Sulfated Meroterpenoids from the Brazilian Sponge Callyspongia sp.
Are Inhibitors of the Antileishmaniasis Target Adenosine
Phosphoribosyl Transferase

Gray, Christopher A.; P. de Lira, Simone; Silva, Marcio; Pimenta, Eli F.; Thiemann, Otavio H.; Oliva, Glaucius; Hajdu, Eduardo; Andersen, Raymond J.; G. S. Berlinck, Roberto

doi:10.1021/jo060295k.s001

jo060295k_si_001.pdf (1.69 MB)

Sulfated Meroterpenoids from the Brazilian Sponge Callyspongia sp. Are Inhibitors of the Antileishmaniasis Target Adenosine Phosphoribosyl Transferase

journal contribution

posted on 2006-11-10, 00:00 authored by Christopher A. Gray, Simone P. de Lira, Marcio Silva, Eli F. Pimenta, Otavio H. Thiemann, Glaucius Oliva, Eduardo Hajdu, Raymond J. Andersen, Roberto G. S. Berlinck

Three new disulfated meroterpenoids, ilhabelanol (1), ilhabrene (2), and isoakaterpin (3), have been isolated from extracts of the Brazilian marine sponge Callyspongia sp. Isoakaterpin (3) inhibits Leishmania spp. adenosine phosphoribosyl transferase with an IC₅₀ of 1.05 μM. The structures of 1, 2, and 3 were elucidated by analysis of one- and two-dimensional NMR data. Ilhabelanol (1) and ilhabrene (2) both have unprecedented meroterpenoid carbon skeletons.