Secondary metabolites from the sponges Aplysina fistularis and Dysidea sp. and the antituberculosis activity of 11-ketofistularin-3

Author(s)

Renata C. Gandolfi ^[1] ; Marina B. Medina ^[2] ; Roberto G. S. Berlinck ^[3] ; Simone P. Lira ^[4] ; Fabio Cícero de Sá Galetti ; Célio L. Silva ; Katyuscya Veloso ^[7] ; Antonio G. Ferreira ^[8] ; Eduardo Hajdu ^[9] ; Solange Peixinho ^[10]

Affiliation

^[1] Universidade de São Paulo. Instituto de Química de São Carlos - Brasil

^[2] Universidade de São Paulo. Instituto de Química de São Carlos - Brasil

^[3] Universidade de São Paulo. Instituto de Química de São Carlos - Brasil

^[4] Universidade de São Paulo. Escola Superior de Agricultura Luiz Queiroz. Departamento de Ciências Exatas - Brasil

^[7] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[8] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[9] Universidade Federal do Rio de Janeiro. Museu Nacional - Brasil

^[10] Universidade Federal da Bahia. Departamento de Biologia - Brasil

• Document type: Journal article
• Source: Química Nova; v. 33, n. 9, p. 1853-1858, 2010-00-00.

Abstract

The present investigation reports the isolation of aeroplysinin-2, 2-(3,5-dibromo-4-methoxyphenyl)-N,N,N-trimethyletanamonium, 7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-trien-3-carboxylic acid and its methyl ester, 11-oxoaerothionin, aerothionin, 11-keto-12-hydroxyaerothionin, 11-ketofistularin-3 and fistularin-3 from Aplysina fistularis, as well as of furodysinin lactone and 9α,11α-epoxicholest-7-en-3β,5α,6α,10-tetrol-6-acetate from Dysidea sp. Although the extracts of both sponges displayed antituberculosis activity, only 11-ketofistularin-3 isolated from A. fistularis displayed antimycobacterial activity against Mycobacterium tuberculosis H34Rv, with MIC at 16 μg/mL and SI of 40, a result that reinforce that fistularin-3 derivatives are interesting leads for the development of antituberculosis drugs. (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