title: Antiparasitic bromotyrosine derivatives from the marine sponge Verongula rigida.
abstract: Nine bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Verongula rigida. Two of them, aeroplysinin-1 (1) and dihydroxyaerothionin (2), are known compounds for this species, and the other seven are unknown compounds for this species, namely: 3,5-dibromo-N,N,N-trimethyltyraminium (3), 3,5-dibromo-N,N,N, O-tetramethyltyraminium (4), purealidin R (5), 19-deoxyfistularin 3 (6), purealidin B (7), 11-hydroxyaerothionin (8) and fistularin-3 (9). Structural determination of the isolated compounds was performed using one- and two-dimensional NMR, MS and other spectroscopy data. All isolated compounds were screened for their in vitro activity against three parasitic protozoa: Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compounds 7 and 8 showed selective antiparasitic activity at 10 and 5 μM against Leishmania and Plasmodium parasites, respectively. Cytotoxicity of these compounds on a human promonocytic cell line was also assessed.
authors.affiliation: Marine Natural Products Research Group, Pharmaceutical Chemistry Faculty, University of Antioquia, Medellin AA 1226, Colombia.
authors.forename: Elkin
authors.initials: E
authors.lastname: Galeano
authors.affiliation: Chemical Institute of Nice, UMR 6001 CNRS, University of Nice-Sophia Antipolis, Parc Valrose, 06108, Nice Cedex 02, France.
authors.forename: Olivier P
authors.initials: OP
authors.lastname: Thomas
authors.affiliation: Program for the Study and Control of Tropical Diseases (PECET), University of Antioquia, Medellin AA 1226, Colombia.
authors.forename: Sara
authors.identifier: 0000-0003-2752-4931
authors.initials: S
authors.lastname: Robledo
authors.affiliation: Program for the Study and Control of Tropical Diseases (PECET), University of Antioquia, Medellin AA 1226, Colombia.
authors.forename: Diana
authors.initials: D
authors.lastname: Munoz
authors.affiliation: Marine Natural Products Research Group, Pharmaceutical Chemistry Faculty, University of Antioquia, Medellin AA 1226, Colombia.
authors.forename: Alejandro
authors.initials: A
authors.lastname: Martinez
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000977:Antiparasitic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007891:Leishmania / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D011161:Porifera / Q000737:chemistry*; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014349:Trypanosoma cruzi / Q000187:drug effects; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D000962:Antimalarials; D000977:Antiparasitic Agents; D000981:Antiprotozoal Agents; D014344:Trypanocidal Agents; C475724:bromotyrosine; D014443:Tyrosine
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