Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies

A series of seven limonene β-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 ran...

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Main Authors: Stela R Ferrarini, Cedric S Graebin, Jones Limberger, Rômulo FS Canto, Daiane O Dias, Ricardo G da Rosa, Maria de Fátima Madeira, Vera L Eifler-Lima
Format: Article
Language:English
Published: Instituto Oswaldo Cruz, Ministério da Saúde 2008-12-01
Series:Memórias do Instituto Oswaldo Cruz.
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762008000800005
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spelling doaj-f4128a8993ca4478982625dd7019505f2020-11-25T00:14:00ZengInstituto Oswaldo Cruz, Ministério da SaúdeMemórias do Instituto Oswaldo Cruz.0074-02761678-80602008-12-01103877377710.1590/S0074-02762008000800005Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapiesStela R FerrariniCedric S GraebinJones LimbergerRômulo FS CantoDaiane O DiasRicardo G da RosaMaria de Fátima MadeiraVera L Eifler-LimaA series of seven limonene β-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 β-amino alcohol derivatives.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762008000800005limoneneβ-amino alcoholsynthesisleishmaniasisLeishmania braziliensisneglected diseases
collection DOAJ
language English
format Article
sources DOAJ
author Stela R Ferrarini
Cedric S Graebin
Jones Limberger
Rômulo FS Canto
Daiane O Dias
Ricardo G da Rosa
Maria de Fátima Madeira
Vera L Eifler-Lima
spellingShingle Stela R Ferrarini
Cedric S Graebin
Jones Limberger
Rômulo FS Canto
Daiane O Dias
Ricardo G da Rosa
Maria de Fátima Madeira
Vera L Eifler-Lima
Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
Memórias do Instituto Oswaldo Cruz.
limonene
β-amino alcohol
synthesis
leishmaniasis
Leishmania braziliensis
neglected diseases
author_facet Stela R Ferrarini
Cedric S Graebin
Jones Limberger
Rômulo FS Canto
Daiane O Dias
Ricardo G da Rosa
Maria de Fátima Madeira
Vera L Eifler-Lima
author_sort Stela R Ferrarini
title Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
title_short Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
title_full Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
title_fullStr Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
title_full_unstemmed Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
title_sort synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies
publisher Instituto Oswaldo Cruz, Ministério da Saúde
series Memórias do Instituto Oswaldo Cruz.
issn 0074-0276
1678-8060
publishDate 2008-12-01
description A series of seven limonene β-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 β-amino alcohol derivatives.
topic limonene
β-amino alcohol
synthesis
leishmaniasis
Leishmania braziliensis
neglected diseases
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762008000800005
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