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. 2017 Dec;32(1):78-83.
doi: 10.1080/14756366.2016.1235568. Epub 2016 Oct 25.

Tyrosinase Inhibitory Components From Aloe Vera and Their Antiviral Activity

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Free PMC article

Tyrosinase Inhibitory Components From Aloe Vera and Their Antiviral Activity

Jang Hoon Kim et al. J Enzyme Inhib Med Chem. .
Free PMC article

Abstract

A new compound, 9-dihydroxyl-2'-O-(Z)-cinnamoyl-7-methoxy-aloesin (1), and eight known compounds (2-9) were isolated from Aloe vera. Their structures were elucidated using 1D/2D nuclear magnetic resonance and mass spectra. Compound 9 exhibited reversible competitive inhibitory activity against the enzyme tyrosinase, with an IC50 value of 9.8 ± 0.9 µM. A molecular simulation revealed that compound 9 interacts via hydrogen bonding with residues His244, Thr261, and Val283 of tyrosinase. Additionally, compounds 3 and 7 were shown by half-leaf assays to exhibit inhibitory activity towards Pepper mild mottle virus.

Keywords: Aloe vera; Pepper mild mottle virus; Xanthorrhoeaceae; molecular docking; tyrosinase.

Figures

Figure 1.
Figure 1.
Structure of compounds 1–9 derived from A. vera.
Figure 2.
Figure 2.
Key HMBC (→) and COSY (-) correlations of compound 1.
Figure 3.
Figure 3.
(A) Inhibitory activity of compound 9 on tyrosinase (IC50: 9.8 ± 0.9 μM; kojic acid =19.5 ± 1.5 μM). (B) Relationship of the hydrolytic activity of tyrosinase with enzyme concentration at a variety of inhibitor concentration. (C) Lineweaver–Burk plot (Competitive type) and (D) Dixon plot (Ki: 5.8 ± 0.9 μM) for the inhibition of compound 9.
Figure 4.
Figure 4.
Docking pose of 9 at the lowest energy with enzyme indicated as ribbon (A). The green dotted line represents hydrogen-bond interactions between compound 9 and enzyme (B).

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