DOCKING OF TYROSINASE CICLOARTANE INHIBITORS

Berenjenol (21:24-epoxy-24-methyl-cicloartane) isolated from leaves of Oxandra cf. xylopioides (Annonaceae), and its synthetic derivatives Berenjenol-3-acetate and 3-Oxoberenjenol are tyrosinase inhibitors (EC 1.14.18.1). These compounds are triterpenoids type cycloartanes, whose structure-activity...

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Autores principales: Pablo A. GUTIÉRREZ, Benjamín A. ROJANO
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Lenguaje:EN
Publicado: Universidad de Antioquia 2009
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Acceso en línea:https://doaj.org/article/a1a4242e93b748af9e8e6735b0157d5e
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spelling oai:doaj.org-article:a1a4242e93b748af9e8e6735b0157d5e2021-11-19T04:15:28ZDOCKING OF TYROSINASE CICLOARTANE INHIBITORS0121-40042145-2660https://doaj.org/article/a1a4242e93b748af9e8e6735b0157d5e2009-07-01T00:00:00Zhttps://revistas.udea.edu.co/index.php/vitae/article/view/1937https://doaj.org/toc/0121-4004https://doaj.org/toc/2145-2660Berenjenol (21:24-epoxy-24-methyl-cicloartane) isolated from leaves of Oxandra cf. xylopioides (Annonaceae), and its synthetic derivatives Berenjenol-3-acetate and 3-Oxoberenjenol are tyrosinase inhibitors (EC 1.14.18.1). These compounds are triterpenoids type cycloartanes, whose structure-activity relationship has been studied on similar compounds. However, the mechanism of inhibition of these molecules is not well understood. This paper present the results of a docking study between Berenjenol and its derivatives on tyrosinase enzyme that provides a rational framework for understanding the activity of these compounds. According to this work, Berenjenol acts as a competitive inhibitor of tyrosinase through interactions with Ile42, Met43 Arg55, Trp184, Asn191, His194, Val195, Ala202, Met201 and Thr203. Pablo A. GUTIÉRREZBenjamín A. ROJANOUniversidad de Antioquiaarticledockingtyrosinasecicloartaneinhibitor.Food processing and manufactureTP368-456Pharmaceutical industryHD9665-9675ENVitae, Vol 16, Iss 2 (2009)
institution DOAJ
collection DOAJ
language EN
topic docking
tyrosinase
cicloartane
inhibitor.
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
spellingShingle docking
tyrosinase
cicloartane
inhibitor.
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
description Berenjenol (21:24-epoxy-24-methyl-cicloartane) isolated from leaves of Oxandra cf. xylopioides (Annonaceae), and its synthetic derivatives Berenjenol-3-acetate and 3-Oxoberenjenol are tyrosinase inhibitors (EC 1.14.18.1). These compounds are triterpenoids type cycloartanes, whose structure-activity relationship has been studied on similar compounds. However, the mechanism of inhibition of these molecules is not well understood. This paper present the results of a docking study between Berenjenol and its derivatives on tyrosinase enzyme that provides a rational framework for understanding the activity of these compounds. According to this work, Berenjenol acts as a competitive inhibitor of tyrosinase through interactions with Ile42, Met43 Arg55, Trp184, Asn191, His194, Val195, Ala202, Met201 and Thr203.
format article
author Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
author_facet Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
author_sort Pablo A. GUTIÉRREZ
title DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_short DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_full DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_fullStr DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_full_unstemmed DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_sort docking of tyrosinase cicloartane inhibitors
publisher Universidad de Antioquia
publishDate 2009
url https://doaj.org/article/a1a4242e93b748af9e8e6735b0157d5e
work_keys_str_mv AT pabloagutierrez dockingoftyrosinasecicloartaneinhibitors
AT benjaminarojano dockingoftyrosinasecicloartaneinhibitors
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