Chemical Constituent and Biological Activities of the Genus Iris

doi:10.6023/cjoc201302013

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (06): 1244-1253.DOI: 10.6023/cjoc201302013 Previous Articles Next Articles

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鸢尾属植物的化学成分及其生物活性

杨阳^a, 陈洁君^b, 张大勇^a, 董晓芳^a, 赵长琦^a

a 细胞增殖及调控生物学教育部重点实验室基因工程药物及生物技术北京市重点实验室北京师范大学生命科学学院北京 100875;
b 科技部中国生物技术发展中心生物资源与安全处北京 100039

收稿日期:2013-02-17 修回日期:2013-03-29 发布日期:2013-04-09
通讯作者: 赵长琦 E-mail:zhaochangqi60724@yahoo.com.cn
基金资助:
十二五“重大新药创制”科技重大专项(No.2013ZX09103001-019-001)和国家重点基础研究发展计划(973计划, No.2007CB10680002)资助项目.

Chemical Constituent and Biological Activities of the Genus Iris

Yang Yang^a, Chen Jiejun^b, Zhang Dayong^a, Dong Xiaofang^a, Zhao Changqi^a

a Key Laboratory of Cell Proliferation and Regulation Biology, Ministry of Education, Beijing Key Laboratory of Gene Engineering Drugs & Biological Technology, College of Life Science, Beijing Normal University, Beijing 100875;
b Biosource and Biosafety Division China National Center for Biotechnology Development, Ministry of Science and Technology, Beijing 100039

Received:2013-02-17 Revised:2013-03-29 Published:2013-04-09
Supported by:
Project supported by the Twelfth Five-Year Plan "Essential Drug Research and Development" Major Projects of Science and Technology (No.2013ZX09103001-019-001) and the National Basic Research Program of China (973 program, No.2007CB10680002)

Species of the genus Iris (Iridaceae) have a long history of traditional medicinal use in many places of the world, and are used in the treatment of cancer, inflammation, bacterial and viral infections. Iris plants have been previously recognized as rich sources of secondary metabolites, which mainly belong to flavonoids, triterpenoids, benzoquinones and stilbenes.As the predominant component, flavonoids have been frequently reported.This paper describes 65 triterpenoids including iridals which is a kind of unusual triterpenoids isolated from various Iris species, 21 benzoquinones and 9 stilbenes from 21 Iris species since 1982, and the details of their source, structure are given.And the possible biogenetic ways of iridals are also presented．Moreover, many of these compounds exhibited anticancer, antimalarial, ecdysteroid antagonist, antioxidant, enzyme inhibitor, antiulcer properties.

Key words: Iris, triterpenoids, biogenetic ways, benzoquinones, stilbenes, biological activity

Cite this article

Yang Yang, Chen Jiejun, Zhang Dayong, Dong Xiaofang, Zhao Changqi. Chemical Constituent and Biological Activities of the Genus Iris[J]. Chin. J. Org. Chem., 2013, 33(06): 1244-1253.

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[1] Flora of China Editorial Board Flora of China, Science Press, Beijing, 1985, 16(1), p.133 (in Chinese). (中国植物志编委会, 中国植物志, 科学出版社, 北京, 1985, 16(1), p.133.)
[2] Hanawa, F.; Tahara, S.; Mizutani, J.Phytochemistry 1991, 30, 157.
[3] Wang, H.; Cui, Y.M.; Zhao, C.Q.Mini Rev.Med.Chem.2010, 10, 643.
[4] Iwashina, T.; Otani, S.Ann.Tsukuba Bot.Gard.1998, 17, 147.
[5] Marner, F.J.; Krick, W.; Gellrich, B.; Jacnickc, L.; Winter, W.J.Org.Chem.1982, 47, 2531.
[6] Taillet, L.; Bonfils, J.P.; Marner, F.J.; Sauvaire, Y.Phytochemistry 1999, 52(8), 1597.
[7] Marner, F.J.; Jaenicke L.Pure Appl.Chem.1990, 62(7), 1365.
[8] Marner, F.J.Curr.Org.Chem.1997, 1, 153.
[9] Miyake, Y.; Ito, H.; Yoshida, T.Can.J.Chem.1997, 75, 734.
[10] Bonfils, J.P.; Marner, F.J.; Sauvaire, Y.Phytochemistry 1998, 48(4), 751.
[11] Abe, F.; Chen, R.F.; Yamauchi, T.Phytochemistry 1991, 30(10), 3379.
[12] Hasegawa, Y.; Gong, X.; Kuroda, C.Nat.Prod.Commun.2010, 5, 1.
[13] Wong, S.M.; Oshima, Y.; Pezzuto, J.M.; Fong, H.H.S.; Farnsworth, N.R.J.Pharm.Sci. 1986, 75(3), 317.
[14] Fang, R.; Houghton, P.J.; Luo, C.; Hylands, P.J.Phytochemistry 2007, 68(9), 1242.
[15] Orhan, I.; Şener, B.; Hashimoto, T.; Asakawa, Y.; Özgüven, M.; Ayanoğlu, F.Fitoterapia 2002, 73(4), 316.
[16] Seki, K.; Tomihari, T.; Haga, K.; Kaneko, R.Phytochemistry 1994, 36(2), 425.
[17] Seki, K.; Tomihari, T.; Haga, K.; Kaneko, R.Phytochemistry 1994, 37(3), 807.
[18] Seki, K.; Tomihari, T.; Haga, K.; Kaneko, R.Phytochemistry 1994, 36(2), 433.
[19] Marner, F.J.; Singab, A.N.B.; Al-Azizi, M.M.; El-Emaryc, N.A.; Schäferd, M.Phytochemistry 2002, 60(3), 301.
[20] Halpert, M.; Abu-Abied, M.; Avisar, D.; Moskovitz, Y.; Altshuler, O.; Cohen, A.; Weissberg, M.; Riov, J.; Gottlieb, H.E.; Perl, A.; Sadot, E.Protoplasma 2011, 248, 785.
[21] Marner, F.J.; Littek, A.; Arold, R.; Seferiadis, K.; Jaenicke, L.Liebigs Ann.Chem. 1990, 6, 563.
[22] Takahashi, K.; Hoshino, Y.; Suzuki, S.; Hanoc, Y.; Nomurac T.Phytochemistry 2000, 53(8), 925.
[23] Ali, A.A.; El-Emary, N.A.; El-Moghazi, M.A.; Darwish, F.M.; Frahma, A.W.Phytochemistry 1983, 22(9), 2061.
[24] Choudhary, M.I.; Hareem, S.; Siddiqui, H.; Anjum, S.; Ali, S.; Rahman, A.U.; Zaidi, M.I.Phytochemistry 2008, 69(9), 1880.
[25] Mosihuzzman, M.; Naheed, S.; Hareem, S.; Talib, S.; Abbas, G.; Khan, S.N.; Choudhary, M.I.; Sener, B.; Tareen, R.B.; Israr, M.Life Sci. 2013, 92, 187.
[26] Agarwal, V.K.; Thappa, R.K.; Agarwal, S.G.; Dhar, K.L.Phytochemistry 1984, 23(6), 1342.
[27] Marner, F.J.; Horper, W.Helv.Chim.Acta 1992, 75(55), 1557.
[28] Seki, K.; Kaneko, R.Chem.Ind.1975, 19, 349.
[29] Seki, K.; Haga, K.; Kaneko, R.Phytochemistry 1995, 38(4), 965.
[30] Wong, S.M.; Pezzuto, J.M.; Fong, H.H.S.; Farnsworth, N.R.J.Pharm.Sci. 1985, 74(10), 1114.
[31] Rahman, A.U.; Choudhary, M.I.; Nur-e-Alam, M.; Ndognii, P.Ö.; Badarchiin, T.; Purevsuren, G.Chem.Pharm.Bull.2000, 48(5), 738.
[32] Hacíbekiroğlu, I.; Kolak, U.Phytother.Res.2011, 25, 522.
[33] Mahmood, U.; Kaul, V.K.; Jirovetz, L.Phytochemistry 2002, 61(8), 923.
[34] Lin, B.B.; Wang, G.K.; Wang, Q.; Ge, C.Y.; Qin, M.J.Fitoterapia 2011, 82(7), 1137.
[35] Wang, Y.Q.; Tan, J.J.; Tan, C.H.; Jiang, S.H.; Zhu, D.Y.Planta Med.2003, 69(8), 779.
[36] Keckeis, K.; Sarker, S.D.; Dinan, L.Cell.Mol.Life Sci.2000, 57, 333.
[37] Farag, S.F.; Takaya, Y.; Niwa, M.Phytochem.Lett.2009, 2(4), 148.
[38] Xia, X.-J.; Jin, Z.-C.; Guo, J.; Xue, L.-J.; Chen, W.-Y.; Li, H.-J.Chin.J.Pharmacol.Toxicol.2004, 18(1), 47 (in Chinese).(夏小俊, 金中初, 郭峻, 薛丽君, 陈维亚, 李红娟, 中国药理学与毒理学杂志, 2004, 18(1), 47.)
[39] Wang, G.-H.Ph.D.Dissertation, Shenyang Pharmaceutical University, Shenyang, 2007, (in Chinese). (王光辉, 博士论文, 沈阳药科大学, 沈阳, 2007.)
[40] Fang, R.; Houghton, P.J.; Hylands, P.J.J.Ethnopharmacol. 2008, 118(2), 257.
[41] Takahashi, K.; Hano, Y.; Suganuma, M.; Okabe, S.; Nomura, T.J.Nat.Prod. 1999, 62(2), 291.
[42] Benoit-Vical, F.; Imbert C.; Bonfils, J.P.; Sauvaire, Y.Phytochemistry 2003, 62, 747.
[43] Bonfils, J.P.; Bonfils, C.; Larroque, C.; Surjus, A.; Gleize, D.; Sauvaire, Y.Phytochemistry 1995, 38(3), 585.
[44] Bonfils, J.P.; Sauvaire, Y.Phytochemistry 1996, 41(5), 1281.

鸢尾属植物的化学成分及其生物活性

Chemical Constituent and Biological Activities of the Genus Iris

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