Title:Design, Synthesis of Novel N-Substituted 6α-Piperazinomethyl-Δ4-3,17-diketosteroids
and their Antimicrobial Activity Evaluation
Volume: 27
Issue: 15
Author(s): Nadejda K. Davydova*, Vladimir N. Sergeev, Alexander S. Peregudov, Anastasia E. Kuvarina, Vera S. Sadykova and Tatiana S. Savinova
Affiliation:
- Department of Macromolecular Compounds, A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences
(INEOS RAS), Vavilova St., 28, bld. 1, Moscow 119334, Russian Federation
Keywords:
Aminomethylation, androstenedione, N-substituted piperazines, three-component condensation, antibacterial activity, antifungal activity.
Abstract: This report presents the synthesis of three innovative N-substituted 6α-
piperazinomethyl-Δ4-3,17-diketo-steroids via the region-directed three-component condensation
method. The compounds were produced from N-substituted piperazine derivatives and androst-4-en-3,17-dione (AD). Comprehensive physicochemical methods of analysis were employed to
characterize the synthesized products. The study involved antibacterial testing of the synthesized
compounds against Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6633, and Staphylococcus
aureus 209P FDA, with a comparison to the amoxicillin/clavulanic acid composition. It
further assessed antifungal activity against Aspergillus niger INA 00760, with results compared
to amphotericin B and nystatin. Initial assessment of the antibacterial and antifungal activities
exhibited by the synthesized compounds suggests that this series of N-substituted 6α-piperazinomethyl-Δ4-3,17-diketo-steroids holds great potential for further biological investigation.