Synthesis and effects of oxadiazole derivatives on tyrosinase activity and human SK-MEL-28 malignant melanoma cells
Melanin is a form of pigment that gives colour to human skin, hair and eyes. Whilst it protects against skin damage from the sun, accumulation of excessive amounts of epidermal melanin can lead to various dermatological disorders. This study aimed to evaluate the effects of three selected oxadiazo...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Royal Society of Chemistry
2016
|
| Subjects: | |
| Online Access: | http://irep.iium.edu.my/73761/ http://irep.iium.edu.my/73761/ http://irep.iium.edu.my/73761/1/Kamal%20Rullah%2010.pdf |
| Summary: | Melanin is a form of pigment that gives colour to human skin, hair and eyes. Whilst it protects against skin
damage from the sun, accumulation of excessive amounts of epidermal melanin can lead to various
dermatological disorders. This study aimed to evaluate the effects of three selected oxadiazoles on the
o-diphenolase mushroom tyrosinase activity and their cytotoxic effects on SK-MEL-28 malignant
melanoma cells. The results showed that compounds 1, 2 and 3 exhibited significant inhibition on the
diphenolase activity of mushroom tyrosinase with IC50 values of 40.46 mM, 27.42 mM and 32.51 mM,
respectively. Further kinetic studies revealed that compounds 1 (Ki ¼ 3.8 mM) and 3 (Ki ¼ 3.9 mM)
exhibited a mixed-type inhibition while compound 2 (Ki ¼ 0.7 mM) displayed a competitive-type
inhibition as suggested by the Lineweaver–Burk plots. Molecular docking and dynamics simulations were
also performed to understand the binding behaviour of compound 2 in the active site of tyrosinase.
Finally, all three compounds displayed relatively low cytotoxicity to SK-MEL-28 cells up to 100 mM
treatment via MTT assay. |
|---|