地榆正丁醇部位化学成分研究
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摘要
目的:研究地榆正丁醇部位的化学成分。方法:运用大孔树脂、Toyopearl HW-40、反相硅胶等柱色谱法对地榆正丁醇部位进行分离纯化,并运用波谱方法对化合物进行结构鉴定。结果:从地榆正丁醇部位中分离并鉴定了13个化合物,分别为:3,4-dihydroxy-5-methoxy-benzoic acid ethyl ester(1)、p-styryl-O-β-D-xylosyl-(1-6)-O-β-D-glucopyranoside(2)、geranyl-1-O-β-D-xylopyranosyl-(1-6)-β-D-glucopyranoside(3)、prunin(4)、confusoside(5)、garbanzol(6)、icariside E4(7)、p-hydroxybenzoic acid(8)、altenuisol(9)、4-(2-propen-1-yl)phenyl-β-D-glucopyranoside(10)、2,7-dimethyl-2,6-octadiene-1,8-diol(11)、1-phenyl-1,2-ethanediol(12)、methyl-3,5-dihydroxy-4-methoxybenzoate(13)。结论:其中,化合物1～7和9～13均为首次从该植物中分离得到。
Objective:To study the chemical constituents of n-butanol extract from Sanguisorba officinalis.Methods:Compounds were isolated from n-butanol extract by chromatographic methods of macroporous resin(D101,HP-20),Toyopearl HW-40 and reversed phase silica gel columns.And structures were identified by spectroscopic evidence.Results:Thirteen compounds were isolated and their structures were elucidated as 3,4-dihydroxy-5-methoxy-benzoic acid ethyl ester(1),p-styryl-O-β-D-xylosyl-(1-6)-O-β-D-glucopyranoside(2),geranyl-1-O-β-D-xylopyranosyl-(1-6)-β-D-glucopyranoside(3),prunin(4),confusoside(5),garbanzol(6),icariside E4(7),p-hydroxybenzoic acid(8),altenuisol(9),4-(2-propen-1-yl)phenyl-β-D-glucopyranoside(10),2,7-dimethyl-2,6-octadiene-1,8-diol(11),1-phenyl-1,2-ethanediol(12),methyl-3,5-dihydroxy-4-methoxybenzoate(13).Conclusion:Compounds 1～7 and 9～13 are isolated from this plant for the first time.
Objective:To study the chemical constituents of n-butanol extract from Sanguisorba officinalis.Methods:Compounds were isolated from n-butanol extract by chromatographic methods of macroporous resin(D101,HP-20),Toyopearl HW-40 and reversed phase silica gel columns.And structures were identified by spectroscopic evidence.Results:Thirteen compounds were isolated and their structures were elucidated as 3,4-dihydroxy-5-methoxy-benzoic acid ethyl ester(1),p-styryl-O-β-D-xylosyl-(1-6)-O-β-D-glucopyranoside(2),geranyl-1-O-β-D-xylopyranosyl-(1-6)-β-D-glucopyranoside(3),prunin(4),confusoside(5),garbanzol(6),icariside E4(7),p-hydroxybenzoic acid(8),altenuisol(9),4-(2-propen-1-yl)phenyl-β-D-glucopyranoside(10),2,7-dimethyl-2,6-octadiene-1,8-diol(11),1-phenyl-1,2-ethanediol(12),methyl-3,5-dihydroxy-4-methoxybenzoate(13).Conclusion:Compounds 1～7 and 9～13 are isolated from this plant for the first time.
引文
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[2] 王泽宇,王丽娜,邱玲,等.地榆中酚酸类化学成分的分离与鉴定[J].中国实验方剂学杂志,2017,23(8):82-85.
[3] Tasaki M,Kamagata Y,Nakamura K,et al.Utilization of methoxylated benzoates and formation of intermediates by Desulfotomaculum thermobenzoicum in the presence or absence of sulfate[J].Archives of Microbiology,1992,157(3):209-212.
[4] Chai YQ,Zhao GH,Wang RJ,et al.Anti-tumor metastatic constituents from Rhodiola wallichiana[J].China Journal of Chinese Materia Medica,2015,40(2):258-263.
[5] Guo W,Sakata K,Watanabe N,et al.Geranyl 6-O-β-D-xylopyranosyl-β-D-glucopyranoside isolated as an aroma precursor from tea leaves for oolong tea[J].Phytochemistry,1993,33(6):1373-1375.
[6] Baek SW,Kim JW.Chemical constituents of Abies koreana leaves with inhibitory activity against nitric oxide production in BV2 microglia cells[J].Natural Product Sciences,2011,17(3):175-180.
[7] Tanaka T,Kawamura K,Kohda H,et al.Glycosides of the leaves of Symplocos spp.(Symplocaceae)[J].Chemical and Pharmaceutical Bulletin,1982,30(7):2421-2423.
[8] 李岗,王召平,仙云霞,等.皂角刺中黄酮类成分及其抗肿瘤活性研究[J].中草药,2016,47(16):2812-2816.
[9] Woo KW,Sang UC,Park JC,et al.A new lignan glycoside from Juniperus rigida[J].Archives of pharmacal research,2011,34(12):2043-2049.
[10] 邵俊杰,彭勇,何春年,等.马尿泡化学成分的分离与鉴定[J].沈阳药科大学学报,2013,30(11):840-845.
[11] 蔡庆秀,赵金浩,王佳莹,等.辣木内生真菌 LM033的分离鉴定及其代谢产物抗植物病原菌活性[J].中国新药杂志,2013,22(18):2168-2173.
[12] 陈秀娟.华石斛化学成分及其生物活性研究[D].海口:海南大学,2013.
[13] Morimoto Y,Iwai T,Nishikawa Y,et al.Stereospecific and biomimetic synthesis of C S and C 2 symmetric 2,5-disubstituted tetrahydrofuran rings as central building blocks of biogenetically intriguing oxasqualenoids[J].Tetrahedron Asymmetry,2002,13(24):2641-2647.
[14] Ali T,Inagaki M,Chai H,et al.Halogenated compounds from directed fermentation of penicillium concentricum,an Endophytic Fungus of the Liverwort Trichocolea tomentella[J].Journal of Natural Products,2017,80(5):1397-1403.
[15] Arisawa M,Hayashi T,Shimizu M,et al.Isolation and cytotoxicity of two new flavonoids from Chrysosplenium grayanum and related flavonols[J].Journal of natural products,1991,54(3):898-901.