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Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis

Microbial steroid biotransformations have found a wide-reaching application for the production of more precious and functionalized compounds due to their high regio-and stereo selectivity. In this study, the possibility of using filamentous fungi Aspergillus brasiliensiscells in the biotransformatio...

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Autores principales: Hosseinabadi, Tahereh, Vahidi, Hossein, Nickavar, Bahman, Kobarfard, Farzad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518121/
https://www.ncbi.nlm.nih.gov/pubmed/26330881
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author Hosseinabadi, Tahereh
Vahidi, Hossein
Nickavar, Bahman
Kobarfard, Farzad
author_facet Hosseinabadi, Tahereh
Vahidi, Hossein
Nickavar, Bahman
Kobarfard, Farzad
author_sort Hosseinabadi, Tahereh
collection PubMed
description Microbial steroid biotransformations have found a wide-reaching application for the production of more precious and functionalized compounds due to their high regio-and stereo selectivity. In this study, the possibility of using filamentous fungi Aspergillus brasiliensiscells in the biotransformation of progesterone, a C-21 steroid hormone was studied for the first time. The fungal strain was inoculated into the transformation medium supplemented with progesterone as a substrate. Biotransformation of this steroid for 7 days afforded 3 different hydroxylated metabolites: 11α-hydroxy progesterone; 14α-hydroxyprogesteroneand21-hydroxyprogesterone. The metabolites were separated by thin layer chromatography. Structure determinations of the metabolites were performed by comparing NMR, MS and IR spectra of the starting compound with those of metabolites. These results may be of industrial importance because the metabolites can be used as precursor of some steroid drugs.
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spelling pubmed-45181212015-09-01 Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis Hosseinabadi, Tahereh Vahidi, Hossein Nickavar, Bahman Kobarfard, Farzad Iran J Pharm Res Original Article Microbial steroid biotransformations have found a wide-reaching application for the production of more precious and functionalized compounds due to their high regio-and stereo selectivity. In this study, the possibility of using filamentous fungi Aspergillus brasiliensiscells in the biotransformation of progesterone, a C-21 steroid hormone was studied for the first time. The fungal strain was inoculated into the transformation medium supplemented with progesterone as a substrate. Biotransformation of this steroid for 7 days afforded 3 different hydroxylated metabolites: 11α-hydroxy progesterone; 14α-hydroxyprogesteroneand21-hydroxyprogesterone. The metabolites were separated by thin layer chromatography. Structure determinations of the metabolites were performed by comparing NMR, MS and IR spectra of the starting compound with those of metabolites. These results may be of industrial importance because the metabolites can be used as precursor of some steroid drugs. Shaheed Beheshti University of Medical Sciences 2015 /pmc/articles/PMC4518121/ /pubmed/26330881 Text en © 2015 by School of Pharmacy, Shaheed Beheshti University of Medical Sciences and Health Services This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Hosseinabadi, Tahereh
Vahidi, Hossein
Nickavar, Bahman
Kobarfard, Farzad
Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title_full Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title_fullStr Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title_full_unstemmed Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title_short Biotransformation of Progesterone by Whole Cells of Filamentous Fungi Aspergillus brasiliensis
title_sort biotransformation of progesterone by whole cells of filamentous fungi aspergillus brasiliensis
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518121/
https://www.ncbi.nlm.nih.gov/pubmed/26330881
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