Direct proof by 13C-nuclear magnetic resonance of semi-purified extract and isolation of ent -Catechin from leaves of Eucalyptus cinerea

Sayonara Mendes Silva; Simone Yae Abe; Fernanda Giacomini Bueno; Norberto Peporine Lopes; João Carlos Palazzo de Mello; Tomoe Nakashima

Articles

Abstract

Pharmacognosy Magazine,2014,10,39,191-194.

DOI:10.4103/0973-1296.137355

Published:July 2014

Type:Original Article

Authors:

Author(s) affiliations:

Sayonara Mendes Silva¹, Simone Yae Abe², Fernanda Giacomini Bueno³, Norberto Peporine Lopes⁴, João Carlos Palazzo de Mello³, Tomoe Nakashima¹
¹ Postgraduate Program in Pharmaceutical Sciences, Universidade Federal do Paraná, Av. Lothário Meissner, 632, BR-80210-170, Curitiba, Brazil
² Pharmacy Student, Universidade Federal do Paraná, Av. Lothário Meissner, 632, BR-80210-170, Curitiba, PR, Brazil
³ Postgraduate Program in Pharmaceutical Sciences, Palafito, Universidade Estadual de Maringá, Av. Colombo, 5790, BR-87020-900, Maringá, Brazil
⁴ Department of Chemistry, Faculty of Pharmaceutical Sciences, Universidade de São Paulo, Ribeirão Preto, BR-14040-900, Ribeirão Preto, SP, Brazil

Abstract:

Background: Eucalyptus cinerea F. Muell. ex Benth. is native to Australia and acclimatized to Southern Brazil. Its aromatic leaves are used for ornamental purposes and have great potential for essential oil production, although reports of its use in folk medicine are few. Objective: This study evaluated the composition of E. cinerea leaves using the solid state ¹³ C-nuclear magnetic resonance (NMR) and isolation of the compound from the semipurified extract (SE). Materials and Methods: The SE of E. cinerea leaves was evaluated in the solid state by ¹³ C-NMR spectrum, and the SE was chromatographed on a Sephadex LH-20 column, followed by high-speed counter-current chromatography to isolate the compound. The SE was analyzed by ¹³ C-NMR and matrix-assisted laser desorption/ionization-time-of-flight spectra. Results: Flavan-3-ol units were present, suggesting the presence of proanthocyanidins as well as a gallic acid unit. The uncommon ent-catechin was isolated. Conclusion: The presence of ent-catechin is reported for the first time in this genus and species.