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...

Full description

Bibliographic Details
Main Authors: Pablo A. GUTIÉRREZ, Benjamín A. ROJANO
Format: Article
Language:English
Published: Universidad de Antioquia 2009-07-01
Series:Vitae
Subjects:
Online Access:https://revistas.udea.edu.co/index.php/vitae/article/view/1937
_version_ 1818370086126223360
author Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
author_facet Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
author_sort Pablo A. GUTIÉRREZ
collection DOAJ
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.
first_indexed 2024-12-13T23:34:08Z
format Article
id doaj.art-a1a4242e93b748af9e8e6735b0157d5e
institution Directory Open Access Journal
issn 0121-4004
2145-2660
language English
last_indexed 2024-12-13T23:34:08Z
publishDate 2009-07-01
publisher Universidad de Antioquia
record_format Article
series Vitae
spelling doaj.art-a1a4242e93b748af9e8e6735b0157d5e2022-12-21T23:27:21ZengUniversidad de AntioquiaVitae0121-40042145-26602009-07-01162DOCKING OF TYROSINASE CICLOARTANE INHIBITORSPablo A. GUTIÉRREZ0Benjamín A. ROJANO1Grupo de Biotecnología Microbiana, Escuela de Biociencias, Facultad de Ciencias, Universidad Nacional de Colombia Sede Medellín.Grupo de Productos Naturales y de los Alimentos, Laboratorio de Ciencia de los Alimentos, Facultad de Ciencias, Universidad NacionalBerenjenol (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.https://revistas.udea.edu.co/index.php/vitae/article/view/1937dockingtyrosinasecicloartaneinhibitor.
spellingShingle Pablo A. GUTIÉRREZ
Benjamín A. ROJANO
DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
Vitae
docking
tyrosinase
cicloartane
inhibitor.
title 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_short DOCKING OF TYROSINASE CICLOARTANE INHIBITORS
title_sort docking of tyrosinase cicloartane inhibitors
topic docking
tyrosinase
cicloartane
inhibitor.
url https://revistas.udea.edu.co/index.php/vitae/article/view/1937
work_keys_str_mv AT pabloagutierrez dockingoftyrosinasecicloartaneinhibitors
AT benjaminarojano dockingoftyrosinasecicloartaneinhibitors