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Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids

Cortisone is a steroid widely used as an anti-inflammatory drug able to suppress the immune system, thus reducing inflammation and attendant pain and swelling at the site of an injury. Due to its numerous side effects, especially in prolonged and high-dose therapies, the development of the pharmaceu...

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Autores principales: Zappaterra, Federico, Costa, Stefania, Summa, Daniela, Bertolasi, Valerio, Semeraro, Bruno, Pedrini, Paola, Buzzi, Raissa, Vertuani, Silvia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7962003/
https://www.ncbi.nlm.nih.gov/pubmed/33802594
http://dx.doi.org/10.3390/molecules26051352
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author Zappaterra, Federico
Costa, Stefania
Summa, Daniela
Bertolasi, Valerio
Semeraro, Bruno
Pedrini, Paola
Buzzi, Raissa
Vertuani, Silvia
author_facet Zappaterra, Federico
Costa, Stefania
Summa, Daniela
Bertolasi, Valerio
Semeraro, Bruno
Pedrini, Paola
Buzzi, Raissa
Vertuani, Silvia
author_sort Zappaterra, Federico
collection PubMed
description Cortisone is a steroid widely used as an anti-inflammatory drug able to suppress the immune system, thus reducing inflammation and attendant pain and swelling at the site of an injury. Due to its numerous side effects, especially in prolonged and high-dose therapies, the development of the pharmaceutical industry is currently aimed at finding new compounds with similar activities but with minor or no side effects. Biotransformations are an important methodology towards more sustainable industrial processes, according to the principles of “green chemistry”. In this work, the biotransformation of cortisone with Rhodococcus rhodnii DSM 43960 to give two new steroids, i.e., 1,9β,17,21-tetrahydoxy-4-methyl-19-nor-9β-pregna-1,3,5(10)-trien-11,20-dione and 1,9β,17,20β,21-pentahydoxy-4-methyl-19-nor-9β-pregna-1,3,5(10)-trien-11-one, is reported. These new steroids have been fully characterized.
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spelling pubmed-79620032021-03-17 Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids Zappaterra, Federico Costa, Stefania Summa, Daniela Bertolasi, Valerio Semeraro, Bruno Pedrini, Paola Buzzi, Raissa Vertuani, Silvia Molecules Article Cortisone is a steroid widely used as an anti-inflammatory drug able to suppress the immune system, thus reducing inflammation and attendant pain and swelling at the site of an injury. Due to its numerous side effects, especially in prolonged and high-dose therapies, the development of the pharmaceutical industry is currently aimed at finding new compounds with similar activities but with minor or no side effects. Biotransformations are an important methodology towards more sustainable industrial processes, according to the principles of “green chemistry”. In this work, the biotransformation of cortisone with Rhodococcus rhodnii DSM 43960 to give two new steroids, i.e., 1,9β,17,21-tetrahydoxy-4-methyl-19-nor-9β-pregna-1,3,5(10)-trien-11,20-dione and 1,9β,17,20β,21-pentahydoxy-4-methyl-19-nor-9β-pregna-1,3,5(10)-trien-11-one, is reported. These new steroids have been fully characterized. MDPI 2021-03-03 /pmc/articles/PMC7962003/ /pubmed/33802594 http://dx.doi.org/10.3390/molecules26051352 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zappaterra, Federico
Costa, Stefania
Summa, Daniela
Bertolasi, Valerio
Semeraro, Bruno
Pedrini, Paola
Buzzi, Raissa
Vertuani, Silvia
Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title_full Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title_fullStr Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title_full_unstemmed Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title_short Biotransformation of Cortisone with Rhodococcus rhodnii: Synthesis of New Steroids
title_sort biotransformation of cortisone with rhodococcus rhodnii: synthesis of new steroids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7962003/
https://www.ncbi.nlm.nih.gov/pubmed/33802594
http://dx.doi.org/10.3390/molecules26051352
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