Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups

Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4...

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Autores principales: Lee, Hyungjun, Yuan, Yue, Rhee, Inmoo, Corson, Timothy W., Seo, Seung-Yong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5139345/
https://www.ncbi.nlm.nih.gov/pubmed/27529212
http://dx.doi.org/10.3390/molecules21081058
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author Lee, Hyungjun
Yuan, Yue
Rhee, Inmoo
Corson, Timothy W.
Seo, Seung-Yong
author_facet Lee, Hyungjun
Yuan, Yue
Rhee, Inmoo
Corson, Timothy W.
Seo, Seung-Yong
author_sort Lee, Hyungjun
collection PubMed
description Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group.
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spelling pubmed-51393452016-12-06 Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups Lee, Hyungjun Yuan, Yue Rhee, Inmoo Corson, Timothy W. Seo, Seung-Yong Molecules Article Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group. MDPI 2016-08-13 /pmc/articles/PMC5139345/ /pubmed/27529212 http://dx.doi.org/10.3390/molecules21081058 Text en © 2016 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
Lee, Hyungjun
Yuan, Yue
Rhee, Inmoo
Corson, Timothy W.
Seo, Seung-Yong
Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title_full Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title_fullStr Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title_full_unstemmed Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title_short Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
title_sort synthesis of natural homoisoflavonoids having either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5139345/
https://www.ncbi.nlm.nih.gov/pubmed/27529212
http://dx.doi.org/10.3390/molecules21081058
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