Triterpenoids and steroids from the fruits of Melia toosendan and their cytotoxic effects on two human cancer cell lines

Journal of Natural Products

Volumn 73, Issue 11, 2010, Pages 1898-1906

  Wu, Shi Biao ^a   Su, Jing Jing ^a   Sun, Lian Hui ^a   Wang, Wen Xuan ^a   Zhao, Yun ^a   Li, Hui ^b   Zhang, Sheng Ping ^a   Dai, Guang Hui ^b   Wang, Chuan Gui ^a   Hu, Jin Feng ^a  

^a EAST CHINA NORMAL UNIVERSITY   (China)

^b SHANGHAI JIAO TONG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

25 HYDROPEROXYEUPHA 7,23 DIENE 3BETA, 16BETA DIOL; 5 ERGOSTENE 3BETA,7ALPHA,16BETA,20 TETROL; 5 STIGMASTENE 3BETA,7ALPHA,16BETA,20 TETROL; FLUOROURACIL; KULINONE; MELIA TOOSENDAN EXTRACT; MELIASENIN J; MELIASENIN K; MELIASENIN L; MELIASENIN M; MELIASENIN N; MELIASENIN O; MELIASENIN P; MELIASENIN Q; MELIASENIN R; MELIASTATIN 3; MELIASTATIN 5; METHYL KULONATE; PLANT EXTRACT; STEROID; TRITERPENOID; UNCLASSIFIED DRUG;

APHID; ARTICLE; CELL STRAIN MCF 7; CONTROLLED STUDY; CRYSTAL STRUCTURE; CYTOTOXICITY; HUMAN; HUMAN CELL; INSECTICIDAL ACTIVITY; LIPAPHIS ERYSIMI; MASS SPECTROMETRY; MEDICINAL PLANT; MELIA TOOSENDAN; MELIACEAE; NUCLEAR MAGNETIC RESONANCE; OSTEOSARCOMA CELL; X RAY DIFFRACTION;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; APHIDS; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; DRUGS, CHINESE HERBAL; FEMALE; FRUIT; HUMANS; INSECTICIDES; MELIA; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; STEROIDS; TRITERPENES;

MELIA TOOSENDAN;

EID: 78650189141     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np100566v     Document Type: Article

References (24)

1. Zhao, L., Huo, C.-H., Shen, L.-R., Yang, Y., Zhang, Q., and Shi, Q.-W. Chem. Biodiversity 2010, 7, 839-859
2. Vishnukanta, A. C. R. Pharmacogn. Rev. 2008, 2, 173-179
3. Mulholland, D. A., Parel, B., and Coombes, P. H. Curr. Org. Chem. 2000, 4, 1011-1054
4. Zhang, Y., Tang, C.-P., Ke, C.-Q., Yao, S., and Ye, Y. J. Nat. Prod. 2010, 73, 664-668
5. Sang, Y. S., Zhou, C. Y., Lu, A. J., Yin, X. J., Min, Z. D., and Tan, R. X. J. Nat. Prod. 2009, 72, 917-920
6. Zhou, C.-Y., Tang, H.-Y., Li, X., and Sang, Y.-S. Helv. Chim. Acta 2009, 92, 1191-1197
7. Li, X.-W., Guo, Z.-T., Zhao, Y., Zhao, Z., and Hu, J.-F. Phytochemistry 2010, 71, 682-687
8. Fan, H., Zang, Y., Zhang, Y., Zhang, H.-F., Zhao, Z., and Hu, J.-F. Helv. Chim. Acta doi: 10.1002/hlca.201000095
9. Wu, S.-B., Pang, F., Wen, Y., Zhang, H.-F., Zhao, Z., and Hu, J.-F. Planta Med. 2010, 76, 82-85
10. Wu, S.-B., Ji, Y.-P., Zhu, J.-J., Zhao, Y., Xia, G., Hu, Y.-H., and Hu, J.-F. Steroids 2009, 74, 761-765
11. Pettit, G. R., Numata, A., Iwamoto, C., Morito, H., Yamada, T., Goswami, A., Clewlow, P. J., Cragg, G. M., and Schmidt, J. M. J. Nat. Prod. 2002, 65, 1886-1891
12. Chiang, C.-K. and Chang, F. C. Tetrahedron 1973, 29, 1911-1929
13. Chaurasia, N. and Wichtl, M. J. Nat. Prod. 1987, 50, 881-885
14. Ioannou, E., Abdel-Razik, A. F., Zervou, M., Christofidis, D., Alexi, X., Vagias, C., Alexis, M. N., and Roussis, V. Steroids 2009, 74, 73-80
15. Crystallographic data for compound 1 have been deposited at the Cambridge Crystallographic Data Centre as supplementary publication number CCDC- 773391. Copies of the data can be obtained, free of charge, on application to the Director, 12 Union Road, Cambridge CB2 1EZ, UK [fax +44-(0) 1223-336033 or e-mail: deposit@ccdc.cam.ac.uk ].
16. The new triterpenoids 1 - 10 were named meliasenins I-R, respectively. The trivial name was sequentially derived from the most recent work of Ye and co-workers (ref 2a herein).
17. Luo, H.-F., Li, Q. L., Yu, S. G., Badger, T. M., and Fang, N. B. J. Nat. Prod. 2005, 68, 94-97
18. Kato, T., Frei, B., Heinrich, M., and Sticher, O. Phytochemistry 1996, 41, 1191-1195
19. Cabrera, G. M. and Seldes, A. M. J. Nat. Prod. 1995, 58, 1920-1924
20. Xie, B.-J., Yang, S.-P., Chen, H.-D., and Yue, J.-M. J. Nat. Prod. 2007, 70, 1532-1535
21. Nakanishi, T., Inada, A., and Lavie, D. Chem. Pharm. Bull. 1986, 34, 100-104
22. Mitsui, K., Maejima, M., Saito, H., Fukaya, H., Hitotsuyanagi, Y., and Takeya, K. Tetrahedron 2005, 61, 10569-10582
23. Biavatti, M. W., Vieira, P. C., da Silva, M. F. G. F., Fernandes, J. B., and Albuquerque, S. J. Nat. Prod. 2002, 65, 562-565
24. Colombain, M., Goll, V., Muyard, F., Girard, C., Bévalot, F., and Richert, L. Planta Med. 2001, 67, 644-646