Chemical variability within the marine sponge Aplysina fulva


Autoria(s): NUNEZ, Cecilia V.; ALMELDA, Erika V. R. de; GRANATO, Ana Claudia; MARQUES, Suzi O.; SANTOS, Kelly O.; PEREIRA, Fabio R.; MACEDO, Mario L.; FERREIRA, Antonio G.; HAJDU, Eduardo; PINHEIRO, Ulisses S.; MURICY, Guilherme; PEIXINHO, Solange; FREEMAN, Christopher J.; GLEASON, Daniel F.; BERLINCK, Roberto G. S.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2008

Resumo

Dibromotyrosine-derived metabolites are of common occurrence within marine sponges belonging to the order Verongida. However, previous chemical analysis of crude extracts obtained from samples of the verongid sponge Aplysina fulva collected in Brazil did not provide any dibromotyrosine-derived compounds. In this investigation, five samples of A. fulva from five different locations along the Brazilian coastline and one sample from a temperate reef in the South Atlantic Bight (SAB) (Georgia, USA) were investigated for the presence of bromotyrosine-derived compounds. All six samples collected yielded dibromotyrosine-derived compounds, including a new derivative, named aplysinafulvin, which has been identified by. analysis of spectroscopic data. These results confirm previous assumptions that dibromotyrosine-derived metabolites can be considered as chemotaxonomic markers of verongid sponges. The isolation of aplysinafulvin provides additional support for a biogenetic pathway involving an arene oxide intermediate in the biosynthesis of Verongida metabolites. It cannot yet be established if the chemical variability observed among the six samples of A.fulva collected in Brazil and the SAB is the result of different environmental factors, distinct chemical extraction and isolation protocols, or a consequence of hidden genetic diversity within the postulated morphological plasticity of this species. (C) 2007 Elsevier Ltd. All rights reserved.

Identificador

BIOCHEMICAL SYSTEMATICS AND ECOLOGY, v.36, n.4, p.283-296, 2008

0305-1978

http://producao.usp.br/handle/BDPI/31619

10.1016/j.bse.2007.09.008

http://dx.doi.org/10.1016/j.bse.2007.09.008

Idioma(s)

eng

Publicador

PERGAMON-ELSEVIER SCIENCE LTD

Relação

Biochemical Systematics and Ecology

Direitos

restrictedAccess

Copyright PERGAMON-ELSEVIER SCIENCE LTD

Palavras-Chave #Aplysina fulva #dibromotyrosine #chemical variability #chemotaxonomy #OCCURRING ORGANOHALOGEN COMPOUNDS #FISTULARIS FORMA FULVA #VERONGIDA SPONGES #BROMINATED METABOLITES #NATURAL-PRODUCTS #BROMOTYROSINE ALKALOIDS #MICROBIAL COMMUNITY #DYSIDEA-FRAGILIS #GENUS VERONGIA #X-RAY #Biochemistry & Molecular Biology #Ecology #Evolutionary Biology
Tipo

article

original article

publishedVersion