黄药大头茶茎中1个新的酚苷
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摘要
目的研究黄药大头茶Gordoniachrysandra茎的化学成分。方法利用硅胶、MPLC柱色谱、高效制备液相色谱等色谱方法进行分离纯化,根据理化常数测定及波谱数据分析鉴定化合物结构。结果从黄药大头茶茎中分离得到5个化合物,分别鉴定为3,4-二甲氧基苯酚1-O-β-D-[6-O-(4-羟基-3,5-二甲氧基苯甲酰基)]-吡喃葡萄糖苷(1)、3,4,5-三甲氧基苯基-6-O-香草酰基-β-D-葡萄糖苷(2)、2α,3β,19α-三羟基齐墩果-12-烯-23,28-二羧酸(3)、白桦酸(4)、3-O-β-D-半乳糖基-(1→2)-[β-D-葡萄糖基-(1→2)-α-L-阿拉伯糖基-(1→3)]-β-D-葡萄糖醛酸基-3β,16α,22α,28-四羟基-22-O-巴豆酰氧基-齐墩果-12-烯-23-醛(5)。结论化合物1为新化合物,命名为黄药大头茶苷A,化合物3～5为首次从黄药大头茶中分离得到。
Objective To study the chemical constituents of the stems of Gordonia chrysandra. Methods The chemical constituents were isolated and purified by column chromatography on silica gel, MPLC and PHPLC. Their structures were elucidated on the basis of physicochemical properties and special analysis. Results Five compounds were isolated from the stems of G. chrysandra and elucidated as 3,4-dimethoxyphenol 1-O-β-D-[6-O-(4-hydroxy-3,5-dimethoxylbenzoate)-glucopyranoside(1), 3,4,5-trimethoxyphenyl-6-O-vanilloyl-β-D-glucoside(2), 2α,3β,19α-trihydroxyolean-12-en-23,28-dioic acid(3), betulinic acid(4), 3-O-β-D-galactopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-(1→3)]-β-D-glucuronopyranosyl-3β,16α,22α,28-tetrahydroxy-22-O-tigloyloxy-olean-12-ene-23-al(5). Conclusion Compound 1 is a new compound named chrysandroside A, and compounds 3—5 are isolated from this plant for the first time.
Objective To study the chemical constituents of the stems of Gordonia chrysandra. Methods The chemical constituents were isolated and purified by column chromatography on silica gel, MPLC and PHPLC. Their structures were elucidated on the basis of physicochemical properties and special analysis. Results Five compounds were isolated from the stems of G. chrysandra and elucidated as 3,4-dimethoxyphenol 1-O-β-D-[6-O-(4-hydroxy-3,5-dimethoxylbenzoate)-glucopyranoside(1), 3,4,5-trimethoxyphenyl-6-O-vanilloyl-β-D-glucoside(2), 2α,3β,19α-trihydroxyolean-12-en-23,28-dioic acid(3), betulinic acid(4), 3-O-β-D-galactopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-(1→3)]-β-D-glucuronopyranosyl-3β,16α,22α,28-tetrahydroxy-22-O-tigloyloxy-olean-12-ene-23-al(5). Conclusion Compound 1 is a new compound named chrysandroside A, and compounds 3—5 are isolated from this plant for the first time.
引文
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[2]王坤.黄药大头茶的化学成分及生物活性研究[D].北京:中国协和医科大学,2008.
[3]Yu L,Yang J Z,Chen X G,et al.Cytotoxic triterpenoid glycosides from the roots of Gordonia chrysandra[J].JNat Prod,2009,72(5):866-870.
[4]Wang K,Yang J Z,Zuo L,et al.Two new flavanonol glycosides from Gordonia chrysandra[J].Chin Chem Lett,2008,19(1):61-64.
[5]于磊,张东明,石建功.黄药大头茶的化学成分研究[A]//第七届全国天然有机化学学术研讨会论文集[C].成都:中国化学会,2008.
[6]于磊,付辉政,李创军,等.黄药大头茶化学成分研究(II)[A]//中国化学会第八届天然有机化学学术研讨会论文集[C].济南:中国化学会,2010.
[7]张艳玲,甘茂罗,李帅,等.大叶水团花茎枝的化学成分研究[J].中国中药杂志,2010,35(10):1261-1271.
[8]Hiltunen E,Pakkanen T T,Alvila L.Phenolic compounds in silver birch(Betula pendula Roth)wood[J].Holzforschung,2006,60(5):519-527.
[9]张旭,蒋丹,王娟,等.茅莓根化学成分研究[J].中国药学杂志,2016,51(23):1999-2004.
[10]张嫩玲,胡江苗,刘玉清,等.毛叶合欢的化学成分[J].中草药,2010,41(7):1075-1078.
[11]Yoshikawa M,Murakami T,Yoshizumi S,et al.Bioactive saponins and glycosides.V.Acylated polyhydroxyolean-12-ene triterpene oligoglycosides,camelliasaponins A1,A2,B1,B2,C1,and C2,from the seeds of Camellia japonica L.:Structures and inhibitory activity on alcohol absorption[J].Chem Pharm Bull,1996,44(10):1899-1907.