title: Synthesis of limonene beta-amino alcohol derivatives in support of new antileishmanial therapies.
abstract: A series of seven limonene beta-amino alcohol derivatives has been regioselectively synthesised in moderate to good yields. Two of these compounds were found to be significantly effective against in vitro cultures of the Leishmania (Viannia) braziliensis promastigote form in the micromolar range. The activities found for 3b and 3f were about 100-fold more potent than the standard drug, Pentamidine, in the same test, while limonene did not display any activity. This is the first report of antileishmanial activity by limonene beta-amino alcohol derivatives.
authors.affiliation: Laboratório de Síntese Orgânica Medicinal, Universidade Federal do Rio Grande do Sul, Porto Alegre, RS, Brasil.
authors.forename: Stela R
authors.initials: SR
authors.lastname: Ferrarini
authors.forename: Cedric S
authors.initials: CS
authors.lastname: Graebin
authors.forename: Jones
authors.initials: J
authors.lastname: Limberger
authors.forename: Rômulo F S
authors.initials: RF
authors.lastname: Canto
authors.forename: Daiane O
authors.initials: DO
authors.lastname: Dias
authors.forename: Ricardo G da
authors.initials: RG
authors.lastname: Rosa
authors.forename: Maria de Fátima
authors.initials: Mde F
authors.lastname: Madeira
authors.forename: Vera L
authors.initials: VL
authors.lastname: Eifler-Lima
mesh_terms: D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D053138:Cyclohexenes / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D007892:Leishmania braziliensis / Q000187:drug effects*; D000077222:Limonene; D051379:Mice; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity
chemical_list: D000605:Amino Alcohols; D000981:Antiprotozoal Agents; D053138:Cyclohexenes; D013729:Terpenes; D000077222:Limonene