Characterization of a xylose containing oligosaccharide, an inhibitor of multidrug resistance in Staphylococcus aureus, from Ipomoea pes-caprae

Phytochemistry

Volumn 71, Issue 14-15, 2010, Pages 1796-1801

  Escobedo Martínez, Carolina ^a   Cruz Morales, Sara ^a   Fragoso Serrano, Mabel ^a   Mukhlesur Rahman, M ^b   Gibbons, Simon ^b   Pereda Miranda, Rogelio ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

Convolvulaceae; Ipomoea pes caprae; Multidrug resistance; Pentasaccharide; Resin glycoside; Staphylococcus aureus; Structural spectroscopy

Indexed keywords

BACTERIA (MICROORGANISMS); CONVOLVULACEAE; IPOMOEA; IPOMOEA IMPERATI; IPOMOEA PES-CAPRAE; STAPHYLOCOCCUS AUREUS;

EID: 77956340961     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2010.06.018     Document Type: Article

References (25)

1. M. Bah, L. Chérigo, A.T.C. Taketa, M. Fragoso-Serrano, G.B. Hammond, and R. Pereda-Miranda Intrapilosins I-VII, pentasaccharides from the seeds of Ipomoea intrapilosa J. Nat. Prod. 70 2007 1153 1157
2. L. Chérigo, R. Pereda-Miranda, M. Fragoso-Serrano, N. Jacobo-Herrera, G.W. Kaatz, and S. Gibbons Inhibitors of bacterial multidrug efflux pumps from the resin glycosides of Ipomoea murucoides J. Nat. Prod. 71 2008 1037 1045
3. L. Chérigo, R. Pereda-Miranda, and S. Gibbons Bacterial resistance modifying tetrasaccharide agents from Ipomoea murucoides Phytochemistry 70 2009 222 227
4. M.M. De Souza, A. Madeira, C. Berti, R. Krogh, R.A. Yunes, and V. Cechinel-Filho Antinociceptive properties of the methanolic extract obtained from Ipomoea pes-caprae (L.) R. Br. J. Ethnopharmacol 69 2000 85 90
5. X.M. Du, K. Kohinata, T. Kawasaki, Y.T. Guo, and K. Miyahara Components of the ether-insoluble resin glycoside-like fraction from Cuscuta chinensis Phytochemistry 48 1998 843 850
6. J.Ø. Duus, C.H. Gotfredsen, and K. Bock Carbohydrate structural determination by NMR spectroscopy: modern methods and limitations Chem. Rev. 100 2000 4589 5614
7. C. Escobedo-Martínez, and R. Pereda-Miranda Resin glycosides from Ipomoea pes-caprae J. Nat. Prod. 70 2007 974 978
8. S. Gibbons, and E.E. Udo The effect of reserpine, a modulator of multidrug efflux pumps, on the in-vitro activity of tetracycline against clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) possessing the tet(K) determinant Phytother. Res. 14 2000 139 140
9. G.W. Kaatz, S.M. Seo, and C.A. Ruble Efflux-mediated fluoroquinolone resistance in Staphylococcus aureus Antimicrob. Agents Chemother. 37 1993 1086 1094
10. National Committee for Clinical Laboratory Standards, 1999. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Growth Aerobically, fifth ed. Villanova, PA, NCCLS, 999, Approved standard M7-A5.
11. N. Noda, O.M. Takahashi, T. Fukunaga, T. Kawasaki, and K. Miyahara Four new glycosidic acids, operculinic acids D, E, F, and G, of the ether-soluble crude resin glycosides ("Jalapin") from Rhizoma Jalapae Braziliensis (Roots of Ipomoea operculata) Chem. Pharm. Bull. 38 1990 2650 2655
12. N. Noda, N. Takahashi, T. Kawasaki, K. Miyahara, and C.-R. Yang Stoloniferins I-VII, resin glycosides from Ipomoea stolonifera Phytochemistry 36 1994 365 371
13. N. Noda, N. Takahashi, K. Miyahara, and C.-R. Yang Stolonifereins VIII-XII, resin glycosides from Ipomoea stolonifera Phytochemistry 48 1998 837 841
14. M. Ono, T. Kawasaki, and K. Miyahara Resin glycosides V. Identification and characterization of the component organic and glycosidic acids of the ether-soluble crude resin glycosides ("jalapin") from Rhizoma Jalapae Braziliensis (roots of Ipomoea operculata) Chem. Pharm. Bull 37 1989 3209 3213
15. R. Pereda-Miranda, and M. Bah Biodynamic constituents in the Mexican morning glories: purgative remedies transcending boundaries Curr. Top. Med. Chem. 3 2003 111 131
16. R. Pereda-Miranda, and B. Hernández-Carlos HPLC isolation and structural elucidation of diastereomeric niloyl ester tetrasaccharides from Mexican scammony root Tetrahedron 58 2002 3145 3154
17. R. Pereda-Miranda, E. Escalante-Sánchez, and C. Escobedo-Martínez Characterization of lipophilic pentasaccharides from beach morning glory (Ipomoea pes-caprae) J. Nat. Prod. 68 2005 226 230
18. R. Pereda-Miranda, M. Fragoso-Serrano, E. Escalante-Sánchez, B. Hernández-Carlos, E. Linares, and B. Robert Profiling of the resin glycoside content of Mexican jalap roots with purgative activity J. Nat. Prod. 69 2006 1460 1466
19. R. Pereda-Miranda, G.W. Kaatz, and S. Gibbons Polyacylated oligosaccharides from medicinal Mexican morning glory species as antibacterial and inhibitors of multidrug resistance in Staphylococcus aureus J. Nat. Prod. 69 2006 406 409
20. R. Pereda-Miranda, D. Rosas-Ramírez, and J. Castañeda- Gómez Resin glycosides from the morning glory family A.D. Kinghorn, H. Falk, J. Kobayashi, Progress in the Chemistry of Natural Products vol. 92 2010 Springer New York 77 153
21. U. Pongprayoon, P. Baeckström, U. Jacobsson, M. Lindström, and L. Bohlin Antispasmodic activity of β-damascenone and E-phytol isolated from Ipomoea pes-caprae Planta Med. 58 1992 19 21
22. P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMahon, D. Vistica, J.T. Warren, H. Bokesch, S. Kenney, and M.R. Boyd New colorimetric cytotoxicity assay for anticancer-drug screening J. Natl. Cancer Inst. 82 1990 1107 1112
23. M. Stavri, L.J.V. Piddock, and S. Gibbons Bacterial efflux pump inhibitors from natural sources J. Antimicrob. Chemother. 59 2007 1247 1260
24. H. Tao, X. Hao, J. Liu, J. Ding, Y. Fang, Q. Gu, and W. Zhu Resin glycoside constituents of Ipomoea pes-caprae (beach morning glory) J. Nat. Prod. 71 2008 1998 2003
25. L.-B. Zhou, T.-H. Chen, K.F. Bastow, M. Shibano, K.-H. Lee, and D.-F. Chen Filiasparosides A-D, cytotoxic steroidal saponins from the roots of Asparagus filicinus J. Nat. Prod. 70 2007 1263 1267