Unit:
Κατεύθυνση Παραγωγή Φαρμακευτικών Ενώσεων (Σύνθεση)Library of the School of Science
Author:
Κωστούδης Σταύρος
Supervisors info:
Χατζηπαύλου--Λίτινα Δήμητρα Καθηγήτρια
Original Title:
Αξιοποίηση του αζωμεθινικού δεσμού στο σχεδιασμό και τη σύνθεση θειαζολικών παραγώγων ως πιθανών αναστολέων μεταλλοενζύμων
Summary:
The presence of thiazole ring has been found to play an important role in
animal and plant kingdom. Similar results have been presented by compounds
containing the azomethine group (-C=N-).
Thus, we found interesting to combine the two pharmacophores in one molecule.
We proceeded with the synthesis of this type of compounds using for their
design our quantitative structure-activity relationships results using the
C-QSAR program of Biobyte.
The final products were obtained in two steps: a) condensation of the
appropriate substituted aldehyde with thiosemicarbazide resulted to the Schiff
bases and b) following the synthesis of the final thiazolyl derivative
according to the Hantzsch method.
The structures of the compounds are confirmed by IR, 1 H-NMR,
13 C-NMR, MS (ESI) and elemental analysis.
The compounds were studied in vitro and in vivo as antioxidants and
possible inhibitors of several metalloenzymes involved in inflammation.
We found that the most of the compounds showed good to satisfactory antioxidant
ability while some of them were dynamic inhibitors of particular
metalloenzymes.
Efforts are conducted a) to correlate quantitatively the in vitro / in
vivo results with the most important physicochemical properties of the
molecules and b) to propose a possible mechanism of action.
Keywords:
Metalloenzyme inhibition, Inflammation, Thiazole, Sciff base, Antioxidative action
