Abstract

From the stems of Liriodendron tulipifera, seventeen known compounds have been extracted, isolated and purified. By using spectroscopic analysis, the structures of these pure constituents were determined as three lignans, four steroids and ten benzenoids. Identified compounds were screened for antioxidant abilities using: 1,1-diphenyl-2-picrylhydrazul (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) scavenging free radical activity assays; metal chelating power test; and ferric reducing/antioxidant power (FRAP) examination. The result revealed that seventeen compounds had potential anti-oxidative capabilities. In addition, the anti-tyrosinase effect was determined by calculating the hydroxylation of L-tyrosine to L-dopa and the oxidization of L-dopa to dopaquinone, according to in vitro mushroom tyrosinase evaluation platform. Furthermore, based on assays on B16F10 cell line, our data suggest that five compounds isolated from L. tulipifera would be able to inhibit tyrosinase activity and reduce the melanin content in animal cells. Therefore, some of the examined compounds could be potentially used in the cosmetic skin whitening business, therapeutic applications or the food industry.

Highlights

  • Liriodendron tulipifera is a fast growing hardwood native plant in the United States, usually used for pulp and wood in furniture and paper-making proposes [1,2]

  • We discovered that the melanin contents matched with the tyrosinase activities in the same dose-dependent tendencies, which meant the cellular melanin reductions might be due to the inhibition of tyrosinase activities

  • We found that inhibitory effectiveness of 17 compounds was not coincident with tyrosinase activities and melanin contents in B16F10 assay

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Summary

Introduction

Liriodendron tulipifera is a fast growing hardwood native plant in the United States, usually used for pulp and wood in furniture and paper-making proposes [1,2]. We assume the compounds isolated from L. tulipifera have promising multi-biofunctions. For this reason, L. tulipifera was chosen for further phytochemical investigations, and these compounds were isolated from the stems. The chemical constituents in the plants of L. tulipifera were separated by using column chromatography, including three lignans: (−)-eudesmin (1) [4], (+)-syringaresinol (2) and (+)-yangambin (3) [5]; four steroids: β-sitosterol (4), stigmasterol (5) [6], β-sitostenone (6) and stigmastenone (7) [7]; and ten benzenoids: methyl 4-hydroxy-2-methylbenzoate (8) [8], methyl β-orcinol carboxylate (9), methyl haematommate (10) [9], coniferyl aldehyde (11) [10], vanillin (12), vanillic acid (13), methyl vanillate (14), p-hydroxybenzoic acid (15), syringic acid (16) and

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