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

Christopher A. Gray, Simone Possedente de Lira, Márcio Silva, Eli F. Pimenta, Otávio Henrique Thiemann, Glaucius Oliva, Eduardo Hajdu, Raymond J. Andersen, Roberto G. S. Berlinck

The Journal of Organic Chemistry · 2006 · 51 citations · 10 references

Concepts

Abstract

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 microM. 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.

References

10