Data/hora: 10/06/2024 07:48:21

Biblioteca(s): | Embrapa Amazônia Ocidental.
Data corrente: | 04/04/2013
Data da última atualização: | 29/01/2018
Autoria: | LIMA, E. S.; PINTO, A. C. S.; NOGUEIRA, K. L.; SILVA, L. F. R. e; ALMEIDA, P. D. O. de; VASCONCELLOS, M. C. de; CHAVES, F. C. M.; TADEI, W. P.; POHLIT, A. M.
Afiliação: | Emerson Silva Lima, UFAM; Ana Cristina Silva Pinto, INPA; Karla Lagos Nogueira, INPA; Luiz Francisco Rocha e Silva, INPA; Patricia Danielle Oliveira de Almeida, UFAM; Marne Carvalho de Vasconcellos, UFAM; FRANCISCO CELIO MAIA CHAVES, CPAA; Wanderli Pedro Tadei, INPA; Adrian Martin Pohlit, INPA.
Título: | Stability and Antioxidant Activity of Semi-synthetic Derivatives of 4-Nerolidylcatechol.
Ano de publicação: | 2013
Fonte/Imprenta: | Molecules, v. 18, n. 1, p. 178-189, jan. 2013.
ISSN: | 1420-3049
DOI: | 10.3390/molecules18010178
Idioma: | Inglês
Conteúdo: | 4-nerolidylcatechol (4-NC) is an unstable natural product that exhibits important antioxidant, anti-inflammatory and other properties. It is readily obtainable on a multi-gram scale through straightforward solvent extraction of the roots of cultivated Piper peltatum or P. umbellatum, followed by column chromatography on the resulting extract. Semi-synthetic derivatives of 4-NC with one or two substituent groups (methyl, acetyl, benzyl, benzoyl) on the O atoms have been introduced that have increased stability compared to 4-NC and significant in vitro inhibitory activity against the human malaria parasite Plasmodium falciparum. Antioxidant and anti-inflammatory properties may be important for the antiplasmodial mode of action of 4-NC derivatives. Thus, we decided to investigate the antioxidant properties, cytotoxicity and stability of 4-NC derivatives as a means to explore the potential utility of these compounds. 4-NC showed high antioxidant activity in the DPPH and ABTS assays and in 3T3-L1 cells (mouse embryonic fibroblast), however 4-NC was more cytotoxic (IC50 = 31.4 µM) and more unstable than its derivatives and lost more than 80% of its antioxidant activity upon storage in solution at &#8722;20 °C for 30 days. DMSO solutions of mono-O-substituted derivatives of 4-NC exhibited antioxidant activity and radical scavenging activity in the DPPH and ABTS assays that was comparable to that of BHA and BHT. In the cell-based antioxidant model, most DMSO solutions of derivatives of 4-NC were less active on day 1 than 4-NC, quercetin and BHA and more active antioxidants than BHT. After storage for 30 days at &#8722;20 °C, DMSO solutions of most of the derivatives of 4-NC were more stable and exhibited more antioxidant activity than 4-NC, quercetin and BHA and exhibited comparable antioxidant activity to BHT. These findings point to the potential of derivatives of 4-NC as antioxidant compounds.
Palavras-Chave: | Antioxidantes; Piper peltatum.
Categoria do assunto: | --
URL: | http://ainfo.cnptia.embrapa.br/digital/bitstream/item/80487/1/molecules-18-00178-v2.pdf
Registro original: | Embrapa Amazônia Ocidental (CPAA)
Exemplares: | CPAA - (25159-1) - UPC - AP - PP - S9032 -  - S9032 - DIS