Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
The enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydr...
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Format: | Article |
Language: | English |
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Sociedade Brasileira de Química
2011-01-01
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Series: | Química Nova |
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Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011&lng=en&tlng=en |
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author | Keyller Bastos Borges Pierina Sueli Bonato Mônica Tallarico Pupo |
author_facet | Keyller Bastos Borges Pierina Sueli Bonato Mônica Tallarico Pupo |
author_sort | Keyller Bastos Borges |
collection | DOAJ |
description | The enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydroxypropranolol (4-OH-Prop). Both Prop enantiomers were consumed by the fungi in the biotransformation process, but the 4-hydroxylation reaction yielded preferentially (-)-(S)-4-OH-Prop. The quantity of metabolites biosynthesized varied slightly among the evaluated endophytic fungi. These results show that all investigated endophytic fungi could be used as biosynthetic tools in biotransformation processes to obtain the enantiomers of 4-OH-Prop. |
first_indexed | 2024-12-23T06:27:37Z |
format | Article |
id | doaj.art-62ee79040cd94ed6bd9ca25ace45ddfe |
institution | Directory Open Access Journal |
issn | 1678-7064 |
language | English |
last_indexed | 2024-12-23T06:27:37Z |
publishDate | 2011-01-01 |
publisher | Sociedade Brasileira de Química |
record_format | Article |
series | Química Nova |
spelling | doaj.art-62ee79040cd94ed6bd9ca25ace45ddfe2022-12-21T17:57:00ZengSociedade Brasileira de QuímicaQuímica Nova1678-70642011-01-013481354135710.1590/S0100-40422011000800011S0100-40422011000800011Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungiKeyller Bastos Borges0Pierina Sueli Bonato1Mônica Tallarico Pupo2Universidade de São PauloUniversidade de São PauloUniversidade de São PauloThe enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydroxypropranolol (4-OH-Prop). Both Prop enantiomers were consumed by the fungi in the biotransformation process, but the 4-hydroxylation reaction yielded preferentially (-)-(S)-4-OH-Prop. The quantity of metabolites biosynthesized varied slightly among the evaluated endophytic fungi. These results show that all investigated endophytic fungi could be used as biosynthetic tools in biotransformation processes to obtain the enantiomers of 4-OH-Prop.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011&lng=en&tlng=enenantioselective biotransformationpropranololendophytic fungi |
spellingShingle | Keyller Bastos Borges Pierina Sueli Bonato Mônica Tallarico Pupo Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi Química Nova enantioselective biotransformation propranolol endophytic fungi |
title | Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi |
title_full | Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi |
title_fullStr | Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi |
title_full_unstemmed | Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi |
title_short | Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi |
title_sort | enantioselective biotransformation of propranolol to the active metabolite 4 hydroxypropranolol by endophytic fungi |
topic | enantioselective biotransformation propranolol endophytic fungi |
url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011&lng=en&tlng=en |
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