2341-2343.
[14]Franco, P., Maurizio, B., Sergio, R., Antonella, M. Structure and biological activity of the furan-diterpenoids from the genera Leonotis and Leonurus[J]. Heterocycles.2007,74:31-52.
[15]Malakov, P. Y., Papanov, G.Y., Tomova, K.N., Rodriguez, B., Delatorre, M. C. An abietane diterpenoid from leonurus marrubiastrum[J]. Phytochemistry,1998, 48(3):557-559.
[16]Tasdemir, D., Scapozza, L., Zerbe, O., Linden, A., Alis, I., Sticher, O. Iridoid glycosides of Leonurus Persicus[J]. J. Nat. Prod.1999,62 (6):811-816.
[17]王金辉,丛悦,李铣,朱洪珍。益母草化学成分的分离与鉴定[J]。中国药物化学杂志。2002,12(3)：146-148.
[18]Calis, I., Easoz, T., Tasdemir, D., Ruedi, P. Two phenypropaniod glycosides from leonurus glaucescens[J]. Phytochemistry,1992,31 (1):357-359.
[19]蔡晓菡,车镇涛,高慧媛,吴斌,吴立军。2D NMR对益母草中的苯乙醇苷类化合物的结构解析[J]。波谱学杂志。2005,22(4)：423-427.
[20]蔡晓菡,车镇涛,吴斌,高慧媛,吴立军。益母草的化学成分[J]。沈阳药科大学学报。2006,23(1)：13-14,21.
[21]张琳,蔡晓菡,高慧媛,孙博航,黄健,吴立军。益母草化学成分的分离与鉴定[J]。沈阳药科大学学报.2009,26(1)：15-18.
[22]Cong, Y., Wang, J. H., Li, X. A new flavonoside from Leonurus heterophyllus[J]. J. Asian. Nat. Prod. Res.2005,7 (3):273-277.
[23]丛悦,王金辉,郭洪仁,李铣。益母草化学成分的分离与鉴定II[J]。中国药物化学杂志。2003,13(6)：349-352.
[24]张娴,彭国平。益母草属化学成分研究进展[J]。天然产物研究与开发。2003,15(2)：162-166.
[25]Morita, H., Lizuka, T., Gonda, A., Itokawa, H., Takeya, K. Cycloleonuripeptides E and F, cyclic nonapeptides from Leonurus Heterophyllus[J]. J. Nat. Prod.2006, 69 (5):839-841.
[26]Kinoshita, K., Tanaka, J., Kuroda, K., Koyama, K., Natori, S., Kinoshita, T. Cycloleonurinin, a cyclic peptide from Leonuri Fructus[J]. Chem. Pharm. Bull. 1991,39(3):712-715.
[27]晁志,周秀佳。益母草类中药的研究概况和进展[J]。中草药。1998,29(6)：414-417.
[28]韦秀芬。缩宫素联合益母草注射液预防产后出血的疗效观察[J]。中国误诊 学杂志。2009,9(31)：7607-7608.
[29]庾艳华。益母草注射液在剖宫产缩宫止血中的临床应用[J]。中国民族民间医药。2009,72.
[30]林建华,林其德,刘兴会,严建英,贺晶,李力,古航,孙丽洲,张建平,于松,马玉燕,牛建民,夏泳,赵三存,李望,王惠兰,王柄顺。阴道分娩中益母草注射液预防产后出血促进子宫收缩的多中心临床研究[J]。实用妇产科杂志。 2009,25(1)：44-47.
[31]马永明,杨东焱,田治峰,翟颂义,丁永辉,卫玉玲。益母草对大鼠在体子宫肌电活动的影响[J]。中国中药杂志。2000,25(6)：364-366.
[32]王永宏,王若光,李春梅,曾润清,易帆。益母草对LPS诱导的子宫平滑肌细胞增殖与凋亡的影响[J]。中国中医药科技。2009,16(2)：114-115.
[33]姜涛,彭晋,宋帮丽。益母草颗粒对中孕大鼠药物流产后子宫复旧的影响[J]。河南中医。2009,29(10)：974-976.
[34]尚立芝,王建人,崔明霞,李牧蔚。益母草对大鼠心肌缺血再灌注损伤影响及机制的实验研究[J]。河南中医学院学报。2007,22(129)：21-23.
[35]尹俊,王鸿利。益母草对心肌缺血大鼠血液流变学及血栓形成的影响[J]。血栓及止血学。2001,7(1)：13-15.
[36]熊莺,杨解人。益母草碱对大鼠急性心肌缺血损伤血管舒缩功能及抗氧化作用的影响[J]。中国实验方剂学杂志。2008,14(7)：34-37.
[37]李发胜,赵钰,刘海日,池晓峰,杨波,燕小梅。益母草多糖对小鼠免疫调节作用的影响[J]。中国中医药科技。2009,16(4)：288-289.
[38]刑沈阳,乔萍,温得中,朱玉琢。益母草提取液对小鼠遗传物质损伤的保护作用及对淋巴细胞功能的增强作用[J]。吉林大学学报(医学版)。2008,34(5)：799-801.
[39]吴妤,李继承,毛连根,董晓巧。中药调控腹膜淋巴孔机制的研究[J]。中国中西医结合杂志。2001,21(9)：677-679.
[40]周静,弓艳君,李兰城,爱民。益母草防治肾功能衰竭的实验研究[J]。内蒙古医学院学报。2009,31(3)：195-197.
[41]许琪,陈慎仁,陈立曙,杨毅华,林粉专。益母草注射液对糖尿病心肌病大鼠细胞凋亡和增殖活性的作用研究[J]。中国实用内科杂志。2006,26(12)： 926-928.
[42]Maimoona, G, Chinwal. Gao, M., Dai, J., Shao, J. In vitro anticancer activities of Leonurus heterpphyllus Sweet[J]. J. Altern. Complem. Med.2003,9 (4): 511-518.
[43]李霞,陈飞虎,袁凤来,陆伟国,吴繁荣,张燕娜,李晓祥。益母草碱对药物流产后子宫的作用研究[J]。中国临床药理学与治疗学。2009,14(5)：481-486.
[44]李万,蔡亚玲。益母草总生物碱的药理实验研究[J]。华中科技大学学报(医学版)。2002,31(2)：168-170.
[45]吕嵘,赵培,章忱,卫洪昌。益母草生物碱对去甲肾上腺素诱导心肌细胞肥大效应的抑制作用[J]。上海中医药杂志。2008,42(3)：69-71.
[46]丛悦,郭敬功,王天晓,李勉,李克,王金辉,李钦。益母草的化学成分及其抗人白血病K562细胞活性研究[J]。中国中药杂志。2009,34(14)：1816-1818.
[47]徐杭民,李志明,韩宝铭,张雄谋。前益母草素对小鼠T、B淋巴细胞的影响[J]。药学学报。1992,27(11)：812-816.
[48]Lee, C. M., Jiang, L. M., Shang, H. S., Hon, P. M., He. Y, Wong, H. N.C. Prehispanolone, a novel platelet activating factor receptor antagonist from leonurus herterophyllus[J]. Br. J.Pharmacol.1991,108:1719-1724.
[1]Flora of China.2000,65 (2).
[2]Ikeda, T., Miyase, T., Ueno, A. Phenylethanoid glycosides from stachys riederi[J]. Natural Medicines (Tokyo, Japan).1994,48 (1):32-38
[3]Kitajima, J., Ishikawa, T., Tanaka, Y., Ono, M., Ito, Y., Nohara, T. Water-soluble constituents of fennel. V. Glycosides of aromatic compounds[J]. Chem. Pharm. Bull.1998,46 (10),1587-1590.
[4]Andary, C., Wylde, R., Laffite, C., Privat, G., Wintemitz, F. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from orobanche rapum-genistae[J].Phytochemistry.1982,21 (5):1123-1127.
[5]Miyase, T., Koizumi A., Ueno, A., Noro, T., Kuroyanagi, M., Fukushima, S., Akiyama, Y. Takemoto, T. Studies on the acyl glycosides from Leucoseptrum japonicum[J].Chem. Pharm. Bull.1982,30 (8):2732-2737.
[6]蔡晓菡,车镇涛,高慧媛,吴斌,吴立军。2D NMR对益母草中的苯乙醇苷类化合物的结构解析[J]。波谱学杂志。2005,22(4)：423-427.
[7]Calis, I., Tasdemir, Ersoz, T., Tasdemir, D., Ruedi, P. Two phenylpropanoid glycosides from Leonurus Glaucescens[J].Phytochemistry,1992,31 (1): 357-359.
[8]Kazuyo, S.; Fumio, H.; Masateru, O.; Yasuyuki, I.; Chikako, M.; Toshihiro, N. Anti-oxidative constituents from Leonurii Herba (Leonurus japonicus)[J]. Food Sci. Technol. Int. Tokyo.1998,4 (4):278-281.
[9]Hirotsugu, Y., Rie, K., Yasunori Y, Koichi, M., Masao, K. Two new glycosides from the whole plants of Glechoma hedercaea L.[J]. Chem. pharm. Bull.2007, 55 (2):346-347.
[10]Yoshikawa, M., Matsuda, H., Morikawa, T., Xie, H. H., Nakamura, S., Muraoka, O. Phenylethanoid oligoglycosides and acylated oligosugars with vasorelaxant activity from Cistanche tubulosa[J]. Bioorgan. Med. Chem.2006,14: 7468-7475.
[11]Landtag, J., Baumert, A., Degenkolb, T., Schmidt, J., Wray, V, Scheel, D., Strack, D., Rosahl, S. Accumulation of tyrosol glucoside in transgenic potato plants expressing a parsley tyrosine decarboxylase[J]. Phytochemistry.2002,60: 683-689.
[12]Choi, J. H., Lee, D. U. A new citryl glycoside from gastrodia elata and its inhibitory activity on GABA transaminase[J]. Chem. pharm. Bull.2006,54 (12): 1720-1721.
[13]Eiji, K., Miho, N., Mikio, F., Keisuke, K., Yoshiteru, I, Hiroyuki, A. Chemoenzymatic synthesis of naturally occurring phenethyl (1→6)-)-β-D-glucopyranosides[J]. Heterocycles.2005,65 (6):1461-1470.
[14]Ling, Q., Huang, Y., Zhou,Y.Y., Cai, Z. L., Xiong, B., Zhang, Y. H., Ma, L, P., Wang, X., Li, X., Li, J., Shen, J. K. Illudalic acid as a potential LAR inhibitor: synthesis, SAR, and preliminary studies on the mechanism of action[J]. Bioorgan. Med Chem.2008,16:7399-7409.
[15]马志静,赵志娟。秦岭白蜡树化学成分的研究[J]。中国中药杂志。2008,33(16)：1990-1993。
[16]申旭霁,格日力,王金辉。广枣的化学成分[J]。河南大学学报(医学版)。2009,28(3)：196-199.
[17]Goda, Y, Shibuya, M., Sankawa, U., Inhibitors of prostaglandin biosynthesis from Mucuna birdwoodiana[J]. Chem. Pharm. Bull.1987,35 (7):2675-2677.
[18]Michael, N.C., Brian, K., Eric, A. S. Caffeoyltyrosine from green robusta coffee beans[J]. Phytochemistry.1989,28 (7):1989-1990.
[19]Saijo, R., Nonaka, G I., Nishioka, I. Phenol glucoside gallates from mallotus Japonicus[J]Phytochemistry.1989,28 (9):2443-2446.
[20]Troisi, L., Granito, C., Perrone, S., Rosato, F. Synthesis of benzo-fused five- and six-membered heterrocycles by palladium-catalyzed cyclocarbonylation[J]. Tetrahedron Lett.2011,52:4330-4332.
[21]Song, Y N., Shibuya, M., Ebizuka, Y., Sankawa, U. Identification of plant factors inducing virulence expressing in Agrobacterium tumefaciens[J]. Chem. pharm. Bull.1991,39 (9):2347-2350.
[22]Shen, T. Y.; Goldstein, D.; Gingrich, D. M. Neolignan derivatives as platelet[P]. 1992,154. CODEN:PIXXD2; WO:921529; Al:19920917; CAN:118:6965; AN:1993:6965.
[23]Yu, Q., Matsunami, K., Otskau, H., Takeda, Y. Staphylionosides A-K: megastigmane glucosides from the leaves of Staphylea bumalda DC[J]. Chem. Pharm. Bull.2005,53 (7):800-807.
[24]Umehara, K., Hattori, I., Miyase, T., Ueno, A., Hara, S., Kageyama, C. Studies on the constituents of leaves of Citrus unshiu Marcov[J]. Chem. Pharm. Bull. 1988,36 (12):5004-5008.
[25]Li, J., Kadota, S., Kawata, Y., Hattori, M., Cu, G. J., Tamba, T. Constituents of the roots of cynanchum bungei decne, isolation and structures of four new glucosides, Bungeiside-A,-B,-C, and -D[J]. Chem. Pharm. Bull.1992,40 (12): 3133-3137.
[26]Aiko, I., Keiko, Y, Ryoji, K., Kazuo, Y. A sterol with an unusual side chain from anoectochilus koshunensis[J]. Phytochemistry,1994,36 (6):1465-1467.
[27]Hikino, H., Konno, C., Ikeda, Y., Izumi, N., Takemoto, T. Stereoselectivity in microbiological transformation of stereoisomers of a-cyperone and dihydro-a-cyperone with colletotrichum phomoides[J].Chem. Pharm. Bull.1975, 23(6):1231-1240.
[28]Miyase, T., Fukushima, S. Studies on sesquiterpene glycosides from Sonchus oleraceus L.[J]. Chem. Pharm. Bull.1987,35 (7):2869-2874.
[29]Toshio, G, Natsuki, K., Yoshimasa, H. The structure of Leonurine[J]. Te trahedron Lett.1962, (13):545-548.
[30]Suleiman, A. K., Ahmad, A., Dawud, E. E., Asfar, A. S. Transtorine, a new quinoline alkaloid from Ephedra transitoria[J]. J. Nat. Prod.1998.61 (2): 262-263.
[31]胡金锋,沈凤嘉。云南甘草中新生物碱的结构[J]。高等学校化学学报。1995,16(8)：1245-1247.
[32]刘净,于志彬,叶蕴华,周亚伟。马齿苋活性部位化学成分研究[J]。天然产物研究与开发。2007,19：398-399.
[33]Takenaka, M., Yan, X. J., Ono, H., Yoshida, M., Nagata, T., Nakanishi, T. Caffeic acid derivatives in the roots of Yacon[J]. J. Agric. Food Chem.2003,51 (3):793-796.
[34]Maas, M., Petereit, F., Hensel, A. Caffeic acid derivatives from Eupatorium perfoliatum L[J]. Molecules.2009,14:36-45.
[35]Schwaiger, S., Cervellati, R., Seger, C., Ellmerer, E.P., About, N., Renimel, I., Godenir, C., Andre, P., Gafner, F., Stuppner, H. Leontopodic acid—a novel highly substituted glucaric acid derivative from edelweiss and its antioxidative and DNA protecting properties[J]. Tetrahedron,2005,61:4621-4630.
[36]Satake, T., Murakami, T., Saiki, Y., Chen, C. M. Chemical studies on the constituents of Lindsaea javanensis BL., L. japonica (BAK.)DIELS and Tapeinidium pinnatum (CAV.) C. CHR[J]. Chem. Pharm. Bull.1983,31 (11): 3865-3871.
[37]Nakatani N., Kayano S. I., Kikuzaki, H., et al. Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L.)[J].J. Agric. Food. Chem.2000,48 (11):5512-5516.