First Asymmetric Reduction of Isatin by Marine-Derived Fungi

In this study, whole cells of marine-derived fungi were used to reduce isatin (1H-indole-2,3-dione) to dioxindole (3-hydroxyindolin-2-one) for 7 days at 32 °C. The screening showed that several strains could reduce isatin and produce the enantioenriched dioxindole. The best conversions were obtained by Cladosporium sp. CBMAI 1237 and Westerdykella sp. CBMAI 1679, however, the best enantiomeric excess was obtained only by Aspergillus sydowii CBMAI 935 (66% ee). In conclusion, marine-derived fungi show potential for asymmetric and chemoselective reduction of isatin (1H-indole-2,3-dione).

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Main Authors: Birolli,Willian G., Ferrreira,Irlon M., Jimenez,David E. Q., Silva,Bianca N. M., Silva,Bárbara V., Pinto,Angelo C., Porto,André L. M.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2017
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601023
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spelling oai:scielo:S0103-505320170006010232017-05-11First Asymmetric Reduction of Isatin by Marine-Derived FungiBirolli,Willian G.Ferrreira,Irlon M.Jimenez,David E. Q.Silva,Bianca N. M.Silva,Bárbara V.Pinto,Angelo C.Porto,André L. M. whole cells marine fungi biocatalysis chemoselective reaction In this study, whole cells of marine-derived fungi were used to reduce isatin (1H-indole-2,3-dione) to dioxindole (3-hydroxyindolin-2-one) for 7 days at 32 °C. The screening showed that several strains could reduce isatin and produce the enantioenriched dioxindole. The best conversions were obtained by Cladosporium sp. CBMAI 1237 and Westerdykella sp. CBMAI 1679, however, the best enantiomeric excess was obtained only by Aspergillus sydowii CBMAI 935 (66% ee). In conclusion, marine-derived fungi show potential for asymmetric and chemoselective reduction of isatin (1H-indole-2,3-dione).info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.28 n.6 20172017-06-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601023en10.21577/0103-5053.20160256
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libraryname SciELO
language English
format Digital
author Birolli,Willian G.
Ferrreira,Irlon M.
Jimenez,David E. Q.
Silva,Bianca N. M.
Silva,Bárbara V.
Pinto,Angelo C.
Porto,André L. M.
spellingShingle Birolli,Willian G.
Ferrreira,Irlon M.
Jimenez,David E. Q.
Silva,Bianca N. M.
Silva,Bárbara V.
Pinto,Angelo C.
Porto,André L. M.
First Asymmetric Reduction of Isatin by Marine-Derived Fungi
author_facet Birolli,Willian G.
Ferrreira,Irlon M.
Jimenez,David E. Q.
Silva,Bianca N. M.
Silva,Bárbara V.
Pinto,Angelo C.
Porto,André L. M.
author_sort Birolli,Willian G.
title First Asymmetric Reduction of Isatin by Marine-Derived Fungi
title_short First Asymmetric Reduction of Isatin by Marine-Derived Fungi
title_full First Asymmetric Reduction of Isatin by Marine-Derived Fungi
title_fullStr First Asymmetric Reduction of Isatin by Marine-Derived Fungi
title_full_unstemmed First Asymmetric Reduction of Isatin by Marine-Derived Fungi
title_sort first asymmetric reduction of isatin by marine-derived fungi
description In this study, whole cells of marine-derived fungi were used to reduce isatin (1H-indole-2,3-dione) to dioxindole (3-hydroxyindolin-2-one) for 7 days at 32 °C. The screening showed that several strains could reduce isatin and produce the enantioenriched dioxindole. The best conversions were obtained by Cladosporium sp. CBMAI 1237 and Westerdykella sp. CBMAI 1679, however, the best enantiomeric excess was obtained only by Aspergillus sydowii CBMAI 935 (66% ee). In conclusion, marine-derived fungi show potential for asymmetric and chemoselective reduction of isatin (1H-indole-2,3-dione).
publisher Sociedade Brasileira de Química
publishDate 2017
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601023
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