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Planta Med 2024; 90(13): 1015-1022
DOI: 10.1055/a-2381-5201
Biological and Pharmacological Activity
Original Papers

Hematoxylin, an Alternative Substrate of Tyrosinase

Chantalle Crous
1   Centre of Excellence for Pharmaceutical Sciences, North-West University, Potchefstroom, South Africa
,
Ivanke A. Swart
1   Centre of Excellence for Pharmaceutical Sciences, North-West University, Potchefstroom, South Africa
,
Judey Pretorius
2   Biomedical Emporium, Pretoria, South Africa
,
Frank van der Kooy 
1   Centre of Excellence for Pharmaceutical Sciences, North-West University, Potchefstroom, South Africa
,
Jacobus P. Petzer 
1   Centre of Excellence for Pharmaceutical Sciences, North-West University, Potchefstroom, South Africa
3   Pharmaceutical Chemistry, School of Pharmacy, North-West University, Potchefstroom, South Africa
,
Anél Petzer 
1   Centre of Excellence for Pharmaceutical Sciences, North-West University, Potchefstroom, South Africa
3   Pharmaceutical Chemistry, School of Pharmacy, North-West University, Potchefstroom, South Africa
› Author AffiliationsBiomedical Emporium provided financial support for this study.
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Abstract

Mushroom tyrosinase from Agaricus bisporus (abTYR) is often used during the development of tyrosinase inhibitors for medicinal and cosmetic purposes. In the search for novel tyrosinase inhibitors, this study identified hematoxylin as an alternative substrate for abTYR. The interaction of hematoxylin with abTYR was investigated through spectrophotometric and chromatographic analyses. The results showed that hematoxylin acted as an abTYR substrate and exhibited Michaelis–Menten kinetic behaviour at concentrations below 1.25 mM. The substrate properties of hematoxylin were similar to the natural tyrosinase substrate, L-3,4-dihydroxyphenylalanine (L-DOPA), with regards to Km, while Vmax was eightfold lower. The main oxidation product formed during the reaction of abTYR with hematoxylin was identified as hematein. This is the first report of the interaction of hematoxylin with abTYR.

Keywords

Agaricus bisporus - tyrosinase - hematoxylin - tyrosinase inhibitor


Publication History

Received: 28 May 2024

Accepted after revision: 30 July 2024

Article published online:
19 August 2024

© 2024. Thieme. All rights reserved.

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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