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Sulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase

TitleSulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase
Publication TypeJournal Article
Year of Publication2006
AuthorsGray, CA, de Lira, SP, Silva, M, Pimenta, EF, Thiemann, OH, Oliva, G, Hajdu, E, Andersen, RJ, Berlinck, RGS
JournalJournal of Organic Chemistry
Volume71
Pagination8685-8690
Date PublishedNov
Type of ArticleArticle
ISBN Number0022-3263
KeywordsAKA ADOCIA SP, AKATERPIN, chemotherapy, DRUGS, HEXAPRENOID HYDROQUINONES, LEISHMANIASIS, NATURAL-PRODUCTS, TOXICLONA-TOXIUS
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 mu M. 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.

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