Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology. 6118-51-0, Name is exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic Anhydride, molecular formula is , belongs to thiazolidines compound. In a document, author is Channar, Pervaiz Ali, Application In Synthesis of exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic Anhydride.
Synthesis, computational studies and enzyme inhibitory kinetics of substituted methyl[2-(4-dimethylamino-benzylidene)-hydrazono)-4-oxo- thiazolidin-5-ylidene] acetates as mushroom tyrosinase inhibitors
The present article describes the synthesis and enzyme inhibitory kinetics of methyl[ 2-(arylmethylenehydrazono)-4-oxo-thiazolidin-5-ylidene] acetates 5a-j as mushroom tyrosinase inhibitors. The title compounds were synthesized via cyclocondensation of thiosemicarbazones 3a-j with dimethyl but-2-ynedioate (DMAD) 4 in good yields under solvent-free conditions. The synthesized compounds were evaluated for their potential to inhibit the activity of mushroom tyrosinase. It was unveiled that compounds 5i showed excellent enzyme inhibitory activity with IC50 3.17 mu M while IC50 of standard kojic acid is 15.91 mu M. The presence of heterocyclic pyridine ring in compound 5i play important role in enzyme inhibitory activity as rest of the functional groups are common in all synthesized compounds. The enzyme inhibitory kinetics of the most potent derivative 5i determined by Lineweaver-Burk plots and Dixon plots showed that it is non-competitive inhibitor with Ki value 1.5 mu M. It was further investigated that the wet lab results are in good agreement with the computational results. The molecular docking of the synthesized compounds was performed against tyrosinase protein (PDBID 2Y9X) to delineate ligand-protein interactions at molecular level. The docking results showed that the major interacting residues are His244, His85, His263, Val 283, His 296, Asn260, Val248, His260, His261 and Phe264 which are located in active binding site of the protein. The molecular modeling demonstrates that the oxygen atom of the compound 5i coordinated with the key residues in the active site of mushroom tyrosinase contribute significantly against inhibitory ability and diminishing the human melanin synthesis. These results evident that compound 5i is a lead structure in developing most potent mushroom tyrosinase inhibitors. (C) 2017 Elsevier Ltd. All rights reserved.
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 6118-51-0, in my other articles. Application In Synthesis of exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic Anhydride.
Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com