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ACTA Pharmaceutica Sciencia 2023 , Vol 61 , Num 1
Synthesis, structure elucidation and in vitro microsomal metabolism of adamantane hydrazide-hydrazone derivatives
Göknil Pelin COŞKUN 1 Basak TÜRK ERBUL 1 Jülide Cansu KARAKOÇ 1 Mert ÜLGEN 1
1 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Acibadem Mehmet Ali Aydınlar University, 34684, İçerenköy, Istanbul, Türkiye
DOI : 10.23893/1307-2080.APS6105 The discovery of adamantane has led to the researchers to find different drug molecules which exhibit diverse biological activities. On the other hand, hydrazide-hydrazones possess strong anticancer, antibacterial, antienflamatory and antiseptic activites. However, we have limited knowledge on the metabolic profiles of adamantane hydrazide-hydrazones. The metabolic pathway of adamantane hydrazidehydrazones emerged to be an important step for pre-clinical drug discovery studies. In this study, the metabolic profile of adamantane hydrazones was the main motivation for our research group. The synthesis of hydrazide-hydrazone derivatives as substrates of this study was performed via condensation of corresponding hydrazide with aldehyde and ketone and their authentic metabolites were also synthesized. Following their structures were elucidated with spectroscopic methods, their in-vitro microsomal metabolic study was performed. The results indicated that the aldehyde derivative is susceptible to metabolic hydrolysis, whereas ketone derivative is stable for metabolic changes. LC-MS results proved the metabolic hydrolysis. Keywords : Adamantane, in vitro metabolism, hydrazide-hydrazone, hydrolysis

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