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Note | Regular issue | Vol 57, No. 7, 2002, pp.1265-1272
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9466
Anti HSV-1 Alkaloids from a Feeding Deterrent Marine Sponge of the Genus Aaptos

Angelica F. Coutinho, Brian Chanas, Thiago M. L. e Souza, Izabel C. P. P. Frugrulhetti, and Rosângela de A. Epifanio*

*Departamento de Química Organica, Instituto de Qímica, Universidade Federal Fluminense , Quteiro S. João Batista s/n, Valonguinho, Centro, Niterói, Rio de Janeiro, 24020-150, Brazil


The crude extract from the marine sponge Aaptos sp. collected in Abrolhos, Bahia, Brazil, was unpalatable to a natural assemblage of reef fishes. Preliminary assays also indicated the presence of anti HSV-1 compounds in this crude mixture. Successive chromatographic purification afforded a new alkaloid, 8,9-dimethoxy-4-methyl-4H-benzo[de][1,6]naphthyridine (2,4-methylaaptamine) and the known demethyloxyaaptamine (1), which structures were determined mainly by 1D and 2D NMR. Both compounds showed potent antiviral activity against herpes simplex virus type 1 and low toxicity to Vero cells, suggesting that they may be selectively targets to inhibit virus replication.