Cargando…

tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion

Two compounds (1) and (2) containing tert-butylphenol groups were, for the first time, produced during the culture of Paenibacillus odorifer, a bacterial strain associated with the crustose lichen, Rhizocarpon geographicum. Their entire structures were identified by one-dimensional (1D) and two-dime...

Descripción completa

Detalles Bibliográficos
Autores principales: Nguyen, Thi-Bach-Le, Delalande, Olivier, Rouaud, Isabelle, Ferron, Solenn, Chaillot, Laura, Pedeux, Rémy, Tomasi, Sophie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222599/
https://www.ncbi.nlm.nih.gov/pubmed/30081602
http://dx.doi.org/10.3390/molecules23081951
_version_ 1783369243403747328
author Nguyen, Thi-Bach-Le
Delalande, Olivier
Rouaud, Isabelle
Ferron, Solenn
Chaillot, Laura
Pedeux, Rémy
Tomasi, Sophie
author_facet Nguyen, Thi-Bach-Le
Delalande, Olivier
Rouaud, Isabelle
Ferron, Solenn
Chaillot, Laura
Pedeux, Rémy
Tomasi, Sophie
author_sort Nguyen, Thi-Bach-Le
collection PubMed
description Two compounds (1) and (2) containing tert-butylphenol groups were, for the first time, produced during the culture of Paenibacillus odorifer, a bacterial strain associated with the crustose lichen, Rhizocarpon geographicum. Their entire structures were identified by one-dimensional (1D) and two-dimensional (2D) NMR and high-resolution electrospray ionisation mass spectrometry (HRESIMS) spectroscopic analyses. Among them, Compound 1 exhibited significant cytotoxicity against B16 murine melanoma and HaCaT human keratinocyte cell lines with micromolar half maximal inhibitory concentration (IC(50)) values. Furthermore, after supplementation studies, a putative biosynthesis pathway was proposed for Compound 1 throughout a bioconversion by this bacterial strain of butylated hydroxyanisole (BHA), an antioxidant polymer additive.
format Online
Article
Text
id pubmed-6222599
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62225992018-11-13 tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion Nguyen, Thi-Bach-Le Delalande, Olivier Rouaud, Isabelle Ferron, Solenn Chaillot, Laura Pedeux, Rémy Tomasi, Sophie Molecules Article Two compounds (1) and (2) containing tert-butylphenol groups were, for the first time, produced during the culture of Paenibacillus odorifer, a bacterial strain associated with the crustose lichen, Rhizocarpon geographicum. Their entire structures were identified by one-dimensional (1D) and two-dimensional (2D) NMR and high-resolution electrospray ionisation mass spectrometry (HRESIMS) spectroscopic analyses. Among them, Compound 1 exhibited significant cytotoxicity against B16 murine melanoma and HaCaT human keratinocyte cell lines with micromolar half maximal inhibitory concentration (IC(50)) values. Furthermore, after supplementation studies, a putative biosynthesis pathway was proposed for Compound 1 throughout a bioconversion by this bacterial strain of butylated hydroxyanisole (BHA), an antioxidant polymer additive. MDPI 2018-08-05 /pmc/articles/PMC6222599/ /pubmed/30081602 http://dx.doi.org/10.3390/molecules23081951 Text en © 2018 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
Nguyen, Thi-Bach-Le
Delalande, Olivier
Rouaud, Isabelle
Ferron, Solenn
Chaillot, Laura
Pedeux, Rémy
Tomasi, Sophie
tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title_full tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title_fullStr tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title_full_unstemmed tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title_short tert-Butylphenolic Derivatives from Paenibacillus odorifer—A Case of Bioconversion
title_sort tert-butylphenolic derivatives from paenibacillus odorifer—a case of bioconversion
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222599/
https://www.ncbi.nlm.nih.gov/pubmed/30081602
http://dx.doi.org/10.3390/molecules23081951
work_keys_str_mv AT nguyenthibachle tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT delalandeolivier tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT rouaudisabelle tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT ferronsolenn tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT chaillotlaura tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT pedeuxremy tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion
AT tomasisophie tertbutylphenolicderivativesfrompaenibacillusodoriferacaseofbioconversion