Steroids and phenolic derivatives from Tabebuia aurea (Bignoniaceae)

Authors

  • Mariele Rondon Santos Gonçalves Universidade Federal Rural do Rio de Janeiro
  • Ana Fábia Giacomelli Universidade Federal de Mato Grosso
  • Mário Geraldo de Carvalho Universidade Federal Rural do Rio de Janeiro
  • Virgínia Claudia Paulino Silva Universidade Federal de São Carlos

DOI:

https://doi.org/10.36560/18420252097

Keywords:

Tabebuia aurea, Bignoniaceae, Phytochemical analysis

Abstract

Tabebuia aurea (Bignoniaceae) is a medicinal plant traditionally used to treat various diseases, including infections and inflammatory conditions. In this study, the chemical composition of the root and stem bark extracts was investigated, leading to the isolation of steroids and phenolic compounds. The extraction process involved cold maceration with methanol, followed by liquid-liquid partitioning and chromatographic fractionation. The main metabolites identified were p-hydroxybenzoic acid, p-coumaric acid, cholestanone, β-sitosterol, stigmasterol, campesterol, (E)-4-methoxycinnamic acid, and (Z)-4-hydroxycinnamic acid. Structural elucidation was performed using NMR and mass spectrometry.

References

Barbosa-Filho, J.M.; Lima, C.S.A.; Amorim, E.L.C.; Sena, K.X.F.R.; Almeida, J.R.G.S.; Cunha, E.V.L.; Silva, M.S.; Agra, M.F.; Braz-Filho, R. Botanical study, phytochemistry, and antimicrobial activity of Tabebuia aurea. Int. J. Exp. Bot., p. 221-228, 2004.

Jardim Botânico do Rio de Janeiro. (2025). Bignoniaceae in Flora e Funga do Brasil. Retrieved March 28, 2025, from https://floradobrasil.jbrj.gov.br/FB112305

Byeon, S.E.; Chung, J.Y.; Lee, Y.G.; Kim, B.H.; Kim, K.H.; Cho, J.Y. In vitro and in vivo anti-inflammatory effects of taheebo, a water extract from the inner bark of Tabebuia avellanedae. J. Ethnopharmacol., v. 119, p. 145-152, 2008.

Castillo, L.; Rossini, C. Bignoniaceae metabolites as semiochemicals. Molecules, v. 15, p. 7090-7105, 2010.

Huang, G.C.; Kao, C.L.; Pan, J.Y.; Li, H.T.; Chen, C.Y. Secondary metabolites from the leaves of Michelia fuscata. Chem. Nat. Compd., v. 55, p. 183, 2019.

Kim, S.M.; Kim, Y.S.; Kim, D.W.; Yang, J.W. Transition metal-free, NaOtBu-O₂-mediated one-pot cascade oxidation of allylic alcohols to α,β-unsaturated carboxylic acids. The Royal Society of Chemistry, v.11, p.1-28, 2012.

Lemos, O.A.; Sanches, J.C.M.; Silva, Í.E.F.; Silva, M.L.A.; Vinhólis, A.H.C.; Felix, M.A.P.; Santos, R.A.; Cecchi, A.O. Genotoxic effects of Tabebuia impetiginosa (Mart. Ex DC.) Standl. (Lamiales, Bignoniaceae) extract in Wistar rats. Genet. Mol. Biol., v. 35, n. 2, p. 498-502, 2012.

Lohmann LG & Ulloa Ulloa C (2021) Bignoniaceae. In: Checklist of the world. MOBOT/NYBG/Kew Gardens. iPlants Prototype Checklist. Available at <http://www.iplants.org/>. Accessed on 15 March 2025.

Noor, S.; Prodhan, A.; Zohora, F.T.; Tareq, F.S.; Ahsan, M.; Hasan, C.M.; Islam, S.N. Phytochemical, antioxidant, antimicrobial, thrombolytic as well as cytotoxic studies on the stem bark of Manilkara zapota (Sapotaceae). Asian J. Chem., v. 26, n. 18, p. 6138-6142, 2014.

Oliveira, A. K. M.; Schleder, E. D.; Favero, S. Caracterização Morfológica, Viabilidade e Vigor de Sementes de Tabebuia aurea (Silva Manso) Benth. & Hook. f. ex. S. Moore. R. Árvore, v. 30, n.1, p. 25-32, 2006.

Olmstead, R.G.; Zjhra, M.L.; Lohmann, L.G.; Grose, S.O.; Eckert, A.J. A Molecular phylogeny and classification of Bignoniaceae. Am. J. Bot., v. 96, n. 9, p. 1731-1743, 2009.

Ospina, L.A.F.; Guerrero, J.P.C.; Buendía, Y.C.O.; Bolívar, I.B.P.; Castilo, F.D. Anti-inflammatory, antioxidant, and antibacterial activity of two species of Tabebuia genus. Rev. Cubana Plant. Med., v. 18, n. 1, p. 34-36, 2013.

Park, B.S.; Lee, H.K.; Lee, S.E.; Piao, X.L.; Takeoka, G.R.; Wong, R.Y.; Ahn, Y,J,; Kim, J.H. Antibacterial activity of Tabebuia impetiginosa Martius ex DC (Taheebo) against Helicobacter pylori. J. Ethnopharmacol., v. 105, p. 255-262, 2006.

Pott, A., & Pott, V. (1994). Plantas do Pantanal. Empresa Brasileira de Pesquisa Agropecuária – Centro de Pesquisa Agropecuária do Pantanal (EMBRAPA)

Ragasa, C.Y.; Caro, J.L.; Lirio, L.G.; Shen, C.C. Chemical constituents of Coix lacryma-jobi. Res. J. Pharm. Biol. Chem. Sci., v. 5, n. 6, p. 344-348, 2014.

Reis, F.P.; Bonfa, I.M.S.; Cavalcante, R.B.; Okoba, D.; Vasconcelos, S.B.S.; Candeloro, L.; Filiu, W.F.O.; Monreal, A.C.D.; Silva, V.J.; Rita, P.H.S.; Carollo, C.A.; Toffoli-Kadri, M.C. Tabebuia aurea decreases inflammatory, myotoxic, and hemorrhagic activities induced by the venom of Bothrops neuwiedi. J. Ethnopharmacol., v. 158, p. 352-357, 2014.

Souza, A.D.L.; Rocha, A.F.I.; Pinheiro, M.L.B.; Andrade, C.H.S.; Galotta, A.L.A.Q.; Santos, M.P.S.S. Constituintes químicos de Gustavia augusta L. (Lecythidaceae). Quím. Nova, v. 24, n. 4, p. 439-442, 2001.

Tori, M.; Ohara, Y.; Nakashima, K.; Sono, M. Caffeic and coumaric acid esters from Calystegia soldanella. Fitoterapia, v. 71, p. 353-359, 2000.

Wu, Q.Y.; Du, J.; Wu, J.C. Chemical constituents from Calanthe discolor. Chem. Nat. Compd., v. 59, p. 1005, 2023.

Published

2025-06-25

How to Cite

Gonçalves, M. R. S., Giacomelli , A. F., Carvalho, M. G. de, & Silva, V. C. P. (2025). Steroids and phenolic derivatives from Tabebuia aurea (Bignoniaceae) . Scientific Electronic Archives, 18(4). https://doi.org/10.36560/18420252097