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...

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Bibliographic Details
Published inJournal of the Brazilian Chemical Society Vol. 28; no. 6; pp. 1023 - 1029
Main Authors Birolli, Willian, Ferrreira, Irlon, Jimenez, David, Silva, Bianca, Silva, Bárbara, Pinto, Angelo, Porto, André
Format Journal Article
LanguageEnglish
Portuguese
Published Sociedade Brasileira de Química 01.06.2017
Subjects
CHEMISTRY, MULTIDISCIPLINARY
whole cells
marine fungi
biocatalysis
chemoselective reaction
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Summary: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).
ISSN:0103-5053
1678-4790
DOI:10.21577/0103-5053.20160256