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Vol. 37 No. 7 (2025): Vol 37 Issue 7, 2025

Copyright (c) 2025 Rajesh K

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Spectral Analysis and Biological Evaluation of 3,5-Dimethyl-1-[2-(1-methyltetrazol-5-yl)-sulfanylacetyl]-2,6-diphenyl-piperidin-4-one: Crystal Structure, Hirshfeld Surface, Antimicrobial Activity and Dipeptidyl Peptidase IV Inhibition

https://doi.org/10.14233/ajchem.2025.33904
M.V. Muppuli
Department of Physics, Centre for Hydrogen Energy Research (HER), Academy of Maritime Education and Training, Kanathur-603112, India
K. Rajesh
Department of Physics, Centre for Hydrogen Energy Research (HER), Academy of Maritime Education and Training, Kanathur-603112, India
https://orcid.org/0000-0003-3156-168X
K. Anandan
Department of Physics, Centre for Hydrogen Energy Research (HER), Academy of Maritime Education and Training, Kanathur-603112, India
https://orcid.org/0000-0002-3146-0136
P. Devendran
Department of Physics, Dayananda Sagar Academy of Technology and Management, Bangalore-560082, India
https://orcid.org/0000-0002-9997-1389
P. Kurinjinathan
Department of Physics, PSG College of Arts and Science, Coimbatore-641014, India
https://orcid.org/0000-0002-9647-0693
A. Mani
Department of Physics, Muthayammal Engineering College (Autonomous), Rasipuram-637408, India
https://orcid.org/0000-0002-6159-8726

Corresponding Author(s) : K. Rajesh

krishjayarajesh@gmail.com

Asian Journal of Chemistry, Vol. 37 No. 7 (2025): Vol 37 Issue 7, 2025

Abstract

A single crystal of 3,5-dimethyl-1-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]-2,6-diphenyl-piperidin-4-one (DMTSDPO) has been synthesized and extensively characterized using analytical techniques, which involves 1H NMR, infrared, mass spectroscopy and single crystal X-ray diffraction (SXRD). DMTSDPO is a triclinic crystal system with P-1 space group, with cell dimensions a = 13.301(3) Å; b = 17.687(4) Å; c = 20.615(4) Å and α = 89.928(10)º; β = 89.760(11)º; γ = 72.648(10)º, V = 4628.7(16) and Z = 8. The molecular structure was identified through conservative method and refined with SHELXL-97, which produced a final R-value of 0.0446. The Hirshfeld surface evaluation has been employed to determine the power of interactions involving hydrogen bonds between molecular pairs, revealing predominant contributions from H···H and N···H intermolecular contacts. The derivatives were subjected to in vitro antimicrobial assays against bacterial and fungal strains, with DMTSDPO exhibiting significant activity against E. coli. The elusive mechanism of action for piperidine derivatives prompted a molecular docking study, shedding light on the active site region, binding modes and interactions of active site residues with dipeptidyl peptidase IV (DPP4). This investigation contributes to a detailed understanding of the compounds mechanism of action and holds promise for the design of novel, potent drug molecules.

Keywords

Density functional theory Hirshfeld surface evaluation Molecular docking Dipeptidyl Single crystals
(1)
Muppuli, M.; Rajesh, K.; Anandan, K.; Devendran, P.; Kurinjinathan, P.; Mani, A. Spectral Analysis and Biological Evaluation of 3,5-Dimethyl-1-[2-(1-Methyltetrazol-5-Yl)-Sulfanylacetyl]-2,6-Diphenyl-Piperidin-4-One: Crystal Structure, Hirshfeld Surface, Antimicrobial Activity and Dipeptidyl Peptidase IV Inhibition. ajc 2025, 37, 1679-1689.
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