An investigation of the root bark of Bauhinia pentandra (Fabaceae) led to the isolation and characterization of the cyanoglucoside riachin (1). The structure of 1 was established from the IR, HR-ESI-MS, and NMR spectral data, including 2D NMR experiments. The absolute configuration of 1 was determined by circular dichroism spectroscopy. The extract, its various fractions, and the compound riachin from Bauhinia pentandra demonstrated antioxidant potential in DPPH and ABTS tests and exhibited metal chelating activity on ferrous ions (Fe2+).
Similar content being viewed by others
References
R. P. Wunderlin, K. Larsen, and S. S. Larsen, Biol. Skr., 28, 1 (1987).
A. M. S. F. Vaz and A. M. G. A. Tozzi, Rodriguesia, 54, 55 (2003).
M. P. Correa, Dicionario das Plantas Uteis do Brasil e das exoticas Cultivadas, Imprensa Nacional, Rio de Janeiro, 1952, p. 3.
H. Lorenzi, Arvores Brasileiras, Manual de Identificacao, Plantarum Ltda (ed.), Nova Odessa, Sao Paulo, 1992.
M. Teske and A. M. M. Trentini, Compendio de Fitoterapia, Herbarium Lab. Botanico, Curitiba, Brasil, 1995.
C. Juliane, Rev. Sudam. Endocrin. Immolol. Quimiot., 14, 326 (1931).
G. T. Volpato, D. C. Damasceno, I. M. P. Calderon, and M. V. C. Rudge, Rev. Bras. Plantas Med., 2, 49 (1999).
G. T. Volpato, Rev. Bras. Ginecol. Obstet., 23, 403 (2001).
M. T. Pepato, E. H. Keller, A. M. Baviera, I. C. Kettelhut, R. C. Vendramini, and I. L. Brunetti, J. Ethnopharmacol., 8, 191 (2002).
K. L. Silva and V. Cechinel-Filho, Quim. Nova, 25, 449 (2002).
M. F. Agra, K. N. S., I. J. L. D. Basilio, P. F. Freitas, and J. M. Barbosa-Filho, Rev. Bras. Farmacogn., 18, 472 (2008).
J. M. Duarte-Almeida, G. Negri, and A. Salatino, Biochem. Syst. Ecol., 32, 753 (2004).
A. Salatino, C. T. T. Blatt, D. Y. A. C. Dos Santos, and A. M. S. F. Vaz, Rev. Bras. Bot., 22, 17, (1999).
T. M. S. Silva, C. A. Camara, A. C. S. Lins, J. M. Barbosa, E. M. S. Silva, B. M. Freitas, and F. A. R Santos, J. Food Compos. Anal., 19, 507 (2006).
T. M. S. Silva, C. A. Camara, A. C. S. Lins, M. F. Agra, E. M. S. Silva, I. T. Reis, and B. M. Freitas, An. Acad. Bras. Cienc., 81, 173 (2009).
E. Breitmaier and W. Voelter, Carbon-13. NMR Spectroscopy, VCH, Weinheim, New York, 1990.
J. Wu, E. H. Fairchild, J. L. Beal, T. Tomimatsu, and R. W. Doskotch, J. Nat. Prod., 42, 500 (1979).
K. Ueda, K. Yasutomi, and I. Mori, Chem. Lett., 149, 10 (1983).
K. Slinkard and V. L. Singleton, Am. J. Enol. Vitic., 28, 49 (1977).
R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, and C. Rice-Evans, Free Radic. Biol. Med., 26, 1231 (1999).
T. C. P. Dinis, V. M. C. Madeira, and M. L. M. Almeida, Arch. Biochem. Biophys., 315, 161 (1994).
Acknowledgment
The authors would like to thank the CNPq (TMSS, CAC, and MFA research fellowships) and FACEPE (PRONEM APQ-1232.1.06/10 and PPBio No. 558317/2009-0) for financial support and the CENAPESQ and CETENE analytical centers for the recorded data that they kindly provided. MJSF thanks PRPPG-UFRPE for fellowship support.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2013, pp. 587–591.
Rights and permissions
About this article
Cite this article
Silva, T.M.S., Lins, A.C.d.S., Sarmento-Filha, M.J. et al. Riachin, a new cyanoglucoside from Bauhinia pentandra and its antioxidant activity. Chem Nat Compd 49, 685–690 (2013). https://doi.org/10.1007/s10600-013-0707-9
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-013-0707-9