| Texto completo | |
| Autor(es): |
Arakawa, Nilton Syogo
[1, 2]
;
Gobbo-Neto, Leonardo
[1]
;
Ambrosio, Sergio Ricardo
[3]
;
Antonucci, Gilmara Ausech
[1]
;
Sampaio, Suely Vilela
[1]
;
Pupo, Monica Tallarico
[1]
;
Said, Suraia
[1]
;
Schmidt, Thomas J.
[4]
;
Da Costa, Fernando Batista
[1, 4]
Número total de Autores: 9
|
| Afiliação do(s) autor(es): | [1] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil
[2] Univ Estadual Londrina, BR-86039440 Londrina, PR - Brazil
[3] Univ Franca, Nucl Pesquisa Ciencias Exatas & Tecnol, BR-14404600 Franca, SP - Brazil
[4] Univ Munster, Inst Pharmazeut Biol & Phytochem, D-48149 Munster - Germany
Número total de Afiliações: 4
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Phytochemistry; v. 96, p. 92-100, DEC 2013. |
| Citações Web of Science: | 10 |
| Resumo | |
Biotransformation of chemicals by microorganisms can be effective in increasing chemical diversity. Some fungi have been described to be useful for the biotransformation of sesquiterpene lactones. Nevertheless, in most cases, only minor or simple transformations of functional groups have been observed. Budlein A is a sesquiterpene lactone found in high amounts in American sunflower-like species of the genus Viguiera (Asteraceae). It shows important biological effects like in vitro and in vivo anti-inflammatory activity, as well as cytotoxicity against cancer cell lines. With the aim to obtain potentially bioactive derivatives of budlein A and taking into account that obtaining semi-synthetic analogues is a very complex task, the capability of soil fungi to promote biotransformation was investigated. In this work, the biotransformation of budlein A by the soil fungi Aspergillus terreus and A. niger affording three unusual sesquiterpenoid derivatives with carbon skeletons is reported. The chemical structures of the compounds were elucidated by 1D and 2D NMR spectrometry and HR-ESI-MS. The stereochemistry and molecular conformation of one derivative was assessed by molecular modeling techniques. The fungal metabolites displayed a reduced cytotoxicity against HL-60 cells when compared to the original natural product. The results show the versatility of microbial-catalyzed biotransformations leading to unusual derivatives. (C) 2013 Elsevier Ltd. All rights reserved. (AU) | |
| Processo FAPESP: | 04/04374-3 - Transformacoes microbianas e avaliacao da citotoxicidade de lactonas sesquiterpenicas de viguiera robusta gardn. (asteraceae). |
| Beneficiário: | Nilton Syogo Arakawa |
| Modalidade de apoio: | Bolsas no Brasil - Doutorado |
| Processo FAPESP: | 04/07935-6 - Bioprospecção de fungos: a busca de compostos importantes para o projeto de remédios e enzimas para aplicações farmacêuticas e industriais |
| Beneficiário: | Jairo Kenupp Bastos |
| Modalidade de apoio: | Auxílio à Pesquisa - Programa BIOTA - Temático |