Planta Med 2016; 82(S 01): S1-S381
DOI: 10.1055/s-0036-1596465
Abstracts
Georg Thieme Verlag KG Stuttgart · New York

An anti-DENV-2 flavanone glycoside isolation from Faramea hyacinthina (Rubiaceae) by a simple and low-cost SPE method

RS Barboza
1   Instituto de Química, Dep. Química Orgânica, Universidade Federal do Rio de Janeiro, Av. Athos da Silveira Ramos 149, C. T., Bl. A, 21941 – 909, Rio de Janeiro, RJ, Brazil
,
LMM Valente
1   Instituto de Química, Dep. Química Orgânica, Universidade Federal do Rio de Janeiro, Av. Athos da Silveira Ramos 149, C. T., Bl. A, 21941 – 909, Rio de Janeiro, RJ, Brazil
,
T Wolff
1   Instituto de Química, Dep. Química Orgânica, Universidade Federal do Rio de Janeiro, Av. Athos da Silveira Ramos 149, C. T., Bl. A, 21941 – 909, Rio de Janeiro, RJ, Brazil
,
IA Miranda
2   Instituto de Microbiologia Paulo Góes, Dep. Virologia, Universidade Federal do Rio de Janeiro; Av. Carlos Chagas Filho 373, C. C. S., Bl. I, 21941 – 902, Rio de Janeiro, RJ, Brazil
,
RSL Neris
2   Instituto de Microbiologia Paulo Góes, Dep. Virologia, Universidade Federal do Rio de Janeiro; Av. Carlos Chagas Filho 373, C. C. S., Bl. I, 21941 – 902, Rio de Janeiro, RJ, Brazil
,
M Gomes
3   Instituto de Pesquisas Jardim Botânico do Rio de Janeiro, R. Jardim Botânico 1008, 22470 – 180, Rio de Janeiro, RJ, Brazil
› Author Affiliations
Further Information

Publication History

Publication Date:
14 December 2016 (online)

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An anti-DENV-2 flavanone glycoside (1) was previously isolated from the leaf methanol extract of Faramea hyacinthina Mart. (Rubiaceae) by liquid-liquid partition followed by Sephadex LH-20 and reversed-phase (C18) CC [1]. The search for the development of effective methodologies for purifying large amounts of target natural compounds for further studies or applications is an ongoing challenge. In this work a simple and low-cost method for isolating the bioactive flavanone by reversed-phase SPE was developed on the basis of HPLC conditions [2]. The bioactive polyphenolic-rich fraction from the liquid-liquid partition of the extract of F. hyacinthina was submitted to different RP-HPLC conditions to evaluate the chromatographic selectivity toward the flavanone glycoside and the other components present in the fraction. Through the HPLC chromatographic parameters, the elution volumes (normalised by the HPLC column bed volume) were estimated. A 2 × 4 experimental matrix to be applied to the SPE technique (C18 cartridge 500 mg, 3 mL) was planned using the mobile phase (acetonitrile/water) percentage range and the elution volume informations. The method allowed the isolation of the target compound 99% pure as judge by the relative percentage calculated by HPLC-UV analysis and provided less-complex mixtures for further separation of the other constituents. The effects of the scale-up on the flavanone isolation were assessed with a home-made cartridge (C18 40 – 63 µm, 10 g, 22 mL) by applying up to 350 mg of the polyphenolic-rich fraction without the purity of the target compound has been compromised. Structural determination of the isolated flavanone was made by 1D and 2D NMR techniques, UV and OR.

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Acknowledgements: CAPES, FAPERJ (Brazil).

Keywords: Faramea hyacinthina, Rubiaceae, anti-dengue activity, SPE, HPLC, flavanone.

References:

[1] Barboza RS, Valente LMM, Nascimento AC, Miranda IA, Gomes M. Potential anti-dengue activity of three Faramea species (Rubiaceae) and their common active new flavanone glycoside. Planta Med 2015; 81: PM32

[2] Barboza RS, Mazzei JL, Valente LMM, Siani AC. Optimized kaempferitrin isolation from Uncaria guianensis leaves by solid-phase extraction. J Liq Chromatogr Relat Technol 2014; 38: 532 – 542