Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives

Dihydroxyindoles such as 5,6-dihydroxyindole-2-carboxylic acid (DHICA) are the main monomer units of eumelanin, the black to brown pigment in humans, and have emerging biological roles beyond melanin. Elaboration of commercially available 5,6-dimethoxy-2-carboxylate ethyl ester provides ready access...

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Autores principales: Aebly, Andrew H., Levy, Jeffrey N., Steger, Benjamin J., Quirke, Jonathan C., Belitsky, Jason M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9083952/
https://www.ncbi.nlm.nih.gov/pubmed/35542496
http://dx.doi.org/10.1039/c8ra06148c
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author Aebly, Andrew H.
Levy, Jeffrey N.
Steger, Benjamin J.
Quirke, Jonathan C.
Belitsky, Jason M.
author_facet Aebly, Andrew H.
Levy, Jeffrey N.
Steger, Benjamin J.
Quirke, Jonathan C.
Belitsky, Jason M.
author_sort Aebly, Andrew H.
collection PubMed
description Dihydroxyindoles such as 5,6-dihydroxyindole-2-carboxylic acid (DHICA) are the main monomer units of eumelanin, the black to brown pigment in humans, and have emerging biological roles beyond melanin. Elaboration of commercially available 5,6-dimethoxy-2-carboxylate ethyl ester provides ready access to DHICA-inspired small molecules, including 3-(hetero)aryl-indoles and 4,7-di-(hetero)aryl-indoles.
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spelling pubmed-90839522022-05-09 Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives Aebly, Andrew H. Levy, Jeffrey N. Steger, Benjamin J. Quirke, Jonathan C. Belitsky, Jason M. RSC Adv Chemistry Dihydroxyindoles such as 5,6-dihydroxyindole-2-carboxylic acid (DHICA) are the main monomer units of eumelanin, the black to brown pigment in humans, and have emerging biological roles beyond melanin. Elaboration of commercially available 5,6-dimethoxy-2-carboxylate ethyl ester provides ready access to DHICA-inspired small molecules, including 3-(hetero)aryl-indoles and 4,7-di-(hetero)aryl-indoles. The Royal Society of Chemistry 2018-08-07 /pmc/articles/PMC9083952/ /pubmed/35542496 http://dx.doi.org/10.1039/c8ra06148c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Aebly, Andrew H.
Levy, Jeffrey N.
Steger, Benjamin J.
Quirke, Jonathan C.
Belitsky, Jason M.
Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title_full Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title_fullStr Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title_full_unstemmed Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title_short Expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
title_sort expedient synthesis of eumelanin-inspired 5,6-dihydroxyindole-2-carboxylate ethyl ester derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9083952/
https://www.ncbi.nlm.nih.gov/pubmed/35542496
http://dx.doi.org/10.1039/c8ra06148c
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