Cargando…

Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study

Hyperpigmentation frequently occurs after inflammation from bacterial infection. Thus, the inhibition activity of tyrosinase, the key enzyme to catalyze the melanogenesis and/or inhibition of bacterial infection, could decrease melanin production. Hence, the potential inhibitors could be discovered...

Descripción completa

Detalles Bibliográficos
Autores principales: Parndaeng, Kedsaraporn, Pitakbut, Thanet, Wattanapiromsakul, Chatchai, Hwang, Jae Sung, Udomuksorn, Wandee, Dej-adisai, Sukanya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9952338/
https://www.ncbi.nlm.nih.gov/pubmed/36830230
http://dx.doi.org/10.3390/antibiotics12020319
_version_ 1784893606407962624
author Parndaeng, Kedsaraporn
Pitakbut, Thanet
Wattanapiromsakul, Chatchai
Hwang, Jae Sung
Udomuksorn, Wandee
Dej-adisai, Sukanya
author_facet Parndaeng, Kedsaraporn
Pitakbut, Thanet
Wattanapiromsakul, Chatchai
Hwang, Jae Sung
Udomuksorn, Wandee
Dej-adisai, Sukanya
author_sort Parndaeng, Kedsaraporn
collection PubMed
description Hyperpigmentation frequently occurs after inflammation from bacterial infection. Thus, the inhibition activity of tyrosinase, the key enzyme to catalyze the melanogenesis and/or inhibition of bacterial infection, could decrease melanin production. Hence, the potential inhibitors could be discovered from natural products. ω-Hydroxymoracin C (1), a new compound with two other 2-arylbenzofurans, i.e., moracin M (2) and moracin C (3), and two stilbenes, i.e., 3, 4, 3’, 5′-tetrahydroxybibenzyl (4) and piceatannol (5), were isolated from the wood of Streblus taxoides. Compound 4 showed a strong inhibitory activity against tyrosinase enzyme with an IC(50) value of 35.65 µg/mL, followed by compound 2 with an IC(50) value of 47.34 µg/mL. Conversely, compound 1, 3 and 5 showed moderate activity, with IC(50) values of 109.64, 128.67 and 149.73 µg/mL, respectively. Moreover, compound 1 and 3 showed an antibacterial effect against some Staphylococcus spp. Thus, the isolated compounds exhibited potential antityrosine and antibacterial effects. Additionally, an in silico study was performed in order to predict theoretical molecular interactions between the obtained metabolites from S. taxoides and tyrosinase as an extended in vitro enzyme binding assay experiment.
format Online
Article
Text
id pubmed-9952338
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-99523382023-02-25 Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study Parndaeng, Kedsaraporn Pitakbut, Thanet Wattanapiromsakul, Chatchai Hwang, Jae Sung Udomuksorn, Wandee Dej-adisai, Sukanya Antibiotics (Basel) Article Hyperpigmentation frequently occurs after inflammation from bacterial infection. Thus, the inhibition activity of tyrosinase, the key enzyme to catalyze the melanogenesis and/or inhibition of bacterial infection, could decrease melanin production. Hence, the potential inhibitors could be discovered from natural products. ω-Hydroxymoracin C (1), a new compound with two other 2-arylbenzofurans, i.e., moracin M (2) and moracin C (3), and two stilbenes, i.e., 3, 4, 3’, 5′-tetrahydroxybibenzyl (4) and piceatannol (5), were isolated from the wood of Streblus taxoides. Compound 4 showed a strong inhibitory activity against tyrosinase enzyme with an IC(50) value of 35.65 µg/mL, followed by compound 2 with an IC(50) value of 47.34 µg/mL. Conversely, compound 1, 3 and 5 showed moderate activity, with IC(50) values of 109.64, 128.67 and 149.73 µg/mL, respectively. Moreover, compound 1 and 3 showed an antibacterial effect against some Staphylococcus spp. Thus, the isolated compounds exhibited potential antityrosine and antibacterial effects. Additionally, an in silico study was performed in order to predict theoretical molecular interactions between the obtained metabolites from S. taxoides and tyrosinase as an extended in vitro enzyme binding assay experiment. MDPI 2023-02-03 /pmc/articles/PMC9952338/ /pubmed/36830230 http://dx.doi.org/10.3390/antibiotics12020319 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Parndaeng, Kedsaraporn
Pitakbut, Thanet
Wattanapiromsakul, Chatchai
Hwang, Jae Sung
Udomuksorn, Wandee
Dej-adisai, Sukanya
Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title_full Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title_fullStr Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title_full_unstemmed Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title_short Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study
title_sort chemical constituents from streblus taxoides wood with their antibacterial and antityrosinase activities plus in silico study
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9952338/
https://www.ncbi.nlm.nih.gov/pubmed/36830230
http://dx.doi.org/10.3390/antibiotics12020319
work_keys_str_mv AT parndaengkedsaraporn chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy
AT pitakbutthanet chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy
AT wattanapiromsakulchatchai chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy
AT hwangjaesung chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy
AT udomuksornwandee chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy
AT dejadisaisukanya chemicalconstituentsfromstreblustaxoideswoodwiththeirantibacterialandantityrosinaseactivitiesplusinsilicostudy