马蹄香的化学成分研究

马蹄香的化学成分研究

董诗文, 尚明英, 王璇^*, 张树祥, 李晨, 蔡少青

1. 北京大学药学院天然药物学系, 北京 100191
2. 北京大学药学院化学生物学系, 北京 100191

收稿日期:2009-03-20 修回日期:2009-05-10 出版日期:2009-06-15 发布日期:2009-06-15
通讯作者: 王璇*

Chemical constituents isolated from Saruma henryi

Shi-Wen Dong, Ming-Ying Shang, Xuan Wang^*, Shu-Xiang Zhang, Chen Li, Shao-Qing Cai

1. Department of Natural Medicines, School of Pharmaceutical Science, Peking University, Beijing 100191, China
2. Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China

Received:2009-03-20 Revised:2009-05-10 Online:2009-06-15 Published:2009-06-15
Contact: Xuan Wang*

摘要/Abstract

摘要： 研究马蹄香Saruma henryi Oliv.全草的化学成分。利用溶剂萃取, 反复硅胶、硅藻土色谱等手段进行分离纯化, 根据理化性质、谱学数据进行结构鉴定。分离并鉴定了13个化合物, 分别为7-甲氧基-马兜铃内酰胺 IV (1)、马兜铃内酰胺II (2)、马兜铃酸 I (3)、马兜铃内酰胺 AII (4)、胡萝卜苷 (5)、马兜铃内酰胺Ia (6)、穆坪马兜铃酰胺 (7)、马兜铃内酰胺I (8)、4β,10β-香兰木二醇 (9)、马兜铃内酯 (10)、马兜铃次酸 I (11)、内消旋二氢愈疮木酸 (12)、calopiptin (13)。所有化合物均为首次从马蹄香属植物中分离得到。马兜铃酸和马兜铃内酰胺类成分具肾毒性, 本研究提示马蹄香药用的安全问题值得关注; 研究结果亦为马兜铃科的化学分类学提供了依据。

关键词: 马兜铃科, 马蹄香, 化学成分, 马兜铃酸, 马兜铃内酰胺

Abstract:

Chemical constituents of the whole herb of Saruma henryi Oliv. were investigated. The herbal extract was separated by repeated column chromatography over silica gel and celite. The structures were elucidated by spectroscopic analysis. Thirteen compounds were obtained and identified as 7-methoxyl-aristololactam IV (1), aristololactam II (2), aristolochic acid I (3), aristololactam AII (4), daucosterol (5), aristololactam Ia (6), N-trans-feruloyl tyramine (7), aristololactam I (8), 4β,10β-aromadendranediol (9), aristololide (10), aristolic acid I (11), meso-dihydroguaiaretic acid (12), and calopiptin (13). These compounds were obtained from the genus Saruma for the first time, and they provided chemical evidences for the chemotaxonomy of plants of the Aristolochiaceae family. Since aristolochic acids and aristololactams are toxic to kidney, the results of this investigation suggest that it should be cautious to use Saruma henryi as a medicine.

Key words: Aristolochiaceae, Aristolochiaceae, Saruma henryi, Saruma henryi, Chemical constituents, Chemical constituents, Aristolochic acid, Aristolochic acid, Aristololactam, Aristololactam

中图分类号:

R284.2

Supporting: Foundation items: National Natural Science Foundation of China (Grant No. 30371748), the 985 Project of Peking University and the National Eleventh Five-year Key Technologies R & D Program of China (Grant No. 2006BAI14B01).

^*Corresponding author. Tel./fax: 86-10-82806818;

e-mail: csqwx@bjmu.edu.cn

董诗文, 尚明英, 王璇^*, 张树祥, 李晨, 蔡少青. 马蹄香的化学成分研究[J]. .

Shi-Wen Dong, Ming-Ying Shang, Xuan Wang^*, Shu-Xiang Zhang, Chen Li, Shao-Qing Cai. Chemical constituents isolated from Saruma henryi[J]. .

参考文献

[1] Delectis Florae Reipublicae Popularis Sinicae Agendae Academiae Sinicae Edita. Flora Reipublicae Popularis Sinicae’ (Zhongguo Zhiwuzhi), Tomus 24. Beijing: Science Press, 1988, 159.

[2] Jiangsu New Medical College. Dictionary of Chinese Materia Medica. Shanghai: Shanghai Scientific and Technical Publishers, 1986.

[3] Wang, J.L.; Yang, C.S.; Du, H.Y.; Shi, S.G. China J. Chin. Mater. Med. 1994, 19, 736-737.

[4] Xu, W.Y.; Yuan, W.H.; Wang, G.L.; Diao, P.X. J. Xi’an Med. Univ. 1996, 17, 74-76.

[5] Iwashina, T.; Marubashi, W.; Suzuki, T. Biochem. Syst. Ecol. 2002, 30, 1101-1103.

[6] Ding, Z.H.; Yiao, L.H.; Chen, Z.L.; Ding, J.K. Acta Bot. Yunnan. 1994, 16, 305-308.

[7] Mix, D.B.; Guinaudeau, H.; Shamma, M. J. Nat. Prod. 1982, 45, 657-666.

[8] Priestap, H.A. Phytochemistry. 1985, 24, 849-852.

[9] Fukuda, N.; Yonemitsu, M.; Kimura, T. Chem. Pharm. Bull. 1983, 31, 156-161.

[10] Goldsby, G.; Burke, B.A. Phytochemistry. 1987, 26, 1059-1063.

[11] Beechan, C.M.; Djerassi, C.; Eggert, H. Tetrahedron. 1978, 34, 2503-2508.

[12] Wu, T.S.; Chan, Y.Y.; Leu, Y.L. Chem. Pharm. Bull. 2000, 48, 357-361.

[13] Achari, B.; Bandyopadhyay, S.; Saha, C.R. Heterocycles. 1983, 20, 771-774.

[14] Pakrashi, S.C.; Ghosh Dastidar, P.; Basu, S.; Achari, B. Phytochemistry. 1977, 16, 1103-1104.

[15] Wang, L.W.; Zhou, C.X.; Schneider, B.; Zhao, Y. Chin. JMAP. 2006, 23, 363-365.

[16] Lopes, N.P.; de Almeida Blumenthal E.E.; Cavalheiro, A.J.; Kato, M.J.; Yoshida, M. Phytochemistry. 1996, 43, 1089-1092.

[17] Doskoch, R.W.; Flom, M.S. Tetrahedron. 1972, 28, 4711-4717.

[18] Riggs, N.V.; Stevens, J.D. Aust. J. Chem. 1962, 15, 305-313.

[19] Takaoka, D.; Watanabe, K.; Hiroi, M. Bull. Chem. Soc. Jpn. 1976, 49, 3564-3566.

[20] Wen, Y.J.; Tao, S.; Tang, J.W.; Zhang, C.Y.; Wang, X.; Cai, S.Q.; Li, X.M. Nephron Exp. Nephrol. 2006, 103, 95-102.

[21] Arlt, V.M.; Stiborova, M.; Schmeiser, H.H. Mutagenesis. 2002, 17, 265-277.

[22] Gillerot, G.; Jadoul, M.; Arlt, V.M.; de Strihou, C.V.Y.; Schmeiser, H.H.; But, P.P.H.; Bieler, C.A.; Cosyns, J.P. Am. J. Kidney Dis. 2001, 38, 1141-1142.

[23] Li, X.M.; Wang, H.Y. Nephrology. 2004, 9, 109-111.

[24] Yang, C.S.; Zeng, W.Z. Medicinal Botany. Shanghai: Science and Technology Press, 1997.