Molecules 2013, 18(8), 9919-9932; doi:10.3390/molecules18089919
Article

Chemistry and Antiviral Activity of Arrabidaea pulchra (Bignoniaceae)

1 Faculdade de Farmácia, Departamento de Produtos Farmacêuticos, Universidade Federal de Minas Gerais, Av. Antônio Carlos, 6627, CEP 31.270-901, Belo Horizonte, MG, Brazil 2 Escola de Farmácia, Departamento de Farmácia, Universidade Federal de Ouro Preto, Rua Costa Sena, 171, CEP 35.400-000, Ouro Preto, MG, Brazil 3 Departamento de Microbiologia, ICB, Universidade Federal de Minas Gerais, Av. Antônio Carlos, 6627, CEP 31.270-901, Belo Horizonte, MG, Brazil 4 Departamento de Química, ICEX, Universidade Federal de Minas Gerais, Av. Antônio Carlos, 6627, CEP 31.270-901, Belo Horizonte, MG, Brazil
* Author to whom correspondence should be addressed.
Received: 26 April 2013; in revised form: 22 July 2013 / Accepted: 24 July 2013 / Published: 16 August 2013
(This article belongs to the Section Natural Products)
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Abstract: The aim of the present work was to carry out a bioguided isolation of antiviral chemical constituents from an ethanol extract of leaves from Arrabidaea pulchra (Cham.) Sandwith (EEAPL) that had shown in vitro activity in a previous screening using DNA and RNA viruses. The activity of EEPAL was evaluated against the DNA viruses Human herpesvirus 1 (HSV-1) and Vaccinia virus Western Reserve (VACV-WR) as well as against the RNA viruses Murine encephalomyocarditis virus (EMCV), and Dengue virus 2 (DENV-2) by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) colorimetric assay. Cytotoxicity was determined in LLCMK2 and Vero cells and the Selectivity Indexes (SI) were calculated. The most potent effect was observed against DENV-2 (EC50 46.8 ± 1.6 µg mL−1; SI 2.7). For HSV-1 and VACV-WR EC50 values > 200 µg mL−1 were determined, while no inhibition of the cytopathic effect was observed with EMCV. Bioguided fractionation of EEAPL by partition between immiscible solvents followed by chromatography over a Sephadex LH20 column afforded two arylpropanoid glycosides, verbascoside (AP 1) and caffeoylcalleryanin (AP 2), along with a terpenoid, ursolic acid (AP 3). AP 1 and AP 3 exhibited similar anti-DENV-2 profiles, with SI values of 3.8 and 3.1, respectively, while AP 2 was the most effective anti-DENV-2 constituent, with a SI of 20.0. Our results show that A. pulchra leaves ethanol extract (EEAPL) affords compounds with antiviral activity, mainly against DENV-2.
Keywords: antiviral activity; dengue virus; Arrabidaea pulchra; verbascoside; caffeoylcallerianin

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MDPI and ACS Style

Brandão, G.C.; Kroon, E.G.; Souza, D.E.; Filho, J.D.S.; Oliveira, A.B. Chemistry and Antiviral Activity of Arrabidaea pulchra (Bignoniaceae). Molecules 2013, 18, 9919-9932.

AMA Style

Brandão GC, Kroon EG, Souza DE, Filho JDS, Oliveira AB. Chemistry and Antiviral Activity of Arrabidaea pulchra (Bignoniaceae). Molecules. 2013; 18(8):9919-9932.

Chicago/Turabian Style

Brandão, Geraldo C.; Kroon, Erna G.; Souza, Danielle E.; Filho, José D.S.; Oliveira, Alaíde B. 2013. "Chemistry and Antiviral Activity of Arrabidaea pulchra (Bignoniaceae)." Molecules 18, no. 8: 9919-9932.

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