尼泊尔酸模化学成分研究
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摘要
目的研究尼泊尔酸模Rumex nepalensis根的化学成分。方法采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱及半-制备型高效液相色谱等方法进行分离纯化,并通过化合物的波谱数据鉴定其结构。结果从尼泊尔酸模根的醋酸乙酯萃取物中分离鉴定了16个化合物,分别为阿魏酸(1)、7-羟基-5-甲氧基苯酞(2)、2-乙酰基-3,5-二羟基-苯乙酸甲酯(3)、苔色酸甲酯(4)、对羟基肉桂酸甲酯(5)、2-羟基-5-甲基苯乙酮(6)、丁香酸甲酯(7)、2,4-二羟基-6-甲基苯乙酮(8)、对羟基苯乙醇(9)、异香草醛(10)、迷人醇(11)、7-羟基-2,5-二甲基色原酮(12)、3-乙酰基-2-甲基-1,5-二羟基-2,3-环氧基-4-羰基-萘酮(13)、大黄素(14)、大黄酚(15)、大黄素甲醚(16)。结论化合物12和13为首次从尼泊尔酸模中分离得到,1~11均为首次从酸模属植物中分离得到。
Objective To investigate the chemical constituents from the ethyl acetate extracts in the roots of Rumex nepalensis.Methods The compounds were isolated by using various chromatographic techniques,such as silica gel column,Sephadex LH-20 column,and semi-preparative HPLC.The structures of these compounds were determined by spectral data analyses.Results Sixteen compounds were obtained and identified as ferulic acid(1),7-hydroxy-5-methoxyphthalide(2),methyl 2-acetyl-3,5-dihydroxyphenylacetate(3),methylorsellinate(4),methyl p-hydroxycinnamate(5),1-(2-Hydroxy-5-Methyl-phenyl)-ethanon(6),methyl syringate(7),1-(2,4-dihydroxy-6-methylphenyl)-ethanon(8),4-hydroxy-benzeneethanol(9),isovanillin(10),fallacinol(11),7-hydroxy-2-methyl-5-methylchromone(12),3-acetyl-2-methyl-l,5-dihydroxy-2,3-epoxynaphthoquinol(13),emodin(14),chrysophanol(15),and physcion(16).Conclusion Compounds 12 and 13 are isolated from this plant for the first time,and compounds 1—11 are firstly isolated from the plants of Rumex L..
Objective To investigate the chemical constituents from the ethyl acetate extracts in the roots of Rumex nepalensis.Methods The compounds were isolated by using various chromatographic techniques,such as silica gel column,Sephadex LH-20 column,and semi-preparative HPLC.The structures of these compounds were determined by spectral data analyses.Results Sixteen compounds were obtained and identified as ferulic acid(1),7-hydroxy-5-methoxyphthalide(2),methyl 2-acetyl-3,5-dihydroxyphenylacetate(3),methylorsellinate(4),methyl p-hydroxycinnamate(5),1-(2-Hydroxy-5-Methyl-phenyl)-ethanon(6),methyl syringate(7),1-(2,4-dihydroxy-6-methylphenyl)-ethanon(8),4-hydroxy-benzeneethanol(9),isovanillin(10),fallacinol(11),7-hydroxy-2-methyl-5-methylchromone(12),3-acetyl-2-methyl-l,5-dihydroxy-2,3-epoxynaphthoquinol(13),emodin(14),chrysophanol(15),and physcion(16).Conclusion Compounds 12 and 13 are isolated from this plant for the first time,and compounds 1—11 are firstly isolated from the plants of Rumex L..
引文
[1]中国科学院《中国植物志》编辑委员会.中国植物志(第25卷)[M].北京:科学出版社,1998.
[2]江苏省植物研究所.新华本草纲要.(第三册)[M].上海:上海科学技术出版社,1990.
[3]Raju G,Kailas V K,Kamlesh K B,et al.Anti-inflammatory,cyclooxygenase(COX)-2,COX-1inhibitory,and free radical scavenging effects of Rumex nepalensis[J].Planta Med,2010,76(14):1564-1569.
[4]Lopamudra G,Jiaur R G,Sanghamitra S,et al.Antibacterial efficacy of Rumex nepalensis Spreng roots[J].Phytother Res,2003,17(5):558-559.
[5]康文艺,刘瑜新,宋艳丽,等.尼泊尔酸模α-葡萄糖苷酶抑制活性及抗菌活性研究[J].中成药,2010,32(7):1249-1251.
[6]Ghosh L,Arunachalam G,Murugesan T,et al.Studies on the psychopharma-cological activities of Rumex nepalensis Spreng root extract in rats and mice[J].Phytomedicine,2002,9(3):202-206.
[7]Ghosh L,Gayen J R,Murugesan T,et al.Evaluation of purgative activity of roots of Rumex nepalensis[J].Fitoterapia,2003,74(4):372-374.
[8]Kerem Z,Regev S G,Flaishman M A.Chemical constituents from Rumex bucephalorus[J].J Nat Prod,2003,66(9):1270-1271.
[9]Mei R Q,Liang H X,Wang J F,et al.New Seco-anthraquinone glucosides from Rumex nepalensis[J].Planta Med,2009,75(10):1162-1164.
[10]张莉,阿依别克,马力克.糙叶酸模化学成分研究[J].中草药,2006,37(6):829-830.
[11]Suri J L,Dhar K L,Atal C K.Chemical components of Rumex nepalensis Spreng[J].J Indian Chem Soc,1976,53(10):1158-1159.
[12]Khetwal K S,Manral K,Pathak R P.Constituents of the aerial parts of Rumex nepalensis Spreng[J].Indian Drugs,1987,24(7):328-329.
[13]汪念,朱斌,绳慧峰,等.尼泊尔酸模的化学成分[J].中国实验方剂学杂志,2011,17(19):132-135.
[14]王莉,旺姆,桑姆.尼泊尔酸模根中活性蛋白——凝集素特性初探[J].中国野生植物资源,2004,23(4):48.
[15]Hans A,Reiner W,Ivan A M.Lignans and other constituents from Carissa edulis[J].Phytochemistry,1983,22(3):749-753.
[16]李丽,鲍官虎.冻绿茎部化学成分的研究[J].天然产物研究与开发,2013,25(11):1519-1522.
[17]Gouri B V,Majekodunmi O F,Ruchi G M.Production of phenylacetic acid derivatives and 4-epiradicinol in culture by Curvularia lunata[J].Phytochemistry,2006,67(17):1925-1930.
[18]元超,吴长生,李刚,等.金丝带缩酚酸类化学成分研究[J].西北植物学报,2013,33(9):1478-1480.
[19]Yong S K,Chang M K.Antioxidant constituents from the stem of Sorghum bicolor[J].Arch Pharm Res,2003,26(7):535-539.
[20]Seidel J L,Epstein W W,Davidson D W.Neotropical ant gardens I.chemical constituents[J].J Chem Ecol,1990,16(6):1791-1816.
[21]Tan J J,Jiang S H,Zhu D Y.Studies on the chemical constituents of Pleurospermum lindleyanum[J].Nat Prod Res Dev,2005,17(3):267-271.
[22]Yu T W,Shen Y M,Robert M,et al.Engineered biosynthesis of novel polyketides from streptomyces spore pigment polyketide synthases[J].J Am Chem Soc,1998,120(31):7749-7760.
[23]Liu F F,Li G H,Yang Z S.Two new sesquiterpenes from the fungus Stereum sp[J].Helv Chim Acta,2010,93(9):1737-1741.
[24]苑艳光,王录全,吴立军,等.刺五加茎的化学成分[J].沈阳药科大学学报,2002,19(5):325-327.
[25]Wang W L,Zhu H W,Zhu W M,et al.Two new cytotoxic quinine type compounds from the halotolerant fungus Aspergillus variecolor[J].J Antibiot,2007,60(10):603-607.
[26]元超,李刚,吴长生,等.地衣内生菌Myxotrichum sp.的代谢产物的研究[J].天然产物研究与开发,2014,26(4):513-516.
[27]Nishina A,Suzuki H.Naphthoquinone derivative of Rumex japonicus and Rheum as microbicide for food[J].Jpn Kokai Tokkyo Koho,1993,4(9):17.
[2]江苏省植物研究所.新华本草纲要.(第三册)[M].上海:上海科学技术出版社,1990.
[3]Raju G,Kailas V K,Kamlesh K B,et al.Anti-inflammatory,cyclooxygenase(COX)-2,COX-1inhibitory,and free radical scavenging effects of Rumex nepalensis[J].Planta Med,2010,76(14):1564-1569.
[4]Lopamudra G,Jiaur R G,Sanghamitra S,et al.Antibacterial efficacy of Rumex nepalensis Spreng roots[J].Phytother Res,2003,17(5):558-559.
[5]康文艺,刘瑜新,宋艳丽,等.尼泊尔酸模α-葡萄糖苷酶抑制活性及抗菌活性研究[J].中成药,2010,32(7):1249-1251.
[6]Ghosh L,Arunachalam G,Murugesan T,et al.Studies on the psychopharma-cological activities of Rumex nepalensis Spreng root extract in rats and mice[J].Phytomedicine,2002,9(3):202-206.
[7]Ghosh L,Gayen J R,Murugesan T,et al.Evaluation of purgative activity of roots of Rumex nepalensis[J].Fitoterapia,2003,74(4):372-374.
[8]Kerem Z,Regev S G,Flaishman M A.Chemical constituents from Rumex bucephalorus[J].J Nat Prod,2003,66(9):1270-1271.
[9]Mei R Q,Liang H X,Wang J F,et al.New Seco-anthraquinone glucosides from Rumex nepalensis[J].Planta Med,2009,75(10):1162-1164.
[10]张莉,阿依别克,马力克.糙叶酸模化学成分研究[J].中草药,2006,37(6):829-830.
[11]Suri J L,Dhar K L,Atal C K.Chemical components of Rumex nepalensis Spreng[J].J Indian Chem Soc,1976,53(10):1158-1159.
[12]Khetwal K S,Manral K,Pathak R P.Constituents of the aerial parts of Rumex nepalensis Spreng[J].Indian Drugs,1987,24(7):328-329.
[13]汪念,朱斌,绳慧峰,等.尼泊尔酸模的化学成分[J].中国实验方剂学杂志,2011,17(19):132-135.
[14]王莉,旺姆,桑姆.尼泊尔酸模根中活性蛋白——凝集素特性初探[J].中国野生植物资源,2004,23(4):48.
[15]Hans A,Reiner W,Ivan A M.Lignans and other constituents from Carissa edulis[J].Phytochemistry,1983,22(3):749-753.
[16]李丽,鲍官虎.冻绿茎部化学成分的研究[J].天然产物研究与开发,2013,25(11):1519-1522.
[17]Gouri B V,Majekodunmi O F,Ruchi G M.Production of phenylacetic acid derivatives and 4-epiradicinol in culture by Curvularia lunata[J].Phytochemistry,2006,67(17):1925-1930.
[18]元超,吴长生,李刚,等.金丝带缩酚酸类化学成分研究[J].西北植物学报,2013,33(9):1478-1480.
[19]Yong S K,Chang M K.Antioxidant constituents from the stem of Sorghum bicolor[J].Arch Pharm Res,2003,26(7):535-539.
[20]Seidel J L,Epstein W W,Davidson D W.Neotropical ant gardens I.chemical constituents[J].J Chem Ecol,1990,16(6):1791-1816.
[21]Tan J J,Jiang S H,Zhu D Y.Studies on the chemical constituents of Pleurospermum lindleyanum[J].Nat Prod Res Dev,2005,17(3):267-271.
[22]Yu T W,Shen Y M,Robert M,et al.Engineered biosynthesis of novel polyketides from streptomyces spore pigment polyketide synthases[J].J Am Chem Soc,1998,120(31):7749-7760.
[23]Liu F F,Li G H,Yang Z S.Two new sesquiterpenes from the fungus Stereum sp[J].Helv Chim Acta,2010,93(9):1737-1741.
[24]苑艳光,王录全,吴立军,等.刺五加茎的化学成分[J].沈阳药科大学学报,2002,19(5):325-327.
[25]Wang W L,Zhu H W,Zhu W M,et al.Two new cytotoxic quinine type compounds from the halotolerant fungus Aspergillus variecolor[J].J Antibiot,2007,60(10):603-607.
[26]元超,李刚,吴长生,等.地衣内生菌Myxotrichum sp.的代谢产物的研究[J].天然产物研究与开发,2014,26(4):513-516.
[27]Nishina A,Suzuki H.Naphthoquinone derivative of Rumex japonicus and Rheum as microbicide for food[J].Jpn Kokai Tokkyo Koho,1993,4(9):17.