基于组效关系的姜黄挥发油抗肿瘤活性成分辨识研究

引用本文: 蒋建兰, 丁洪涛, 苏鑫, 元英进. 基于组效关系的姜黄挥发油抗肿瘤活性成分辨识研究[J]. 分析化学, 2012, 40(10): 1488-1493. doi: 10.3724/SP.J.1096.2012.11387 shu

Citation: JIANG Jian-Lan, DING Hong-Tao, SU Xin, YUAN Ying-Jin. Identification of Anti-tumor Ingredients in Curcuma Volatile Oil Based on Composition-Activity Relationship[J]. Chinese Journal of Analytical Chemistry, 2012, 40(10): 1488-1493. doi: 10.3724/SP.J.1096.2012.11387 shu

基于组效关系的姜黄挥发油抗肿瘤活性成分辨识研究

通讯作者: 蒋建兰

基金项目:
本文系国家自然科学基金青年基金资助项目(No.81102900) (No.81102900)

摘要: 基于GC-MS分析,建立了姜黄挥发油的化学成分与其抑制人宫颈癌Hela细胞作用的组效关系模型,寻找与药效显著相关的活性成分。采用水蒸汽蒸馏法提取得到31批姜黄挥发油,提取率在1.63%-4.52%之间;采用GC-MS联用仪建立了31批姜黄挥发油的指纹图谱,确定了20个特征峰,以特征峰的相对峰面积(各峰面积与内标正十三烷的峰面积之比)来表征其相对含量;MTT法测定姜黄挥发油抑制人宫颈癌Hela细胞活性,以抑制率为评价指标;利用Simca-p11.5软件的正交投影偏最小二乘法(Orthogonal Partial least squares, OPLS) 和SPSS软件的双变量相关(bivariate)分析,研究特征峰与药效的相关性,根据S-载荷图、变异权重参数值(Variable importance in projection, VIP) 和皮尔逊(Pearson)相关系数来辨识显著活性成分。结果表明,11, 15, 7, 19, 3, 6, 12, 14, 9号等9个特征峰与姜黄挥发油抑制Hela细胞活性显著相关,除19号峰尚未定性外,11, 15, 7, 3, 6, 12, 14和9号峰对应的成分分别为芳姜黄酮、β-姜黄酮、姜烯、β-榄香烯、α-姜黄烯、α-姜黄酮、吉马酮和β-倍半水芹烯。

关键词:

English

Identification of Anti-tumor Ingredients in Curcuma Volatile Oil Based on Composition-Activity Relationship

1.
Key Laboratory of Systems Bioengineering, Ministry of Education; Tianjin Key Laboratory of Biological and Pharmaceutical Engineering; Department of Pharmaceutical Engineering, School of Chemical Engineering and Technology, Tianjin University; Tianjin 300072, China

Corresponding author: 蒋建兰

Received Date: 08 December 2011
Fund Project:
本文系国家自然科学基金青年基金资助项目(No.81102900)

Abstract: The Composition-activity relationship (CAR) model of curcuma volatile oil based on GC-MS analysis was established to recognize the active compounds. 31 batches of curcuma volatile oil were prepared using steam distillation with the extraction rate ranging from 1.63% to 4.52%, and quantitatively analyzed by GC-MS. Anti-tumor activity was investigated by MTT assays on Hela cell line. The orthogonal partial least squares (OPLS) and bivariate correlation analysis was respectively performed on SIMCA-P 11.5 and SPSS 18.0 software to construct the CAR model of curcuma volatile oil. The results showed that 9 peaks including Peaks 11, 15, 7, 19, 3, 6, 12, 14 and 9 were significantly related to anti-tumor activity according to scores plot, variable importance in projection (VIP) values in OPLS and Pearson correlation coefficient in bivariate correlation analysis; Peaks 11, 15, 7, 3, 6, 12, 14 and 9 were identified as ar-tumerone, β-tumerone, zingiberene, β-elemene, α-curcumene, α-tumerone, germacrone, β-sesquiphellandrene, respectively.

Key words:

1. [1]
  1 Chinese Pharmacopoeia Commission. Chinese Pharmacopoeia 2010, Beijing: China Medical Science and Technology Press, 2010: 247-2481 Chinese Pharmacopoeia Commission. Chinese Pharmacopoeia 2010, Beijing: China Medical Science and Technology Press, 2010: 247-248
2. [2]
  国家药典委员会. 中华人民共和国药典(2010版). 北京:中国医药科技出版社, 2010: 247-248国家药典委员会. 中华人民共和国药典(2010版). 北京:中国医药科技出版社, 2010: 247-248
3. [3]
  2 WANG Hai-Jing, YANG He-Ping. Acta Acad Med Mil Tert, 2005, 27(3): 220-2222 WANG Hai-Jing, YANG He-Ping. Acta Acad Med Mil Tert, 2005, 27(3): 220-222
4. [4]
  王海晶, 杨和平. 第三军医大学学报, 2005, 27(3): 220-222王海晶, 杨和平. 第三军医大学学报, 2005, 27(3): 220-222
5. [5]
  3 SHI Xue-Rong, GU Jian, TAN Rui. Pharmacol Clin Chin Mater Med, 2003, 19(6): 15-163 SHI Xue-Rong, GU Jian, TAN Rui. Pharmacol Clin Chin Mater Med, 2003, 19(6): 15-16
6. [6]
  石雪蓉, 顾健, 谭睿. 中药药理与临床, 2003, 19(6): 15-16石雪蓉, 顾健, 谭睿. 中药药理与临床, 2003, 19(6): 15-16
7. [7]
  4 JIANG Yong-He, YUAN Ji-Cheng, SHEN Zhi-Bin. Asia-Pacific Traditional Medicine, 2009, 5(2): 124-1274 JIANG Yong-He, YUAN Ji-Cheng, SHEN Zhi-Bin. Asia-Pacific Traditional Medicine, 2009, 5(2): 124-127
8. [8]
  蒋永和, 袁继承, 沈志滨. 亚太传统医药, 2009, 5(2): 124-127蒋永和, 袁继承, 沈志滨. 亚太传统医药, 2009, 5(2): 124-127
9. [9]
  5 Li M, Zhou X, Zhao Y, Wang D P, Hu X N. Bull. Korean Chem. Soc., 2009, 30(10): 2287-22935 Li M, Zhou X, Zhao Y, Wang D P, Hu X N. Bull. Korean Chem. Soc., 2009, 30(10): 2287-2293
10. [10]
  6 ZHANG Gui-Zhi, ZHANG Li, MENG Qing-Hua. Chin Tradit Pat Med., 2010, 32(7): 1092-10956 ZHANG Gui-Zhi, ZHANG Li, MENG Qing-Hua. Chin Tradit Pat Med., 2010, 32(7): 1092-1095
11. [11]
  张桂芝, 张立, 孟庆华. 中成药, 2010, 32(7): 1092-1095张桂芝, 张立, 孟庆华. 中成药, 2010, 32(7): 1092-1095
12. [12]
  7 Cheng Y Y, Wang Y, Wang X W. Comput Bio. Chem., 2006, 30(2): 148-1547 Cheng Y Y, Wang Y, Wang X W. Comput Bio. Chem., 2006, 30(2): 148-154
13. [13]
  8 KONG Wei-Jun, ZHAO Yan-Ling, SHAN Li-Mei, XIAO Xiao-He, GUO Wei-Ying. Acta Chim Sinica, 2008, 66(22): 2533-25388 KONG Wei-Jun, ZHAO Yan-Ling, SHAN Li-Mei, XIAO Xiao-He, GUO Wei-Ying. Acta Chim Sinica, 2008, 66(22): 2533-2538
14. [14]
  孔维军, 赵艳玲, 山丽梅, 肖小河, 郭伟英. 化学学报, 2008, 66(22): 2533-2538孔维军, 赵艳玲, 山丽梅, 肖小河, 郭伟英. 化学学报, 2008, 66(22): 2533-2538
15. [15]
  9 Yan S K, Lin Z Y, Dai W X, Shi Q R, Liu X H, Jin H Z, Zhang W D. Interdiscip Sci. Comput. Llife Sci., 2010, 2(3): 221-2279 Yan S K, Lin Z Y, Dai W X, Shi Q R, Liu X H, Jin H Z, Zhang W D. Interdiscip Sci. Comput. Llife Sci., 2010, 2(3): 221-227
16. [16]
  10 Chen Y, Wu C M, Dai R J, Li L, Yu Y H, Li Y, Meng W W, Zhang L, Zhang Y Q, Deng Y L. J. Chromatogr. B, 2011, 879(5): 371-37810 Chen Y, Wu C M, Dai R J, Li L, Yu Y H, Li Y, Meng W W, Zhang L, Zhang Y Q, Deng Y L. J. Chromatogr. B, 2011, 879(5): 371-378
17. [17]
  11 Bylesjo M, Rantalainen M, Cloarec O, Nicholson J K, Holmes E, Trygg J. J. Chemom., 2006, 20(8): 341-35111 Bylesjo M, Rantalainen M, Cloarec O, Nicholson J K, Holmes E, Trygg J. J. Chemom., 2006, 20(8): 341-351
18. [18]
  12 Wiklund S, Johansson E, Sjostrom L, Mellerowicz E J, Edlund U, Shockcor J P, Gottfries J, Moritz T, Trygg J. Anal. Chem., 2008, 80(1): 115-12212 Wiklund S, Johansson E, Sjostrom L, Mellerowicz E J, Edlund U, Shockcor J P, Gottfries J, Moritz T, Trygg J. Anal. Chem., 2008, 80(1): 115-122
19. [19]
  13 HUANG Yong, QI Xiao-Lan, GUAN Zhi-Zhong, WANG Yong-Lin, WANG Ai-Min, LI Cui-Bing, CHI Ming-Yan. China J Chin Mater Med, 2010, 35(8): 1038-104113 HUANG Yong, QI Xiao-Lan, GUAN Zhi-Zhong, WANG Yong-Lin, WANG Ai-Min, LI Cui-Bing, CHI Ming-Yan. China J Chin Mater Med, 2010, 35(8): 1038-1041
20. [20]
  黄勇, 齐晓岚, 官志忠, 王永林, 王爱民, 李翠兵, 迟明艳. 中国中药杂志, 2010, 35(8): 1038-1041黄勇, 齐晓岚, 官志忠, 王永林, 王爱民, 李翠兵, 迟明艳. 中国中药杂志, 2010, 35(8): 1038-1041
21. [21]
  14 Zhou X, Li Z W, Liang G Y, Zhou J, Wang D P, Cai Z W. J. Pharm. Biomed. Anal., 2007, 43(2): 440-44414 Zhou X, Li Z W, Liang G Y, Zhou J, Wang D P, Cai Z W. J. Pharm. Biomed. Anal., 2007, 43(2): 440-444
22. [22]
  15 Qin N Y, Yang F Q, Wang Y T, Li S P. J. Pharm. Biomed. Anal., 2007, 43(2): 486-49215 Qin N Y, Yang F Q, Wang Y T, Li S P. J. Pharm. Biomed. Anal., 2007, 43(2): 486-492
23. [23]
  16 TANG Ke-Wen, CHEN Guo-Bin. China J. Mass Spectro. Soc., 2007, 25(3): 163-16516 TANG Ke-Wen, CHEN Guo-Bin. China J. Mass Spectro. Soc., 2007, 25(3): 163-165
24. [24]
  唐课文, 陈国斌. 质谱学报, 2004, 25(3): 163-165唐课文, 陈国斌. 质谱学报, 2004, 25(3): 163-165
25. [25]
  17 CHEN Jing, SHAN Yuan-Hong, YAN Qin, ZHAO Su-Min, YIN Pei-Yuan, ZHAO Xin-Jie, LU Xin,XI Xiao-Wei, WAN Xiao-Ping, XU Guo-Wang. Sci. Sin. Chi., 2009, 39(10): 1268-127617 CHEN Jing, SHAN Yuan-Hong, YAN Qin, ZHAO Su-Min, YIN Pei-Yuan, ZHAO Xin-Jie, LU Xin,XI Xiao-Wei, WAN Xiao-Ping, XU Guo-Wang. Sci. Sin. Chi., 2009, 39(10): 1268-1276
26. [26]
  陈静, 单圆鸿, 严沁, 赵素敏, 尹沛源, 赵欣捷, 路鑫, 席晓薇, 万小平, 许国旺. 中国科学 B辑: 化学, 2009, 39(10): 1268-1276陈静, 单圆鸿, 严沁, 赵素敏, 尹沛源, 赵欣捷, 路鑫, 席晓薇, 万小平, 许国旺. 中国科学 B辑: 化学, 2009, 39(10): 1268-1276
27. [27]
  18 Gao Yun, Yuan Ying-Jin. J. Agric. Food Chem., 2011, 59(18): 9845-985318 Gao Yun, Yuan Ying-Jin. J. Agric. Food Chem., 2011, 59(18): 9845-9853
28. [28]
  19 LIU Yong-Xia, ZHU Xiao-Li, CHEN Yu-Hua, GUO Fei, SHEN Mo, CHEN Zhan-Guo, XU Wei, CHEN De-Ying, TAO Zhi-Hua. Chinese J. Anal. Chem., 2011, 39(3): 305-31119 LIU Yong-Xia, ZHU Xiao-Li, CHEN Yu-Hua, GUO Fei, SHEN Mo, CHEN Zhan-Guo, XU Wei, CHEN De-Ying, TAO Zhi-Hua. Chinese J. Anal. Chem., 2011, 39(3): 305-311
29. [29]
  刘永霞, 朱小丽, 陈玉华, 郭飞, 沈默, 陈占国, 徐威, 陈德莹, 陶志华. 分析化学, 2011, 39(3): 305-311刘永霞, 朱小丽, 陈玉华, 郭飞, 沈默, 陈占国, 徐威, 陈德莹, 陶志华. 分析化学, 2011, 39(3): 305-311
30. [30]
  20 Yao Y Q, Ding X, Jia Y C, Huang C X, Wang Y Z, Xu Y H. Cancer letters, 2008, 264(1): 127-13420 Yao Y Q, Ding X, Jia Y C, Huang C X, Wang Y Z, Xu Y H. Cancer letters, 2008, 264(1): 127-134
31. [31]
  21 Zhong Z F, Chen X P, Tan W, Xu Z T, Zhou K Y, Wu T, Cui L, Wang Y T. Eur. J. Pharmacol., 2011, 667(1): 50-5521 Zhong Z F, Chen X P, Tan W, Xu Z T, Zhou K Y, Wu T, Cui L, Wang Y T. Eur. J. Pharmacol., 2011, 667(1): 50-55
32. [32]
  22 Nishikawa K, Aburai N, Yamada K, Koshino H, Tsuchiya E, Kimura K. Biosci. Biotechnol. Biochem., 2008, 72(9): 2463-246622 Nishikawa K, Aburai N, Yamada K, Koshino H, Tsuchiya E, Kimura K. Biosci. Biotechnol. Biochem., 2008, 72(9): 2463-2466
33. [33]
  23 SUN Xiu-Yan, ZHENG Yan-Ping, LI De-Shan, YAN Hui-Fang. Chin Pharmacol Bull., 2008, 24(7): 976-97723 SUN Xiu-Yan, ZHENG Yan-Ping, LI De-Shan, YAN Hui-Fang. Chin Pharmacol Bull., 2008, 24(7): 976-977
34. [34]
  孙秀燕, 郑艳萍, 李德山, 严惠芳. 中国药理学通报, 2008, 24(7): 976-977孙秀燕, 郑艳萍, 李德山, 严惠芳. 中国药理学通报, 2008, 24(7): 976-977

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

基于组效关系的姜黄挥发油抗肿瘤活性成分辨识研究

通讯作者: 蒋建兰

English

Identification of Anti-tumor Ingredients in Curcuma Volatile Oil Based on Composition-Activity Relationship

Corresponding author: 蒋建兰

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

基于组效关系的姜黄挥发油抗肿瘤活性成分辨识研究

通讯作者: 蒋建兰

English

Identification of Anti-tumor Ingredients in Curcuma Volatile Oil Based on Composition-Activity Relationship

Corresponding author: 蒋建兰

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

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