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1.沈阳药科大学,沈阳 110016
2.中国医学科学院&北京协和医学院 药用植物研究所,北京 100193
Received:28 March 2019,
Published Online:19 July 2019,
Published:05 January 2020
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Shuang LYU, Jia-huan CHEN, Tao ZHANG, et al. Chemical Constituents of Pericarps of
Shuang LYU, Jia-huan CHEN, Tao ZHANG, et al. Chemical Constituents of Pericarps of
目的:
2
研究花椒
Zanthoxylum bungeanum
果皮的化学成分。
方法:
2
将花椒干燥果皮粉碎后用95%乙醇冷浸提取浓缩得到总浸膏,将总浸膏吸附于硅藻土上,依次用不同极性溶剂进行洗脱,浓缩得到相应洗脱部位。对二氯甲烷部位和正丁醇部位分别采用硅胶柱色谱,LH-20型羟丙基葡聚糖凝胶(Sephadex LH-20)凝胶柱色谱,ODS柱色谱,半制备HPLC等方法进行分离纯化,并结合理化性质和多种波谱学方法鉴定其结构。
结果:
2
从花椒果皮二氯甲烷部位和正丁醇部位分离得到14个化合物,分别鉴定为(1
S
,3
S
)-1-甲基-1,2,3,4-四氢-
β
-咔啉-3-羧酸(
1
),(3
S
)-1,2,3,4-四氢-
β
-咔啉-3-羧酸(
2
),芹菜素-7,4′-二甲醚(
3
),芫花素(
4
),淫羊藿次苷F
2
(
5
),breyniaionoside A(
6
),3-甲氧基苯乙醇-4-
O
-
β
-
D
-葡萄糖苷(
7
),3-甲氧基-5-羟基苯-1-
O
-
β
-
D
-葡萄糖苷(
8
),苔黑酚葡萄糖苷(
9
),紫丁香苷(
10
),4-[(3
S
)-3-羟基丁基]-2-甲氧基苯-
β
-
D
-吡喃葡萄糖苷(
11
),(+)-南烛木树脂酚-3a-
O
-
β
-
D
-葡萄糖苷(
12
),2-甲基丙基-6-
O
-
β
-
D
-呋喃芹糖基-
β
-
D
-吡喃葡萄糖苷(
13
)和(
E
)-6-羟基-2,6-二甲基辛-2,7-二烯酸(
14
)。
结论:
2
以上所有化合物均为首次从花椒植物中分离得到,其中化合物
1
~
4,12,14
为首次从花椒属植物中分离得到。
Objective:
2
To study the chemical constituents of pericarps of
Zanthoxylum bungeanum
.
Method:
2
The dried pericarps of
Z
.
bungeanum
were smashed
and then extracted and concentrated in 95%ethanol to obtain the total extract. The total extract was loaded on a silica gel CC
eluted with different polar solvents in sequence
and then concentrated to obtain corresponding parts. The methylene chloride fraction and the
n
-butanol fraction were separated and purified by silica gel column chromatography
Sephadex LH-20 gel column chromatography
ODS column chromatography
semi-preparative HPLC
etc. And their structures were identified based on physicochemical properties and various spectroscopic methods.
Result:
2
Fourteen compounds were isolated from the dichloromethane fraction and the n-butanol fraction of the
Z
.
bungeanum
and identified as(1
S
3
S
)-1-methyl-1
2
3
4-tetrahydro-
β
-carboline-3-carboxylic acid(
1
)
(3
S
)-1
2
3
4-tetrahydro-
β
-carboline-3-carboxylic acid(
2
)
apigenin-7
4′-dimethyl ether(
3
)
genkwanin(
4
)
lcariside F
2
(
5
)
breyniaionoside A(
6
)
3-methoxyphenethyl alcohol-4-
O
-
β
-
D
-glucopynanoside(
7
)
1-
O
-
β
-
D
-glucopyranosyloxy-3-methoxy-5-hydroxybenzene(
8
)
orcinol-
O
-
β
-
D
-glucopyranoside(
9
)
syringin(
10
)
4-[(3
S
)-3-hydroxybutyl]-2-methoxyphenyl-
β
-
D
-glucopyranoside(
11
)
(+ )-lyoniresinol-3a-
O
-
β
-
D
-glucopyranoside(
12
)
2-methylpropanyl-6-
O
-
β
-
D
-apiofuranosyl-
β
-
D
-glucopyranoside(
13
)and(
E
)-6-hydroxy-2
6-dimethylocta-2
7-dienoic acid(
14
).
Conclusion:
2
All compounds were isolated from
Z
.
bungeanum
for the first time
and compounds
1-4
12
and
14
were isolated from this genus for the first time.
孙小文 , 段志兴 . 花椒属药用植物研究进展 [J]. 药学学报 , 1996 , 31 ( 3 ): 231 - 240 .
曾京京 . 我国花椒的栽培起源和地理分布 [J]. 中国农史 , 2000 , 19 ( 4 ): 68 - 75 .
国家药典委员会 . 中华人民共和国药典:一部 [M]. 北京 : 中国医药科技出版社 , 2015 : 159 .
M ZHANG , J WANG , L ZHU , et al . Zanthoxylum bungeanum Maxim. (Rutaceae):A systematic review of its traditional uses,botany,phytochemistry,pharmacology,pharmacokinetics,and toxicology [J]. Int J Mol Sci , 2017 , 18 ( 10 ): 2172 .
王宇 , 巨勇 , 王钊 . 花椒属植物中生物活性成分研究近况 [J]. 中草药 , 2002 , 33 ( 7 ): 666 - 670 .
王锐清 , 郭盛 , 段金廒 , 等 . 花椒果实不同部位及其种子油资源性化学成分分析与评价 [J]. 中国中药杂志 , 2016 , 41 ( 15 ): 2781 - 2789 .
J H CHEN , T ZHANG , Q B ZHANG , et al . Isobutylhydroxyamides from Sichuan pepper and their protective activity on PC12 cells damaged by corticosterone [J]. J Agr Food Chem , 2018 , 66 ( 13 ): 3408 - 3416 .
袁娟丽 , 王四旺 , 崔雪娜 . 花椒挥发油的化学成分分析及体外抑菌活性研究 [J]. 现代生物医学进展 , 2009 , 9 ( 21 ): 4108 - 4112 .
H QI , W X WANG , J L DAI , et al . In vitro anthelmintic activity of Zanthoxylum simulans essential oil against Haemonchus contortus [J]. Vet Parasitol , 2015 , 211 ( 3/4 ): 223 - 227 .
袁娟丽 . 花椒挥发油的抗炎、镇痛作用 [J]. 中药材 , 2010 , 33 ( 5 ): 794 - 797 .
X WANG , R LIU , Y YANG , et al . Isolation,purification and identification of antioxidants in an aqueous aged garlic extract [J]. Food Chem , 2015 , 187 ( 15 ): 37 - 43 .
匡海学 , 杨欣 , 辛萍 , 等 . 西瓜霜抗菌有效部位的化学成分研究 [J]. 中药材 , 2014 , 37 ( 4 ): 621 - 624 .
张成刚 , 卢叶 , 王峥涛 , 等 . 阔刺兔唇花全草的化学成分研究 [J]. 中草药 , 2014 , 45 ( 22 ): 3224 - 3229 .
陈艳琰 , 段金廒 , 唐于平 , 等 . 芫花化学成分研究 [J]. 中草药 , 2013 , 44 ( 4 ): 397 - 402 .
王立波 , 王健伟 , 王策 , 等 . 沙生蜡菊花降脂活性部位的化学成分(Ⅲ) [J]. 中国药物化学杂志 , 2012 , 22 ( 3 ): 220 - 222,226 .
H Morikawa , R Kasai , H Otsuka , et al . Terpenic and phenolic glycosides from leaves of Breynia officinalis Hemsl [J]. Chem Pharm Bull , 2004 , 52 ( 9 ): 1086 - 1090 .
刘岱琳 , 庞发根 , 张雪 , 等 . 密花石豆兰中水溶性酚酸类成分研究 [J]. 药学学报 , 2006 , 41 ( 8 ): 738 - 741 .
M K Sakar , F Petereit , A Nahrstedt . Two phloroglucinol glucosides,flavan gallates and flavonol glycosides from Sedum sediforme flowers [J]. Phytochemistry , 1993 , 33 ( 1 ): 171 - 174 .
张新渐 , 孙艳花 , 王洪云 . 仙茅化学成分的研究 [J]. 中成药 , 2017 , 39 ( 9 ): 1869 - 1872 .
刘锐 , 庾石山 , 裴月湖 . 楹树叶的化学成分 [J]. 中国中药杂志 , 2009 , 34 ( 16 ): 2063 - 2066 .
K Shimoda , T Harada , H Hamada , et al . Biotransformation of raspberry ketone and zingerone by cultured cells of Phytolacca americana [J]. Phytochemistry , 2007 , 68 ( 4 ): 487 - 492 .
B Balázs , G Tóth , H Duddeck , et al . Iridoid and lignan glycosides from Citharexylum spinosum L. [J]. Nat Prod Res , 2006 , 20 ( 2 ): 201 - 205 .
L JIANG , J H Ko , K Yamada , et al . Isolation of some glycosides as aroma precursors in young leaves of Japanese pepper( Xanthoxylum piperitum DC.) [J]. J Agric Food Chem , 2001 , 49 ( 12 ): 5888 - 5894 .
肖同书 , 王琼 , 蒋骊龙 , 等 . 刘寄奴化学成分研究 [J]. 中草药 , 2013 , 44 ( 5 ): 515 - 518 .
孙小文 , 段志兴 . 花椒属药用植物研究进展 [J]. 药学学报 , 1996 , 31 ( 3 ): 231 - 240 .
袁海梅 , 邱露 , 谢贞建 , 等 . 花椒属植物生物碱类成分及其药理活性研究进展 [J]. 中国中药杂志 , 2015 , 40 ( 23 ): 4573 - 4584 .
娄京荣 , 郑重飞 , 李莹 , 等 . 花椒茎的化学成分 [J]. 中国实验方剂学杂志 , 2019 , 25 ( 11 ): 161 - 166 .
刘飞 , 梅国荣 , 卢俊宇 , 等 . GC-MS-AMDIS结合保留指数分析比较花椒与青椒挥发油的组成 [J]. 中国实验方剂学杂志 , 2017 , 23 ( 5 ): 84 - 89 .
M M BAI , W SHI , J M TIAN , et al . Soluble epoxide hydrolase inhibitory and anti-inflammatory components from the leaves of Eucommia ulmoides Oliver(Duzhong) [J]. J Agr Food Chem , 2015 , 63 ( 8 ): 2198 - 2205 .
李敏 , 张冰 , 刘小青 . 苔黑酚葡萄糖苷对L02细胞肝药酶CYP3A的调控作用研究 [J]. 中草药 , 2012 , 43 ( 6 ): 1147 - 1150 .
秦湫红 , 朱爱华 . 抗肿瘤活性筛选及作用机制研究 [J]. 安徽农业科学 , 2018 , 46 ( 14 ): 107 - 108,112 .
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