Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

Abstract

Synthesis, Stability and Computational Study of some Ester Derivatives of Theophylline-7-acetic Acid with Antiproliferative Activity

Author(s): Alexander B. Zlatkov, Plamen T. Peikov, Georgi C. Momekov, Ivanka Pencheva, Boika Tsvetkova

Two new esters of theophylline-7-acetic acid were synthesized and their structures were confirmed by elemental analysis, FTIR, 1H NMR spectral data. Structural analysis was also carried out using computational methods. The performed investigations on the spectral behaviour of the tested compounds show, that in comparison with the DFT calculations, the application of PM6 method is mainly limited to vibrations under 3000 cm-1. From the performed stability evaluations was established that compounds 3a-b are stable in acidic and weakly alkaline pH. In strong alkiline solution 3a-b hydrolize and the corresponding rate constants were established. The analysis of the calculated molecular descriptors defined by Lipinski prove that the studied compounds obey “rule of five” and is very probable to expect good biological activity manifestation after peroral administration.The pharmacological screening in three human tumor cell lines show, that 3a causes reduction of cellular viability at lower concentration as compared to 3b.


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