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

Author(s)

Silva, Michelli M. ^[1] ; Bergamasco, Juliana ^[1] ; Lira, Simone P. ^{[1, 2]} ; Lopes, Norberto P. ^[3] ; Hajdu, Eduardo ^[4] ; Peixinho, Solange ^[5] ; Berlinck, Roberto G. S. ^[1]

Affiliation

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ Sao Paulo, Escola Super Luiz de Queiroz, LCE, Dept Ciencias Exatas, BR-13418900 Piracicaba, SP - Brazil

^[3] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Dept Quim & Fis, BR-14049000 Ribeirao Preto, SP - Brazil

^[4] Univ Fed Rio de Janeiro, Museu Nacl, Rio De Janeiro - Brazil

^[5] Univ Fed Bahia, Inst Biol, Salvador, BA - Brazil

• Document type: Journal article
• Source: AUSTRALIAN JOURNAL OF CHEMISTRY; v. 63, n. 6, p. 886-894, 2010.
• Web of Science Citations: 10

Abstract

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. (AU)

• FAPESP's process: 05/60175-2 - Discovery and development of potential chemotherapeutic agents based on marine invertebrates and associated micro-organisms
• Grantee: Roberto Gomes de Souza Berlinck
• Support Opportunities: BIOTA-FAPESP Program - Thematic Grants