Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Novel Piperazine and Morpholine Derivatives: Mass Spectrometry Characterization and Evaluation of Their Antimicrobial Properties

Version 1 : Received: 21 December 2023 / Approved: 24 December 2023 / Online: 25 December 2023 (08:20:57 CET)

How to cite: Acquavia, M. A.; Bonomo, M. G.; Bianco, G.; Salzano, G.; Gaeta, C.; Iannece, P.; Di Capua, A.; Giuzio, F.; Saturnino, C. Novel Piperazine and Morpholine Derivatives: Mass Spectrometry Characterization and Evaluation of Their Antimicrobial Properties. Preprints 2023, 2023121808. https://doi.org/10.20944/preprints202312.1808.v1 Acquavia, M. A.; Bonomo, M. G.; Bianco, G.; Salzano, G.; Gaeta, C.; Iannece, P.; Di Capua, A.; Giuzio, F.; Saturnino, C. Novel Piperazine and Morpholine Derivatives: Mass Spectrometry Characterization and Evaluation of Their Antimicrobial Properties. Preprints 2023, 2023121808. https://doi.org/10.20944/preprints202312.1808.v1

Abstract

Recently, pharmaceutical research has been focused on the design of new antibacterial drugs with higher selectivity towards several strains. Major issues concern the possibility to obtain com-pounds with fewer side effects, at the same time effectively overcoming the problem of antimi-crobial resistance. Several solutions include the synthesis of new pharmacophores starting from piperazine or morpholine core units. Mass spectrometry-based techniques offer important sup-port for the structural characterization of newly synthesized compounds to design safer and more effective drugs for various medical conditions. Here, two new piperazine derivatives and four new morpholine derivatives were synthesized and structurally characterized through a combined approach of FT-ICR and LTQ mass spectrometry. The support of both high-resolution and low-resolution mass spectrometric data namely accurate mass measurements, isotopic distribu-tion and MSn spectra, was crucial to confirm the success of the synthesis. These compounds were further evaluated for inhibitory activity against a total of twenty-nine Gram-positive and Gram-negative bacteria to determine the action spectrum and the antimicrobial effectiveness. Results demonstrated compounds’ antimicrobial activity against many tested bacterial species, providing an inhibitory effect linked to different chemical structure and suggesting that the new-synthesized derivatives could be considered as promising antimicrobial agents.

Keywords

piperazine/morpholine derivatives; HRMS; MSn; structural characterization; antimicrobial activity.

Subject

Medicine and Pharmacology, Medicine and Pharmacology

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