Author(s):
Varduhi Hovsepyan, Syuzanna Shushanyan, Naira Gevorgyan, Hrachya Stepanyan, Rafayel Muradyan, Gohar Arajyan, Natalya Harutyunyan, Gayane Sahradyan, Arusyak Zhamharyan
Email(s):
arajyankens@gmail.com
DOI:
10.52711/0974-360X.2026.00570 
Address:
Varduhi Hovsepyan1, Syuzanna Shushanyan1, Naira Gevorgyan1, Hrachya Stepanyan1, Rafayel Muradyan1, Gohar Arajyan1,*, Natalya Harutyunyan2, Gayane Sahradyan3, Arusyak Zhamharyan3
1Scientific Technological Center of Organic and Pharmaceutical Chemistry, NAS RA, Azatutyan Ave 26, 0014, Yerevan, Armenia
2Armenian State Pedagogical University after Kh. Abovyan, Tigran Mets 17, 0010, Yerevan, Armenia.
3Yerevan State Medical University named after Mkhitar Heratsi, Koryun St. 2, 0025, Yerevan, Armenia.
*Corresponding Author
Published In:
Volume - 19,
Issue - 9,
Year - 2026
ABSTRACT:
Quaternary ammonium compounds (QACs) remain an important class of cationic surfactants and antimicrobial agents due to their broad biological activity and structural versatility. Introducing unsaturated or heterocyclic fragments into QACs often enhances both physicochemical and biological properties. This study aimed to synthesize new propargyl-functionalized piperidinium quaternary salts containing alkyl or alkyloxycarbonylmethyl substituents and to evaluate their antibacterial and antifungal activity. A series of QACs was obtained by reacting propargylpiperidine with alkyl chloroacetates (C8–C16) or haloalkanes (C7–C18) under mild conditions. The resulting QACs — 1-alkyl-1-(prop-2-yn-1-yl)piperidin-1-ium halides and 1-(2-(alkyloxy)-2-oxoethyl)-1-(prop-2-yn-1-yl)piperidin-1-ium chlorides —were then purified and characterized by IR, 1H- and 13C-NMR, and mass spectrometry. Antimicrobial activity was determined by agar diffusion and serial dilution methods. The synthesized compounds exhibited pronounced bactericidal activity against Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis) and Gram-negative bacteria (Shigella flexneri, Escherichia coli), along with fungicidal effects against Candida albicans and Saccharomyces boulardii. Calculation of physicochemical descriptors and docking analysis with membrane porin OmpF were performed to deepen the understanding of the compounds' permeability mechanism and pharmacokinetic properties. The combination of a propargyl group and a long alkyl or alkyloxycarbonylmethyl substituent in a piperidinium quaternary structure produces compounds with broad-spectrum antimicrobial activity, making them promising candidates for further pharmaceutical and biocidal applications.
Cite this article:
Varduhi Hovsepyan, Syuzanna Shushanyan, Naira Gevorgyan, Hrachya Stepanyan, Rafayel Muradyan, Gohar Arajyan, Natalya Harutyunyan, Gayane Sahradyan, Arusyak Zhamharyan. Research Journal Pharmacy and Technology. 2026;19(9):4068-8. doi: 10.52711/0974-360X.2026.00570
Cite(Electronic):
Varduhi Hovsepyan, Syuzanna Shushanyan, Naira Gevorgyan, Hrachya Stepanyan, Rafayel Muradyan, Gohar Arajyan, Natalya Harutyunyan, Gayane Sahradyan, Arusyak Zhamharyan. Research Journal Pharmacy and Technology. 2026;19(9):4068-8. doi: 10.52711/0974-360X.2026.00570 Available on: https://rjptonline.org/AbstractView.aspx?PID=2026-19-9-16
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