Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid

The synthesis and evaluation of simplified analogs of marine sponge-derived alkaloid 3-(phenethylamino)demethyl(oxy)aaptamine were performed to develop novel anti-mycobacterial substances. Ring truncation of the tricyclic benzo[de][1,6]-naphthyridine skeleton effectively weakened the cytotoxicity of...

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Autores principales: Mukomura, Junya, Nonaka, Hiroki, Sato, Hiromasa, Kishimoto, Maho, Arai, Masayoshi, Kotoku, Naoyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9781020/
https://www.ncbi.nlm.nih.gov/pubmed/36557834
http://dx.doi.org/10.3390/molecules27248701
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author Mukomura, Junya
Nonaka, Hiroki
Sato, Hiromasa
Kishimoto, Maho
Arai, Masayoshi
Kotoku, Naoyuki
author_facet Mukomura, Junya
Nonaka, Hiroki
Sato, Hiromasa
Kishimoto, Maho
Arai, Masayoshi
Kotoku, Naoyuki
author_sort Mukomura, Junya
collection PubMed
description The synthesis and evaluation of simplified analogs of marine sponge-derived alkaloid 3-(phenethylamino)demethyl(oxy)aaptamine were performed to develop novel anti-mycobacterial substances. Ring truncation of the tricyclic benzo[de][1,6]-naphthyridine skeleton effectively weakened the cytotoxicity of the natural product, and the resulting AC-ring analog exhibited good anti-mycobacterial activity. A structure–activity relationship (SAR) study, synthesizing and evaluating some analogs, demonstrated the specificity and importance of the N-(2-arylethyl)quinolin-3-amine skeleton as a promising scaffold for anti-mycobacterial lead compounds.
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spelling pubmed-97810202022-12-24 Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid Mukomura, Junya Nonaka, Hiroki Sato, Hiromasa Kishimoto, Maho Arai, Masayoshi Kotoku, Naoyuki Molecules Article The synthesis and evaluation of simplified analogs of marine sponge-derived alkaloid 3-(phenethylamino)demethyl(oxy)aaptamine were performed to develop novel anti-mycobacterial substances. Ring truncation of the tricyclic benzo[de][1,6]-naphthyridine skeleton effectively weakened the cytotoxicity of the natural product, and the resulting AC-ring analog exhibited good anti-mycobacterial activity. A structure–activity relationship (SAR) study, synthesizing and evaluating some analogs, demonstrated the specificity and importance of the N-(2-arylethyl)quinolin-3-amine skeleton as a promising scaffold for anti-mycobacterial lead compounds. MDPI 2022-12-08 /pmc/articles/PMC9781020/ /pubmed/36557834 http://dx.doi.org/10.3390/molecules27248701 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Mukomura, Junya
Nonaka, Hiroki
Sato, Hiromasa
Kishimoto, Maho
Arai, Masayoshi
Kotoku, Naoyuki
Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title_full Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title_fullStr Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title_full_unstemmed Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title_short Anti-Mycobacterial N-(2-Arylethyl)quinolin-3-amines Inspired by Marine Sponge-Derived Alkaloid
title_sort anti-mycobacterial n-(2-arylethyl)quinolin-3-amines inspired by marine sponge-derived alkaloid
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9781020/
https://www.ncbi.nlm.nih.gov/pubmed/36557834
http://dx.doi.org/10.3390/molecules27248701
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