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Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288
The application of steroids has steadily increased thanks to their therapeutic effects. However, alternatives are required due their severe side effects; thus, studies on the activities of steroid derivatives are underway. Sugar derivatives of nandrolone, which is used to treat breast cancer, as wel...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Korean Society for Microbiology and Biotechnology
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9728329/ https://www.ncbi.nlm.nih.gov/pubmed/31893610 http://dx.doi.org/10.4014/jmb.1911.11057 |
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author | Yu, Eun-Ji Yamaguchi, Tokutaro Lee, Joo-Ho Lim, A-Rang Lee, Jun Hyuck Park, Hyun Oh, Tae-Jin |
author_facet | Yu, Eun-Ji Yamaguchi, Tokutaro Lee, Joo-Ho Lim, A-Rang Lee, Jun Hyuck Park, Hyun Oh, Tae-Jin |
author_sort | Yu, Eun-Ji |
collection | PubMed |
description | The application of steroids has steadily increased thanks to their therapeutic effects. However, alternatives are required due their severe side effects; thus, studies on the activities of steroid derivatives are underway. Sugar derivatives of nandrolone, which is used to treat breast cancer, as well as cortisone and prednisone, which reduce inflammation, pain, and edema, are unknown. We linked O-glucose to nandrolone and testosterone using UDP-glucosyltransferase (UGT-1) and, then, tested their bioactivities in vitro. Analysis by NMR showed that the derivatives were 17β-nandrolone β-D-glucose and 17β-testosterone β-D-glucose, respectively. The viability was higher and cytotoxicity was evident in PC12 cells incubated with rotenone and, testosterone derivatives, compared to the controls. SH-SY5Y cells incubated with H(2)O(2) and nandrolone derivatives remained viable and cytotoxicity was attenuated. Both derivatives enhanced neuronal protective effects and increased the amounts of cellular ATP. |
format | Online Article Text |
id | pubmed-9728329 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Korean Society for Microbiology and Biotechnology |
record_format | MEDLINE/PubMed |
spelling | pubmed-97283292022-12-13 Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 Yu, Eun-Ji Yamaguchi, Tokutaro Lee, Joo-Ho Lim, A-Rang Lee, Jun Hyuck Park, Hyun Oh, Tae-Jin J Microbiol Biotechnol Research article The application of steroids has steadily increased thanks to their therapeutic effects. However, alternatives are required due their severe side effects; thus, studies on the activities of steroid derivatives are underway. Sugar derivatives of nandrolone, which is used to treat breast cancer, as well as cortisone and prednisone, which reduce inflammation, pain, and edema, are unknown. We linked O-glucose to nandrolone and testosterone using UDP-glucosyltransferase (UGT-1) and, then, tested their bioactivities in vitro. Analysis by NMR showed that the derivatives were 17β-nandrolone β-D-glucose and 17β-testosterone β-D-glucose, respectively. The viability was higher and cytotoxicity was evident in PC12 cells incubated with rotenone and, testosterone derivatives, compared to the controls. SH-SY5Y cells incubated with H(2)O(2) and nandrolone derivatives remained viable and cytotoxicity was attenuated. Both derivatives enhanced neuronal protective effects and increased the amounts of cellular ATP. The Korean Society for Microbiology and Biotechnology 2020-04-28 2019-12-30 /pmc/articles/PMC9728329/ /pubmed/31893610 http://dx.doi.org/10.4014/jmb.1911.11057 Text en Copyright© 2020 by The Korean Society for Microbiology and Biotechnology https://creativecommons.org/licenses/by/4.0/This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Research article Yu, Eun-Ji Yamaguchi, Tokutaro Lee, Joo-Ho Lim, A-Rang Lee, Jun Hyuck Park, Hyun Oh, Tae-Jin Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title | Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title_full | Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title_fullStr | Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title_full_unstemmed | Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title_short | Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288 |
title_sort | enzymatic synthesis of anabolic steroid glycosides by glucosyltransferase from terribacillus sp. pamc 23288 |
topic | Research article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9728329/ https://www.ncbi.nlm.nih.gov/pubmed/31893610 http://dx.doi.org/10.4014/jmb.1911.11057 |
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