三种细辛挥发油的化学成分、镇痛作用及急性毒性实验的比较研究

doi:10.5246/jcps.2014.07.063

中国药学(英文版) ›› 2014, Vol. 23 ›› Issue (7): 480-489.DOI: 10.5246/jcps.2014.07.063

三种细辛挥发油的化学成分、镇痛作用及急性毒性实验的比较研究

王冰冰, 齐文, 王莉莉, 孔德强, 鹿野美弘, 李晶欣, 袁丹^*

沈阳药科大学中药学院, 辽宁沈阳 110016

收稿日期:2014-03-12 修回日期:2014-04-09 出版日期:2014-07-18 发布日期:2014-04-29
通讯作者: Tel.: 86-24-23986502, Fax: 86-24-23986502
基金资助:
National Science and Technology Support Program during the Twelfth Five-Year Plan of China (Grant No. 2011BAI03B05), the Distinguished Professor Foundation of Liaoning Province of China of 2011, Innovative Drug Incubation Base Plan Project from Liaoning Province of China of 2013 (Grant No. 2013226027) and National College Students Innovative and Entrepreneurial Training Program of China (Grant No. 201310163019).

Comparative study of chemical composition, antinociceptive effect and acute toxicity of the essential oils of three Asarum drugs

Bingbing Wang, Wen Qi, Lili Wang, Deqiang Kong, Yoshihiro Kano, Jingxin Li, Dan Yuan^*

Department of Traditional Chinese Medicine, Shenyang Pharmaceutical University, Shenyang 110016, China

Received:2014-03-12 Revised:2014-04-09 Online:2014-07-18 Published:2014-04-29
Contact: Tel.: 86-24-23986502, Fax: 86-24-23986502
Supported by:
National Science and Technology Support Program during the Twelfth Five-Year Plan of China (Grant No. 2011BAI03B05), the Distinguished Professor Foundation of Liaoning Province of China of 2011, Innovative Drug Incubation Base Plan Project from Liaoning Province of China of 2013 (Grant No. 2013226027) and National College Students Innovative and Entrepreneurial Training Program of China (Grant No. 201310163019).

摘要/Abstract

摘要：

对比研究了北细辛、汉城细辛和单叶细辛挥发油的化学成分, 镇痛作用及急性毒性。采用GC-MS法分析三种细辛挥发油, 共鉴定出55种成分, 其中北细辛挥发油主要成分为甲基丁香酚, 黄樟醚, 3,5-二甲氧基甲苯和优葛缕酮；汉城细辛挥发油主要成分为甲基丁香酚, 优葛缕酮和榄香脂素。区别于前两者, 单叶细辛挥发油主要成分为广霍香醇和榄香素。此外, 本实验采用醋酸扭体法, 热板法及福尔马林法比较了北细辛和单叶细辛挥发油的镇痛作用。结果表明, 北细辛挥发油具有较弱的中枢镇痛但较强的外周镇痛作用; 单叶细辛挥发油具有较强的中枢和外周镇痛作用。急性毒性实验结果表明, 北细辛和单叶细辛挥发油的LD₅₀分别为1.7和7.7 mL/kg。以上结果说明, 北细辛和单叶细辛挥发油均具有较强的镇痛活性和良好的安全性, 但是两者的化学成分存在明显差异。因此, 在临床上单叶细辛可作为一种天然药物进行使用, 但应区别于传统药物北细辛和汉城细辛。

关键词: 北细辛, 汉城细辛, 单叶细辛, 挥发油, 镇痛作用, 急性毒性

Abstract:

In the present study, the chemical composition, antinociceptive effect and acute toxicity of essential oils (EOs) of Asarumheterotropoides Fr. Schmidt var. mandshuricum (Maxim.) Kitag. (AHM),A. sieboldii Miq. var. seoulense Nakai (ASS) and A. himalaicum Hook. f. et Thoms. ex Klotzsch. (AH) were comparatively evaluated. A total of 55 compounds were identified in EOs of AHM, ASS andAH by GC-MS. Methyleugenol (20.16%–62.89%), safrole (2.67%-32.42%), 3,5-dimethoxytoluene (2.00%-18.59%) and eucarvone (1.52%-19.16%) were the major constituents of EO of AHM, and methyleugenol (48.35%-61.06%), eucarvone (11.13%-13.93%) and elemicin (4.79%-11.14%) were the major constituents of EO of ASS. The EO of AH was different from that of AHM and ASS, in which patchouli alcohol (27.42%-51.95%) and elemicin (13.11%-42.23%) were found in a greater amount. Moreover, the antinociceptive effect of EOs of AHM (5.5, 11.0, 16.5 μL/kg) and AH (2.0, 4.0, 6.0 μL/kg) was comparatively assayed in acetic acid-induced writhing, hot plate and formalin tests. The results indicated a weak central, but potent peripheral antinociceptive effect of EO of AHM, and more potent central and peripheral antinociceptive effect of EO of AH. The LD₅₀ of the EOs of AHM and AH were 1.7 and 7.7 mL/kg, respectively. These findings suggest that EOs of AHM and AH possess evident antinociceptive activity and are probably safe within the range of its clinical doses. However, their chemical compositions are quite different. Therefore, AH can be clinically used as an herbal medicinal product with broad analgesic effects, but should not be confused with AHM and ASS used in traditional Chinese medicine.

Key words: Asarum heterotropoides var. mandshuricum, A. sieboldii var. seoulens, A. himalaicum, Essential oil, Antinociceptive effect, Acute toxicity

中图分类号:

R931

Supporting:

王冰冰, 齐文, 王莉莉, 孔德强, 鹿野美弘, 李晶欣, 袁丹. 三种细辛挥发油的化学成分、镇痛作用及急性毒性实验的比较研究[J]. 中国药学(英文版), 2014, 23(7): 480-489.

Bingbing Wang, Wen Qi, Lili Wang, Deqiang Kong, Yoshihiro Kano, Jingxin Li, Dan Yuan. Comparative study of chemical composition, antinociceptive effect and acute toxicity of the essential oils of three Asarum drugs[J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(7): 480-489.

参考文献

[1] The Pharmacopoeia Committee of China, The Chinese Pharmacopoeia, part I, The Chemical Industry Publishing House, Beijing, China, 2010, 214-215.

[2] Kim, S.J.; Gao, Z.C.; Lim, T.J. J. Ethnopharmacol. 2003, 88, 5-9.

[3] Xiong, Y.L.; Jing, Y.; Shang, M.Y.; Li, C.L.; Ye, J.; Wang, X.; Cai, S.Q. China J. Chin. Mater. Med. 2009, 17, 2252-2257.

[4] Kosuge, T.; Yokota, M.; Nukaya, H.; Gotoh, Y.; Nagasawa, M. Chem. Pharm. Bull. 1978, 26, 2284-2285.

[5] Dan, Y.; Liu, H.Y.; Gao, W.W.; Chen, S.L. Crop Prot. 2010, 29, 295-299.

[6] Zhu, S.Y.; Yang, Y.; Yu, H.D.; Ying, Y.; Long, D.; Zou, G.L. Wuhan Univ. J. Nat. Sci. 2006, 11, 699-703.

[7] Baluchnejadmojarad, T.; Roghani, M.; Jalali-Nadoushan, M.R.; Vaez Mahdavi, M.R.; Kalalian-Moghaddam, H.; Roghani-Dehkordi, F.; Dariani, S.; Raoufi, S. Eur. J. Pharrmacol. 2013, 698, 316-321.

[8] Hashimoto, K.; Yanagisawa, T.; Okui, Y.; Ikeya, Y.; Maruno, M.; Fujita, T. Planta Med. 1994, 60, 124-127.

[9] Quang, T.H.; Ngan, N.T.; Minh, C.V.; Kiem, P.V.; Tai, B.H.; Thao, N.P.; Song, S.B.; Kim, Y.H. Bioorg. Med. Chem. Lett. 2012, 22, 2527-2533.

[10] Ming, H.X.; Liu, J.J.; Huang, S.Z. J. Chin. Integr. Med. 2004, 3, 199-202.

[11] Yan, J.S.; L, J.H.; Jia, C.; Wang, X.Y.; Liu, F.Y. Med Plant. 2011, 2, 32-34.

[12] Nishimoto, K. J. Trad.Sino-Japanese Med. 1988, 9, 67-72.

[13] Li, Y.; Yu, J.; Cao, C.; Xie, B.; Zhang, C.; Liu, Z.; Shang, Y.M.; Wang, X.; Cai, S.Q. China. J. Chin. Mater. Med. 2010, 35, 3237-3241.

[14] Cai, S.; Wang, X.; Zhu, S.; Li, J.; Lou, Z.; Namba, T.; Komatsu, K. Chin. J. China Mater. Med. 1996, 21, 712-717.

[15] Gong, F.; Wang, B.T.; Chau, F. Flavour. Fragr. J. 2006, 21, 549-555.

[16] Li, C.; Xu, F.; Cao, C.; Shang, M.Y.; Zhang, C.Y.; Yu, J.; Liu, G.X.; Wang, X.; Cai, S.Q. J. Pharm. Biomed. Anal. 2013, 85, 231-238.

[17] Chen, B.; Hu, S.Y.; Li, K.W.; Cui, L.J.; Yang, J.X. J. Chin. Med. Mat. 2010, 33, 1886-1893.

[18] Johnson, A.J.; Kumar, R.A.; Rasheed, S.A.; Chandrika, S.P.; Chandrasekhar, A.; Baby, S.; Subramoniam, A. J. Ethnopharmacol. 2010, 130, 267-271.

[19] Zhu, Z.Z.; Ma, K.J.; Ran, X.; Zhang, H.; Zheng, C.J.; Han, T.; Zhang, Q.Y.; Qin, L.P.; J. Ethnopharmacol. 2011, 133, 1126-1131.

[20] Chao, J.; Liao, J.W.; Peng, W.H.; Lee, M.S.; Pao, L.H.; Cheng, H.Y. Int. J. Mol. Sci. 2013, 14, 2928-2945.

[21] Lima, D.K.; Ballico, L.J.; Rocha Lapa, F.; Gonçalves, H.P.; de Souza, L.M.; Iacomini, M.; de Paula Werner, M.F.; Baggio, C.H.; Pereira, I.T.; da Silva, L.M.; Facundo, V.A.; Soares Santos, A.R. J. Ethnopharmacol. 2012, 142, 274-282.

[22] Yao, Y.; Jia, M.; Wu, J.G.; Zhang, H.; Sun, L.N.; Chen, W.S.; Rahman, K. Pharm. Biol. 2010, 48, 801-807.

[23] Hu, C.H.; Xue, D.Y.; Li, Z.L.; Yan, S.Y.; Chen, Y.Z. J. Lanzhou Univ. (Nat Sci). 1989, 25, 59-63.

[24] Daud, A., Habib, N., Riera, A.S. J. Ethnopharmacol. 2006, 108, 198-203.

[25] Yoo, H.J.; Kang, H.J.; Jung, H.J.; Kim, K.; Lim, C.J.; Park, E.H. J. Ethnopharmacol. 2008, 120, 282-286.

[26] Raymundo, L.J.; Guilhon, C.C.; Alviano, D.S.; Matheus, M.E.; Antoniolli, A.R.; Cavalcanti, S.C.H; Alves, P.B.; Alviano, C.S.; Fernandes, P.D. J. Ethnopharmacol. 2011, 134, 725-732.

[27] Zhang, Y.; Zhang, L.D.; Wang, C.F.; Zhu, Y.J.; Zhang, F.; Sun, K.F.; You, C.L.; Jia, D. Chin. Arch. Trad. Chin. Med. 2009, 27, 1096-1099.

[28] Cheng, M.C.; Zhang, F.; Xu, Q.; Xiao, H.B.; Liang, X.M. Chin. J. Trad. Chin. Med. Pharm. 2006, 21, 307-308.

[29] Huang, S.Z.; Ming, H.X.; Li, J.; Liu, J.J. Guansu J. Trad. Chin. Med. 2009, 22, 63-65.

[30] Pinheiro, B.G.; Silva, A.S.; Souza, G.E.; Figueiredo, J.G.; Cunha, F.Q.; Lahlou, S.; da Silva, J.K.R.; Maiaa, J.G.S.; Sousa, P.J.C. J. Ethnopharmacol. 2011, 138, 479-486.

[31] Hunskaar, S.; Hole, K. Pain. 1987, 30, 103-114.

[32] Shibata, M.; Ohkubo, T.; Takahashi, H.; Inoki, R. Pain. 1989, 38, 347-352.

[33] TjØlsen, A.; Berge, O.G.; Hunskaar, S.; Rosland, J.H.; Hole, K. Pain. 1992, 51, 5-17.

[34] Yano, S.; Suzuki, Y.; Yuzurihara, M.; Kase, Y.; Takeda, S.; Watanabe, S.; Aburada, M.; Miyamoto, K. Eur. J. Pharmacol. 2006, 553, 99-103.

[35] Norte, M.C.; Cosentino, R.M.; Lazarini, C.A. Phytomedicine. 2005, 12, 294-298.

[36] Sell, A.B.; Carlini, E.A. Pharmacology. 1976, 14, 367-377.

[37] Rossi, P.G.; Bao, L.; Luciani, A.; Panighi, J.; Desjobert, J.M.; Costa, J.; Casanova, J.; Bolla, J.M.; Berti, A. J. Agric. Food Chem. 2007, 55, 7332-7336.

[38] Xian, Y.F.; Li, Y.C.; Ip, S.P.; Lin, Z.X.; Lai, X.P.; Su, Z.R. Exp. Ther. Med. 2011, 2, 545-550.

[39] Kongkathip, N.; Sam-ang, P.; Kongkathip, B.; Pankaew, Y.; Tanasombat, M.; Udomkusonsri, P. Kasetsart J. (Nat. Sci.). 2009, 43, 519-525.

三种细辛挥发油的化学成分、镇痛作用及急性毒性实验的比较研究

Comparative study of chemical composition, antinociceptive effect and acute toxicity of the essential oils of three Asarum drugs

RichHTML

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 14

编辑推荐

Metrics

本文评价

[1]	王慧敏, 赵雨营, 徐晓艳, 谢胡敏, 姜美婷, 王洪达, 徐蓓, 李晓航, 王思淼, 陈博学, 杨飞飞, 杨文志. 基于顶空进样气相色谱-质谱联用和非靶标代谢组学分析人参、西洋参和三七经蒸制后挥发性成分的转化[J]. 中国药学(英文版), 2023, 32(8): 645-664.
[2]	杨加琼, 刘英, 宗大庆, 赵静峰. 酢浆草乙醇提取物的凝血止血作用和急性毒性初步探究[J]. 中国药学(英文版), 2022, 31(7): 530-535.
[3]	胡岚岚, 张惠静, 张乐, 汤建林. 钩藤碱小鼠急性毒性试验及评价[J]. 中国药学(英文版), 2021, 30(8): 657-665.
[4]	姜华, 杨景明, 曹玲, 贾桂枝, 戴红良, 孟祥才. 高温胁迫对防风药材药代动力学和药效的影响[J]. 中国药学(英文版), 2018, 27(2): 109-115.
[5]	艾国, 黄正明^*, 王德文, 张海艇 . 黄蜀葵花提取物金丝桃苷的急性毒性和遗传毒性评价[J]. , 2012, 21(5): 477-482.
[6]	贾凌晗, 刘一^*, 李玉珍 . 超声波辅助溶剂萃取西藏和河南藏红花中挥发油的GC-MS分析[J]. , 2011, 20(4): 404-409.
[7]	钟凌云^*, 龚千锋, 祝婧, 陈芳. 气-质联用分析比较麻黄及其炮制品中挥发性成分[J]. , 2010, 19(1): 67-73.
[8]	张春江¹, 刘春梅², 贠田¹, 李红玉^1*. 藏药榜嘎挥发油成分和抑菌活性研究[J]. , 2009, 18(3): 240-244.
[9]	梅文莉, 曾艳波, 吴娇, 崔海滨, 戴好富^*. 中国沉香挥发油的化学成分与抗耐甲氧西林金葡菌活性[J]. , 2008, 17(3): 225-229.
[10]	杨秀伟^*, 张鹏, 陶海燕, 蒋舜媛, 周毅. 宽叶羌活根茎和根的挥发油成分的GC-MS分析[J]. , 2006, 15(4): 200-205.
[11]	杨秀伟^*, 张鹏, 陶海燕, 蒋舜媛, 周毅. 狭叶羌活根茎和根的挥发油成分的GC-MS分析[J]. , 2006, 15(3): 172-177.
[12]	刘玉峰, 杨秀伟^*, 武滨. 款冬花挥发油成分的GC-MS分析[J]. , 2006, 15(1): 10-14.
[13]	徐英^*, 库宝善, 耿兴超, 姚海燕, 张永鹤, 韩继生, 齐世荃. 河豚毒素与阿斯匹林联合应用对醋酸所致小鼠扭体反应和福尔马林致痛实验的影响[J]. , 2005, 14(3): 186-192.
[14]	洪战英, 汪学昭, 乐健, 张东春, 柴逸峰, 柳正良. 超临界流体萃取川芎挥发油及其成分分析[J]. , 2002, 11(2): 31-34.