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Research Article

Morpholine-tethered Novel Hydrazones as Promising Non-peptidic Prolyl Oligopeptidase (POP) Inhibitors: Synthesis In Vitro and In Silico Studies

Author(s):

Urwa Khalid, Noor Fatima, Saeed Ullah, Sobia Ahsan Halim, Ajmal Khan*, Suraj N. Mali, Attalla F. El-kott, Mohammed A. AlShehri, Hamdy Kashtoh, Ahmed Al-Harrasi and Zahid Shafiq   Pages 1 - 17 ( 17 )

Abstract:


Introduction: Prolyl oligopeptidase (POP) is a pivotal druggable target implicated in diverse biological processes and linked to the development of various ailments, including neurodegenerative disorders. While conventional peptide-based inhibitors have been a centerpiece, their limitations, such as restricted bioavailability, necessitate exploration of non-peptidic inhibitors for their therapeutic potential.

Method: This study focuses on designing, synthesizing, and assessing morpholine-based hydrazones targeting the catalytic serine residue of POP. The hydrazones (5a-o), reported as moderately potent analogs compared to the renowned Z-Pro-Prolinal, demonstrated in vitro POP inhibition with IC50 values ranging from 13.60 ± 2.51 to 36.51 ± 1.82 μM. The derivative 5h, with an IC50 of 13.60 ± 2.51 μM, emerged as the most potent inhibitor.

Results: Moreover, the in vitro kinetic study of compound 5h indicated that it exhibited concentration-dependent type of inhibition. in silico docking studies of 5h revealed robust interactions in the POP enzyme's active site, yielding a docking score of ˗6.30 Kcal/- mol, consistent with experimental results.

Conclusion: All findings underscored the potential of synthesized derivatives for drug development.

Keywords:

Prolyl oligopeptidase (POP), prolyl endopeptidase (PEP), hydrazones, morpholine, molecular docking.

Affiliation:



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