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Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities
A concise and scalable synthetic route for optically pure (4S) and (4R)-5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (DHPVs), catechin metabolites, has been developed via the efficient construction of a γ-valerolactone moiety from hexenol. Noticeably, the different skin wrinkle-reducing activities of...
| Autores principales: | , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
MDPI
2020
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221625/ https://www.ncbi.nlm.nih.gov/pubmed/32340245 http://dx.doi.org/10.3390/molecules25081970 |
| _version_ | 1783533403721695232 |
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| author | Hur, Joonseong Kim, A-Ram Kim, Hyun Su Lim, Changjin Kim, Taewoo Kim, Tae-Aug Sim, Jaehoon Suh, Young-Ger |
| author_facet | Hur, Joonseong Kim, A-Ram Kim, Hyun Su Lim, Changjin Kim, Taewoo Kim, Tae-Aug Sim, Jaehoon Suh, Young-Ger |
| author_sort | Hur, Joonseong |
| collection | PubMed |
| description | A concise and scalable synthetic route for optically pure (4S) and (4R)-5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (DHPVs), catechin metabolites, has been developed via the efficient construction of a γ-valerolactone moiety from hexenol. Noticeably, the different skin wrinkle-reducing activities of each metabolite were revealed via our unique syntheses of DHPVs in an enantiomerically pure form. |
| format | Online Article Text |
| id | pubmed-7221625 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2020 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-72216252020-05-22 Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities Hur, Joonseong Kim, A-Ram Kim, Hyun Su Lim, Changjin Kim, Taewoo Kim, Tae-Aug Sim, Jaehoon Suh, Young-Ger Molecules Article A concise and scalable synthetic route for optically pure (4S) and (4R)-5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (DHPVs), catechin metabolites, has been developed via the efficient construction of a γ-valerolactone moiety from hexenol. Noticeably, the different skin wrinkle-reducing activities of each metabolite were revealed via our unique syntheses of DHPVs in an enantiomerically pure form. MDPI 2020-04-23 /pmc/articles/PMC7221625/ /pubmed/32340245 http://dx.doi.org/10.3390/molecules25081970 Text en © 2020 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 Hur, Joonseong Kim, A-Ram Kim, Hyun Su Lim, Changjin Kim, Taewoo Kim, Tae-Aug Sim, Jaehoon Suh, Young-Ger Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title | Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title_full | Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title_fullStr | Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title_full_unstemmed | Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title_short | Concise Synthesis of Catechin Metabolites 5-(3′,4′-Dihydroxyphenyl)-γ-valerolactones (DHPV) in Optically Pure Form and Their Stereochemical Effects on Skin Wrinkle-Reducing Activities |
| title_sort | concise synthesis of catechin metabolites 5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (dhpv) in optically pure form and their stereochemical effects on skin wrinkle-reducing activities |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7221625/ https://www.ncbi.nlm.nih.gov/pubmed/32340245 http://dx.doi.org/10.3390/molecules25081970 |
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