Synergistic Effect of DIBOA and Verbascoside from Acanthus mollis Leaf on Tyrosinase Inhibition

Int J Mol Sci. 2022 Nov 4;23(21):13536. doi: 10.3390/ijms232113536.

Abstract

Overexpression of melanin contributes to darkening of plant and fruit tissues and skin hyperpigmentation, leading to melasma or age spots. Although melanin biosynthesis is complex and involves several steps, a single enzyme known as tyrosinase is key to regulating this process. The melanogenesis pathway is initiated by oxidation of the starting material l-tyrosine (or l-DOPA) to dopaquinone by tyrosinase; the resulting quinone then serves as a substrate for subsequent steps that eventually lead to production of melanin. Medicinal plants are considered a good source of tyrosinase inhibitors. This study investigated the tyrosinase inhibitory activity of A. mollis leaf extracts and their phytochemicals. Significant activity was verified in the ethanol extract -EEt (IC50 = 1.21 µg/mL). Additionally, a kinetic study showed that this tyrosinase inhibition occurs by DIBOA (2,4-dihydroxy-1,4-benzoxazin-3-one) and verbascoside contribution through a non-competitive reaction mechanism. A synergistic effect on tyrosinase inhibition was observed in the binary combination of the compounds. In conclusion, both EEt and a mixture of two of its phytochemicals can be effective tyrosinase inhibitors and can be used as a bleaching agent for cosmetic formulations in the future.

Keywords: benzoxazinoids; mushroom tyrosinase; phenylpropanoids; synergism.

MeSH terms

  • Acanthaceae*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Melanins / metabolism
  • Monophenol Monooxygenase* / metabolism
  • Phytochemicals
  • Plant Extracts / pharmacology

Substances

  • Monophenol Monooxygenase
  • Melanins
  • acteoside
  • Plant Extracts
  • Phytochemicals
  • Enzyme Inhibitors