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1.通化师范学院,吉林 通化 134002;
2.沈阳药科大学,沈阳 110016
秦汝兰,博士,副教授,从事中药化学成分与药效学研究,E-mail:qrl_1949@163.com
路金才,博士,教授,博士生导师,从事中药资源开发与利用及质量评价研究,Tel:024-23986500,E-mail:jincailu@126.com
收稿日期:2019-02-26,
网络出版日期:2019-06-17,
纸质出版日期:2019-11-05
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秦汝兰, 吕重宁, 于洋, 等. 兴安升麻中酚酸类化学成分的分离与鉴定[J]. 中国实验方剂学杂志, 2019,25(21):112-117.
Ru-lan QIN, Chong-ning LYU, Yang YU, et al. Isolation and Identification of Chemical Constituents of Phenolic Acid from Cimicifuga dahurica[J]. Chinese journal of experimental traditional medical formulae, 2019, 25(21): 112-117.
秦汝兰, 吕重宁, 于洋, 等. 兴安升麻中酚酸类化学成分的分离与鉴定[J]. 中国实验方剂学杂志, 2019,25(21):112-117. DOI: 10.13422/j.cnki.syfjx.20191917.
Ru-lan QIN, Chong-ning LYU, Yang YU, et al. Isolation and Identification of Chemical Constituents of Phenolic Acid from Cimicifuga dahurica[J]. Chinese journal of experimental traditional medical formulae, 2019, 25(21): 112-117. DOI: 10.13422/j.cnki.syfjx.20191917.
目的:
2
毛茛科(Ranunculaceae)兴安升麻(
Cimicifuga dahurica
)具有多种药用功效,目前对其皂苷类成分研究比较深入,但有关酚酸类成分的系统研究报道甚少,为明确兴安升麻中的酚酸类成分,对兴安升麻药材进行分离,并对所得化合物进行结构鉴定,以期为兴安升麻药材资源的进一步开发利用及质量控制提供依据。
方法:
2
兴安升麻根茎16 kg,采用70%乙醇加热回流提取3次,减压回收溶剂成浸膏。浸膏加适量的水混匀后,依次用石油醚、乙酸乙酯、正丁醇进行萃取。乙酸乙酯和水层萃取物经大孔树脂,硅胶,十八烷基硅烷键合硅胶(ODS),LH-20型羟丙基葡聚糖凝胶(Sephadex LH-20)柱色谱,Pre-HPLC,重结晶等分离手段进行分离纯化,并通过理化性质,核磁共振(NMR)技术等对所得化合物进行结构鉴定。
结果:
2
从兴安升麻的乙酸乙酯和水层部位分离得到15个化合物,分别为升麻酸G(1),2-咖啡酰番石榴酸(2),升麻酸A(3),升麻酸B(4),咖啡酸3-
O
-
β
-
D
-葡萄糖苷(5),升麻酸E(6),升麻酸F(7),反式-阿魏酸-4-
O
-
β
-
D
-葡萄糖苷(8),carboxymethyl isoferulate(9),3,4-二甲氧基肉桂酸(10),阿魏酸乙酯(11),咖啡酸葡萄糖酯苷(12),shomaside A (13),异阿魏酸(14),咖啡酸(15)。
结论:
2
化合物1~7,9~10,13为首次从兴安升麻中分离得到。
Objective:
2
Cimicifuga dahurica
(Ranunculaceae) has many bioactivities. Although there have been intensive studies for saponin constituents at present
only a few studies have focused on for chemical constituents of phenolic acid. To define the phenolic acid constituents
C
.
dahurica
was separated
and the structures of the compounds were identified
in the expectation of providing a basis for its further development
utilization and quality control.
Method:
2
A total of 16 kg rhizome of
C
.
dahurica
was extracted with 70%ethanol for three times by heating reflux. These 3 extracts were decompressed and concentrated
and then dissolved in water. Then the solvent was successively extracted with petroleum ether
ethyl acetate(EtOAc) and
n
-butanol(BuOH). The components of EtOAc and water extract were isolated and purified by macroporous
silica gel
ODS
Sephadex LH-20 column chromatography
preparative HPLC and recrystallization
and the structures were identified by nuclear magnetic resonance(NMR) and physicochemical analysis etc.
Result:
2
Fifteen compounds were isolated from the ethyl acetate and water fractions
and identified as cimicifugic G (1)
2-caffeoyl piscidic acid (2)
cimicifugic A (3)
cimicifugic B (4)
caffeic acid 3-
O
-
β
-
D
-glucopyranoside (5)
cimicifugic E (6)
cimicifugic F (7)
trans
-ferulic acid 4-
O
-
β
-
D
-glucopyranoside (8)
carboxymethyl isoferulate (9)
3
4-dimethoxycinnamic acid (10)
ethyl ferulate (11)
caffeic ester glucoside (12)
shomaside A (13)
isoferulic acid (14)
caffeic acid (15).
Conclusion:
2
Compounds 1-7
9-10
13 were isolated from the plant for the first time.
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