Chemical Constituents of Benzoinum and Its Anti-tumor Activities in Vitro

Li ZHANG; Qing ZHANG; Qiu-ming LIANG; Fei-fei WANG; Ming-hua XIAN; Feng WANG

doi:10.13422/j.cnki.syfjx.20200415

您当前的位置：

首页 >

文章列表页 >

Chemical Constituents of Benzoinum and Its Anti-tumor Activities in Vitro

Resource and Quality Evaluation | 更新时间：2021-02-09

- Chemical Constituents of Benzoinum and Its Anti-tumor Activities in Vitro
- Chinese Journal of Experimental Traditional Medical Formulae Vol. 26, Issue 4, Pages: 191-197(2020)
- 作者机构：
  
  1.广东药科大学　中药学院，广州　 510006
  2.国家中医药管理局　中药数字化质量评价技术重点研究室，广州　 510006
  3.广东高校中药质量工程技术研究中心，广州　 510006
- 作者简介：
- 基金信息：
- DOI：10.13422/j.cnki.syfjx.20200415
  CLC： R284.2; R289; R22; R2-031
- Received：08 August 2019，
  
  Published Online：08 November 2019，
  
  Published：20 February 2020
- 稿件说明：
移动端阅览
Li ZHANG, Qing ZHANG, Qiu-ming LIANG, et al. Chemical Constituents of Benzoinum and Its Anti-tumor Activities in Vitro[J]. Chinese journal of experimental traditional medical formulae, 2020, 26(4): 191-197.
DOI：

Li ZHANG, Qing ZHANG, Qiu-ming LIANG, et al. Chemical Constituents of Benzoinum and Its Anti-tumor Activities in Vitro[J]. Chinese journal of experimental traditional medical formulae, 2020, 26(4): 191-197. DOI： 10.13422/j.cnki.syfjx.20200415.

摘要

目的：

对安息香化学成分进行体外抗肿瘤细胞的药效筛选，以明确安息香抗肿瘤的物质基础。

方法：

运用硅胶柱色谱、中压液相制备色谱、制备液相色谱等技术对安息香的95%乙醇提取物进行了系统的分离，根据理化性质和波谱数据鉴定化合物的结构；通过体外人肝癌细胞(HepG2)，人肺癌细胞(A549)，人宫颈癌细胞(HeLa)，人乳腺癌细胞(MCF-7)，人前列腺癌细胞(PC-3)筛选化合物抗肿瘤活性。

结果：

从安息香醇提取物中分离得到15个化合物，分别鉴定为myricadiol(

)，3-keto-oleanonic acid(

)，(4

)-1，5-

bis

(4-hydroxyphenyl)-1-methoxy-2-(methoxy-methyl)-4-pentene(

和

)，(

-coumaryl alcohol

-methyl ether(

)，芝麻素(

)，5-(3″-benzoyloxypropyl)-7-methoxy-2-(3′，4′-methylenedioxy phenyl)-benzofuran(

)，邻苯二甲酸二丁酯(

)，香草酸甲酯(

)，对羟基苯甲醛(

)，对羟基苯乙酮(

)，香草乙酮(

)，3-oxo-olean-11，13(18)-dien-28，19

-olide(

)，香草醛(

)，苯甲酸(

)，逞罗树脂酸(

)。其中，化合物

～

为首次从安息香中分离得到。部分化合物有一定的抗肿瘤活性，其中化合物

和

抗肿瘤活性最为显著，对5种肿瘤细胞都有显著的抑制作用，显著优于阳性药顺铂。

结论：

安息香中萜类化合物在抗肿瘤药物的开发、应用上具有良好发展前景。

Abstract

Objective:

To identify the active anti-tumor constituents of Benzoinum according to observation of the anti-tumor effect of chemical constituents from Benzoinum

in vitro

Method:

The 95%ethanol extract of Benzoinum was systematically separated by silica gel column chromatography

medium pressure liquid preparation chromatography and preparation liquid chromatography

and their structures were identified by physicochemical property and spectral data. Anti-tumor activities of the compounds of Benzoinum were screened by

in vitro

cells including human hepatoma cells in vitro (HepG2)

human lung cancer cells (A549)

human cervical cancer cells (HeLa)

human breast cancer cells (MCF-7) and human prostate cancer cells (PC-3).

Result:

Fifteen compounds were isolated from Benzoinum and identified as myricadiol(

)

3-keto-oleanonic acid(

)

)-1

bis

(4-hydroxyphenyl)-1-methoxy-2-(methoxy-methyl)-4-pentene(

and

)

(

-coumaryl alcohol

-methyl ether(

)

sesamin(

)

5-(3″benzoyloxypropyl)-7-methoxy-2-(3′

4′-methylenedioxy phenyl)-benzofuran(

)

dibutyl phthalate(

)

methyl 4-hydroxy-3-methoxybenzoate(

)

-hydroxybenzaldehyde(

)

-hydroxyacetophenone(

)

acetovanillone(

)

3-oxo-olean-11

13(18)-dien-28

-olide(

)

vanillin(

)

benzoic acid(

)

and siaresinolic acid(

). Compounds

were isolated from the resin of

Styrax tonkinensis

for the first time. A part of these compounds had good anti-tumor activities. Among them

compound

showed a strongest activity.

Conclusion:

The chemical constituents of Benzoinum have good prospects for the development and application of anti-tumor drugs.

关键词

Keywords

references

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 ： 148 .

李因刚，柳新红，赵勋，等．越南安息香不同分布区的群落特征 [J]．林业科学研究， 2011 ， 24 ( 4 )： 500 - 504 .

王峰．安息香和乳香化学成分及抗肿瘤活性研究 [D]．沈阳：沈阳药科大学， 2007 .

王一波．安息香化学成分分离与鉴定 [D]．广州：广东药科大学， 2015 .

雷玲，王强，白筱璐，等．安息香的抗炎解热作用研究 [J]．中药药理与临床， 2012 ， 28 ( 2 )： 110 - 111 .

黄萍，夏厚林，贾芳，等．安息香配伍合成冰片对小鼠脑缺血缺氧及血脑屏障通透性的影响 [J]．中药药理与临床， 2013 ， 29 ( 5 )： 75 - 78 .

谢予朋，李阳，孙晓迪．安息香提取物对损伤内皮细胞中乳酸脱氢酶、肿瘤坏死因子及白细胞介素-8活性的影响 [J]．中医药导报， 2014 ， 20 ( 1 )： 6 - 7，10 .

王一波，陈欢，王淑美，等．中药安息香药理作用研究进展 [J]．亚太传统医药， 2015 ， 11 ( 3 )： 48 - 49 .

F WANG ， H M HUA ， Y H PEI ， et al . Triterpenoids from the resin of Styrax tonkinensis and their antiproliferative and differentiation effects in human leukemia HL-60 cells [J]． J Nat Prod ， 2006 ， 69 ( 5 )： 807 - 810 .

余昕，周洁，欧丽兰，等．美洲大蠊不同提取物及不同提取方法对肿瘤细胞的细胞毒性作用 [J]．中国实验方剂学杂志， 2016 ， 22 ( 15 )： 153 - 156 .

张瑛，袁怡，崔保松，等．宽苞水柏枝醋酸乙酯部位化学成分 [J]．中国中药杂志， 2011 ， 36 ( 8 )： 1019 - 1023 .

F A Abbas ， S M Almassarany ， S Khan ， et al . Phytochemical and biological studies on Saudi Commiphora opobalsamum L． [J]． Nat Prod Res ， 2007 ， 21 ( 5 )： 383 - 391 .

T N Ly ， M Shimoyamada ， K Kato ， et al . Isolation and characterization of some antioxidative compounds from the rhizomes of smaller galanga( Alpinia officinarum ，Hance) [J]． J Agric Food Chem ， 2003 ， 51 ( 17 )： 4924 - 4929 .

葛利，蓝柳凤，暴惠宾，等．山蓝化学成分的初步研究 [J]．广西植物， 2014 ， 34 ( 2 )： 155 - 159 .

Y Y Akgul ， H Anil ． Benzofurans and another constituent from seeds of Styrax officinalis [J]． Phytochemistry ， 2003 ， 63 ( 8 )： 939 - 943 .

杨瑞昆，邬思芳，闫君，等．雷公藤乙酸乙酯部位和水部位化学成分的分离与鉴定 [J]．中国药房， 2019 ， 30 ( 5 )： 638 - 641 .

冯卫生，王建超，何玉环，等．辛夷化学成分的研究 [J]．中国药学杂志， 2015 ， 50 ( 24 )： 2103 - 2106 .

刘年珍，赵碧清，钱群刚，等．玄参化学成分的研究 [J]．中成药， 2019 ， 41 ( 3 )： 576 - 579 .

姚金龙，付辉政，周志强，等．鲜竹沥乙酸乙酯部位的化学成分研究 [J]．中药材， 2018 ， 41 ( 10 )： 2354 - 2358 .

F WANG ， Y B WANG ， H CHEN ， et al . Two new triterpenoids from the resin of Styrax tonkinensis [J]． J Asian Nat Prod Res ， 2015 ， 17 ( 8 )： 823 - 827 .

柳继锋，张雪梅，薛多清，等．大青叶的化学成分研究 [J]．中国中药杂志， 2006 ， 31 ( 23 )： 1961 - 1965 .

周曦曦，许琼明，周英，等．枸骨根的化学成分研究 [J]．中药材， 2013 ， 36 ( 2 )： 233 - 236 .

Views

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Identification of Chemical Constituents of Bidens pilosa and Analysis of Its Anti-gastric Cancer Cell Proliferation Activity in Vitro

Analysis of Chemical Constituents in Ethanol Extract of Cyclocarya paliurus Dried Leaves by UHPLC-Q-TOF/MS

Studies on Chemical Constituents of

Chemical Constituents of Root Barks of

Related Author

HAN Yu

LIU Chang

LIU Jiao

ZHANG Tao

ZOU Zhongmei

Yan XIAO

Boji MA

Bingtao LI

Related Institution

Shenyang Pharmaceutical University

Institute of Medicinal Plant Development，Chinese Academy of Medical Sciences&Peking Union College

Henan University of Chinese Medicine

Research Center for Differentiation and Development of Traditional Chinese Medicine （TCM） Basic Theory，Jiangxi Provincial Key Laboratory of TCM Etiopathogenisis，Key Laboratory of Pharmacology of TCM in Jiangxi，School of Pharmacy，Jiangxi University of Chinese Medicine

Institute of Medicinal Plant Development，Chinese Academy of Medical Sciences，Peking Union College

AI问答

Postal code：100700
Tel：010-84076882 Email：syfjx_2010@188.com
Technical support is provided by Beijing Founder electronics co., LTD 京ICP备11006657号-10 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰