Cytotoxic triterpenoid saponins acylated with monoterpenic acids from fruits of Gleditsia caspica Desf.

Phytochemistry

Volumn 71, Issue 16, 2010, Pages 1908-1916

  Miyase, Toshio ^a   Melek, F R ^b   Warashina, Tsutomu ^a   Selim, M A ^c   El Fiki, N M ^c   Kassem, I A A ^b  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b NATIONAL RESEARCH CENTRE   (Egypt)

^c CAIRO UNIVERSITY   (Egypt)

Author keywords

Caspicaosides; Echinocystic acid; Gleditsia caspica; Leguminosae; Triterpenoid saponins

Indexed keywords

ANTINEOPLASTIC AGENT; CASPICAOSIDE B; CASPICAOSIDE C; SAPONIN; TRITERPENE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG SCREENING; EGYPT; FRUIT; GLEDITSIA; HUMAN; IC 50; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; DRUG SCREENING ASSAYS, ANTITUMOR; EGYPT; FRUIT; GLEDITSIA; HUMANS; INHIBITORY CONCENTRATION 50; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; SAPONINS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TRITERPENES;

FABACEAE; GLEDITSIA; GLEDITSIA CASPICA;

EID: 77957846806     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2010.08.001     Document Type: Article

References (28)

1. Y. Dai, Y.P. Chan, L.M. Chu, and P.P. Bu Antiallergic and anti-inflammatory properties of the ethanolic extract from Gleditsia sinensis Biol. Pharm. Bull. 25 2002 1179 1182 (Pubitemid 39655160)
2. N. De Tommasi, S. Piacente, F. De Simone, and C. Pizza Characterization of three new triterpenoid saponins from Ardisia japonica J. Nat. Prod. 56 1993 1669 1675 (Pubitemid 23326283)
3. Z.Z. Gao, Y.F. Xia, X.J. Yao, Y. Dai, and Q. Wang A new triterpenoid saponin from Gleditisia sinensis and structure-activity relationships of inhibitory effects on lipopolysaccharide-induced nitric oxide production Nat. Prod. Res. 22 2008 320 332 (Pubitemid 351356687)
4. S. Hara, H. Okabe, and K. Mihashi Separation of aldose enantiomers by gas-liquid chromatography Chem. Pharm. Bull. 34 1986 1843 1845
5. A. Huxley, M. Griffiths, and M. Levy Dictionary of Gardening: The New Royal Horticultural Society vol. 2 1992 Macmillan London pp. 423-424
6. Z. Jia, K. Koike, and T. Nikaido Major triterpenoid saponins from Saponaria officinalis J. Nat. Prod. 61 1998 1368 1373 (Pubitemid 28555100)
7. 13C-Nuclear magnetic resonance spectral studies for structure elucidation of gleditsia saponins B and C Chem. Pharm. Bull. 30 1982 2747 2760
8. 2, G and I Chem. Pharm. Bull. 30 1982 4082 4087
9. T. Konoshima, I. Yasuda, Y. Kashiwada, L.M. Cosentino, and K.H. Lee Anti-AIDS agents, 21. Triterpenoid saponins as anti-HIV principles from fruits of Gleditsia japonica and Gymnocladus chinensis and a structure-activity correlation J. Nat. Prod. 58 1995 1372 1377
10. 28 from Albizia julibrissin Bioorg. Med. Chem. Lett. 15 2005 4493 4495 (Pubitemid 41253881)
11. F.R. Melek, T. Miyase, S.M. Abdel-Khalik, M.H. Hetta, and I.I. Mahmoud Triterpenoid saponins from Oreopanax guatemalensis Phytochemistry 60 2002 185 195 (Pubitemid 34601252)
12. F.R. Melek, T. Miyase, and N.S. Ghaly Triterpenoid saponins from Meryta lanceolata Phytochemistry 62 2003 557 562 (Pubitemid 36216072)
13. F.R. Melek, T. Miyase, S.M. Abdel-Khalik, and M.R. El Gindi Triterpenoid saponins from Schefflera arboricola Phytochemistry 63 2003 401 407 (Pubitemid 36648096)
14. F.R. Melek, T. Miyase, N.S. Ghaly, and M.F. Yousif Further saponins from Meryta lanceolata Phytochemistry 65 2004 909 914 (Pubitemid 38471770)
15. F.R. Melek, T. Miyase, S.M. Abdel-Khalik, I.I. Mahmoud, and S.A. Mina Saponins and acylated saponins from Dizygotheca kerchoveana Phytochemistry 65 2004 3089 3095 (Pubitemid 39487088)
16. F.R. Melek, T. Miyase, N.S. Ghaly, and M. Nabil Triterpenoid saponins with N-acetyl sugar from the bark of Albizia procera Phytochemistry 68 2007 1261 1266 (Pubitemid 46602461)
17. T. Miyase, F.R. Melek, O.M. El-Gindi, S.M. Abdel-Khalik, M.R. El-Gindi, M.Y. Haggag, and S.H. Hilal Saponins from Fagonia arabica Phytochemistry 41 1996 1175 1179 (Pubitemid 2619362)
18. T. Miyase, F.R. Melek, T. Warashina, M.A. Selim, and I.A.A. Kassem Bisdesmosidic saponins from fruits of Gleditsia caspica Desf. Rev. Latinoamer. Quim. 37 2009 218 229
19. T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 65 1983 55 63 (Pubitemid 14203433)
20. R.W. Teng, W. Ni, J.K. Ding, D.Z. Wang, and C.X. Chen A New triterpenoid saponin GS-C′ from Gledistsia dolavayi Acta Bota. Yunnani. 24 2002 531 534 (Pubitemid 37282011)
21. R.W. Teng, W. Ni, D.Z. Wang, J.K. Ding, and C.X. Chen Two new complex triterpenoid saponins from Gledistsia dolavayi Franch Magn. Reson. Chem. 40 2002 609 613 (Pubitemid 37282011)
22. J. Yamahara, Y. Shintani, T. Konoshima, T. Swada, and H. Fugimura Biological active principles of the crude drugs. ΙΙ. Antiulcerogenic and anti-inflammatory actions of the crude drugs containing saponin Yakugaku Zasshi 95 1975 1179 1182
23. K. Yoshikawa, Y. Sato, Y. Suzaki, M. Tanaka, S. Arihara, and S.K. Nigam Three acylated saponins and related compound from Pithecellobium dulce J. Nat. Prod. 61 1997 440 445 (Pubitemid 28030249)
24. Z. Zhang, K. Koike, Z. Jia, T. Nikaido, D. Guo, and J. Zheng Four new triterpenoidal saponins acylated with one monoterpenic acid from Gleditsia sinensis J. Nat. Prod. 62 1999 740 745 (Pubitemid 29259093)
25. Z. Zhang, K. Koike, Z. Jia, T. Nikaido, D. Guo, and J. Zheng Gleditsiosides N-Q, new triterpenoid saponins from Gleditsia sinensis J. Nat. Prod. 62 1999 877 881 (Pubitemid 29296327)
26. Z. Zhang, K. Koike, Z. Jia, T. Nikaido, D. Guo, and J. Zheng Triterpenoidal saponins acylated with two monoterpenic acids from Gleditsia sinensis Chem. Pharm. Bull. 47 1999 388 393 (Pubitemid 29166280)
27. Z. Zhang, K. Koike, Z. Jia, T. Nikaido, D. Guo, and J. Zheng Triterpenoidal saponins from Gleditsia sinensis Phytochemistry 52 1999 715 722 (Pubitemid 29518687)
28. L. Zhong, P. Li, J. Han, G. Qu, and D. Guo Structure-activity relationships of saponins from Gleditsia sinensis in cytotoxicity and induction of apoptosis Planta Med. 70 2004 1 6 (Pubitemid 39361745)