Phytotoxic steroidal saponins from Agave offoyana leaves

Phytochemistry

Volumn 105, Issue , 2014, Pages 92-100

  Pérez, Andy J ^a,b   Simonet, Ana M ^a   Calle, Juan M ^a   Pecio, Łukasz ^b   Guerra, José O ^c   Stochmal, Anna ^b   Macías, Francisco A ^a  

^a UNIVERSITY OF CÁDIZ   (Spain)

^b STATE RESEARCH INSTITUTE   (Poland)

^c CENTRAL UNIVERSITY OF LAS VILLAS   (Cuba)

Author keywords

Agave offoyana; Furostane saponin; Phytotoxic activity; Spirostane saponin; Structural elucidation; Structure activity relationship

Indexed keywords

AGAVE; LACTUCA; LACTUCA SATIVA;

PHYTOSTEROL; SAPONIN;

AGAVE; CHEMISTRY; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; PLANT LEAF; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION;

AGAVE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHYTOSTEROLS; PLANT LEAVES; SAPONINS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84905494359     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2014.05.014     Document Type: Article

References (22)

1. 2-26) on the orientation of the 27-methyl group of furostane-type steroidal saponins Magn. Reson. Chem. 42 2004 990 993 (Pubitemid 40012868)
2. P.K. Agrawal Assigning stereodiversity of the 27-Me group of furostane-type steroidal saponins via NMR chemical shifts Steroids 70 2005 715 724 (Pubitemid 40962441)
3. A. Bousios, I. Saldana Oyarzabal, A.G. Valenzuela Zapata, C. Wood, and S.R. Pearce Isolation and characterization of Ty1-copia retrotransposon sequences in the blue agave (Agave tequilana Weber var. azul) and their development as SSAP markers for phylogenetic analysis Plant Sci. 172 2007 291 298 (Pubitemid 46073268)
4. Castellano, D., Macías, F.A., Castellano, M., Cambronero, R., 2001. Sistema automatizado para la adquisición simultánea y gestión informatizada de medidas de longitud variable. Spanish Patent No P9901565.
5. B. Hernández Carlos, A. González Coloma, A.U. Orozco Valencia, M.V. Ramírez Mares, M.F. Andrés Yeves, and P. Joseph Nathan Bioactive saponins from Microsechium helleri and Sicyos bulbosus Phytochemistry 72 2011 743 751
6. P.L. Huang, K.H. Gan, R.R. Wu, and C.N. Lin Benzoquinones, a homoisoflavonone and other constituents from Polygonatum alte-lobatum Phytochemistry 44 1997 1369 1373
7. F.A. Macías, D. Castellano, and J.M.G. Molinillo Search for a standard phytotoxic bioassay for allelochemicals. Selection of standard target species J. Agric. Food Chem. 48 2000 2512 2521 (Pubitemid 30431268)
8. F.A. Macías, J.O. Guerra, A.M. Simonet, and C.M. Nogueiras Characterization of the fraction components using 1D TOCSY and 1D ROESY experiments. Four new spirostane saponins from Agave brittoniana Trel. spp. Brachypus Magn. Reson. Chem. 45 2007 615 620
9. F.A. Macías, J.O. Guerra, A.M. Simonet, A.J. Pérez, and C. Nogueiras Characterization of three saponins from a fraction using 1D DOSY as a solvent signal suppression tool. Agabrittonosides E-F. Furostane saponins from Agave brittoniana Trel. spp. Brachypus Magn. Reson. Chem. 48 2010 350 355
10. U. Marchaim, E. Werker, and W.D.E. Thomas Changes in the anatomy of cotton seed coats caused by lucerne saponins Bot. Gaz. 135 1974 139 146
11. R.E. Marker, R.B. Wagner, P.R. Ulshafer, E.L. Wittbecker, D.P.J. Goldsmith, and C.H. Ruof Sterols. CLVII. Sapogenins. LXM'. Isolation and structures of thirteen new steroidal sapogenins. New sources for known sapogenins J. Am. Chem. Soc. 65 1943 1199 1209
12. W. Oleszek Allelopathic potential of alfalfa (Medicago sativa) saponins: their relation to antifungal and haemolytic activities J. Chem. Ecol. 19 1993 1063 1074
13. W. Oleszek Alfalfa saponins: Chemistry and application W.R. Bidlack, S.T. Omaye, M.S. Meskin, D.K. Topham, Phytochemicals as bioactive agents 2000 Technomic Publishing Co., Inc Lancaster 167 188
14. A.J. Pérez, J.M. Calle, A.M. Simonet, J.O. Guerra, A. Stochmal, and F.A. Macías Bioactive steroidal saponins from Agave offoyana flowers Phytochemistry 95 2013 298 307
15. M. Piotto, M. Bourdonneau, K. Elbayed, J.M. Wieruszeski, and G. Lippens New DEFT sequences for the acquisition of one-dimensional carbon NMR spectra of small unlabelled molecules Magn. Reson. Chem. 44 2006 943 947 (Pubitemid 44482891)
16. I. Podolak, A. Galanty, and D. Sobolewska Saponins as cytotoxic agents: a review Phytochem. Rev. 9 2010 425 474
17. O.P. Sati, and G. Pant Cantalasaponin-1, a novel spirostanol bisdesmoside from Agave cantala J. Nat. Prod. 48 1985 395 399 (Pubitemid 15018848)
18. M. Scognamiglio, B. D'Abrosca, V. Fiumano, A. Chambery, V. Severino, N. Tsafantakis, S. Pacifico, A. Esposito, and A. Fiorentino Oleanane saponins form Bellis sylvestris Cyr. and evaluation of their phytotoxicity on Aegilops geniculata Roth Phytochemistry 84 2012 125 134
19. T. Tanaka, T. Nakashima, T. Ueda, K. Tomii, and I. Kouno Facile discrimination of aldose enantiomers by reversed-phase HPLC Chem. Pharm. Bull. 55 2007 899 901 (Pubitemid 46890090)
20. M.E. Wall, J.J. Willaman, T. Perlstein, D.S. Correll, and H.S. Gentry Steroidal sapogenins XXXIX. Occurrence and isolation of gentrogenin and correllogenin from Dioscorea spiculiflora J. Pharm. Sci. 46 1957 155 159
21. G.R. Waller, C.F. Yang, L.F. Chen, C.H. Su, R.M. Liou, S.C. Wu, C.C. Young, M.R. Lee, J.S. Lee, C.H. Chou, and D. Kim Can soyasaponin I and mono- and bi-desmosides isolated from mungbeans serve as growth enhancers in mungbeans and lettuce? Adv. Exp. Med. Biol. 405 1996 123 139 (Pubitemid 26360310)
22. B.B. Xie, H.Y. Liu, W. Ni, and C.X. Chen Ypsilandrosides C-G, five new spirostanol saponins from Ypsilandra thibetica Steroids 74 2009 950 955