Dereplication of Bromotyrosine-derived Metabolites by LC-PDA-MS and Analysis of the Chemical Profile of 14 Aplysina Sponge Specimens from the Brazilian Coastline


Autoria(s): SILVA, Michelli M.; BERGAMASCO, Juliana; LIRA, Simone P.; LOPES, Norberto P.; HAJDU, Eduardo; PEIXINHO, Solange; BERLINCK, Roberto G. S.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2010

Resumo

In order to investigate the chemical profile of 14 specimens of Aplysina spp. marine sponges, we have developed a method based on LC-PDA-MS for the detection of bromotyrosine-derived metabolites. The method enabled the dereplication of three distinct chemotypes of bromotyrosine-derived compounds based on UV absorptions, which were further refined by electrospray ionization-mass spectrometry analysis of the brominated quasi-molecular ion clusters. This procedure led to either a single compound assignment, or a maximum of two possible isobaric compounds. The dereplication study indicated that the chemical profile of the 14 specimens of Aplysina spp. analyzed presented practically the same dibromotyrosine-derived compounds. The results obtained suggested a possible biogenetic pathway for the formation of dibromotyrosine-derived compounds of wide occurrence in Verongida sponges.

Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)[BIOTA/BIOprospecTA 05/60175-2]

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

CNPq

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

R.G.S.B

R.G.S.B

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

Fundação de Amparo à Pesquisa do Estado de São Paulo - FAPESP[06/60510-9]

Identificador

AUSTRALIAN JOURNAL OF CHEMISTRY, v.63, n.6, p.886-894, 2010

0004-9425

http://producao.usp.br/handle/BDPI/31691

10.1071/CH09616

http://dx.doi.org/10.1071/CH09616

Idioma(s)

eng

Publicador

CSIRO PUBLISHING

Relação

Australian Journal of Chemistry

Direitos

restrictedAccess

Copyright CSIRO PUBLISHING

Palavras-Chave #TANDEM MASS-SPECTROMETRY #BIOLOGICALLY-ACTIVE METABOLITES #MARINE SPONGE #BROMINATED METABOLITES #ORGANIC-COMPOUNDS #ELECTROSPRAY #DERIVATIVES #FISTULARIS #FRAGMENTATION #AEROTHIONIN #Chemistry, Multidisciplinary
Tipo

article

original article

publishedVersion