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Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents

Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituberculosis agents. The crucial step of the synthesis was Pschorr coupling of 4-(3-isopropyl-4-methoxyphenyl)-2-(2-aminophenyl)ethane (13) to give 2-isopropyl-3-methoxy-9,10-dihydrophenanthrene (9) an...

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Autores principales: Burmaoğlu, Serdar, Seçinti, Hatice, Mozioğlu, Erkan, Gören, Ahmet C., Altundaş, Ramazan, Seçen, Hasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6445210/
https://www.ncbi.nlm.nih.gov/pubmed/28661186
http://dx.doi.org/10.1080/14756366.2017.1337758
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author Burmaoğlu, Serdar
Seçinti, Hatice
Mozioğlu, Erkan
Gören, Ahmet C.
Altundaş, Ramazan
Seçen, Hasan
author_facet Burmaoğlu, Serdar
Seçinti, Hatice
Mozioğlu, Erkan
Gören, Ahmet C.
Altundaş, Ramazan
Seçen, Hasan
author_sort Burmaoğlu, Serdar
collection PubMed
description Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituberculosis agents. The crucial step of the synthesis was Pschorr coupling of 4-(3-isopropyl-4-methoxyphenyl)-2-(2-aminophenyl)ethane (13) to give 2-isopropyl-3-methoxy-9,10-dihydrophenanthrene (9) and 4-isopropyl-3-methoxy-9,10-dihydrophenanthrene (9a). Compound 9 was converted to multicaulin and miltirone-like phenanthrene derivatives by further reactions. The best antituberculosis activity was exhibited by 2-isopropylphenanthrene-3-ol (11).
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spelling pubmed-64452102019-04-09 Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents Burmaoğlu, Serdar Seçinti, Hatice Mozioğlu, Erkan Gören, Ahmet C. Altundaş, Ramazan Seçen, Hasan J Enzyme Inhib Med Chem Original Article Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituberculosis agents. The crucial step of the synthesis was Pschorr coupling of 4-(3-isopropyl-4-methoxyphenyl)-2-(2-aminophenyl)ethane (13) to give 2-isopropyl-3-methoxy-9,10-dihydrophenanthrene (9) and 4-isopropyl-3-methoxy-9,10-dihydrophenanthrene (9a). Compound 9 was converted to multicaulin and miltirone-like phenanthrene derivatives by further reactions. The best antituberculosis activity was exhibited by 2-isopropylphenanthrene-3-ol (11). Taylor & Francis 2017-06-29 /pmc/articles/PMC6445210/ /pubmed/28661186 http://dx.doi.org/10.1080/14756366.2017.1337758 Text en © 2017 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group. http://creativecommons.org/licenses/by/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Burmaoğlu, Serdar
Seçinti, Hatice
Mozioğlu, Erkan
Gören, Ahmet C.
Altundaş, Ramazan
Seçen, Hasan
Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title_full Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title_fullStr Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title_full_unstemmed Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title_short Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
title_sort syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6445210/
https://www.ncbi.nlm.nih.gov/pubmed/28661186
http://dx.doi.org/10.1080/14756366.2017.1337758
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