Then, Li Yee and Kwong, Huey Chong and Quah, Ching Kheng and Chidan Kumar, C. S. and Chia, Tze Shyang and Wong, Qin Ai and Chandraju, S. and Karthick, T. and Win, Yip-Foo and Sulaiman, S. F. and Hashim, Nurul Shafiqah and Ooi, Kheng Leong (2018) Tyrosinase inhibition potency of phthalimide derivatives: crystal structure, hirshfeld surface analysis and molecular docking studies. Zeitschrift Fur Kristallographie-Crystalline Materials, 233 (11). pp. 803-816. ISSN 2196-7105
Full text not available from this repository. (Request a copy)Abstract
A new series of seven 2-((pyridinylamino)methyl)isoindoline-1,3-dione derivatives were synthesized under mild condition and characterized by spectroscopy analysis. The crystal structures of these derivatives were further determined using single crystal X-ray diffraction technique. All derivatives adopt a V-shape conformation. The dihedral angle between phthalimide and pyridine rings increases as the torsion angle C1–N1–C9–N2 between phthalimide ring and methylene group increases. The torsion angles and molecular conformations are comparable to those related structures from the Cambridge Structural Database (CSD). Furthermore, the intermolecular interactions of all studied crystal structures were quantified and analyzed using Hirshfeld surface (HS) analysis. The quantitative data on the percentage contributions of overall interactions in all compounds are calculated by the two-dimensional (2D) fingerprint plots from the HS analysis. These compounds were evaluated for their antioxidant and antityrosinase properties. Noteworthy, 2-(((6-methoxypyridin-3-yl)amino)methyl)isoindoline-1,3-dione (compound g) exhibited higher tyrosinase inhibitory activity (EC50=753 μg/mL) than the positive control ‘arbutin’ (EC50=403 μg/mL). The inhibitory effect of compound g was further confirmed by computational molecular docking studies and the result revealed the 6-methoxypyridin-3-yl substituent has a better binding affinity toward tyrosinase.
| Item Type: | Article |
|---|---|
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | PG Centre Mandya > Sugar Technology |
| Depositing User: | Manjula P Library Assistant |
| Date Deposited: | 05 Jul 2019 07:30 |
| Last Modified: | 05 Jul 2019 07:30 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/4754 |
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