Copyright: © 2026 by the authors. Licensee: Pirogov University.
This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (CC BY).
This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (CC BY).
ORIGINAL RESEARCH
The structure and biological potential of substituted uracil-propanesultone derivatives: from tautomeric preferences to drug design
About authors
1 Pirogov Russian National Research Medical University, Moscow, Russia
2 Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Moscow, Russia
Correspondence should be addressed: Vadim V. Negrebetsky
Ostrovityanova Str., 1, Moscow, 117513, Russia; ur.umsr@1ykstebergen
About paper
Author contribution: Gusev RA — performing QSAR analysis, preparation of the manuscript; Kramarova EP — preparation of the manuscript; Volchenkov TI — performing QSAR analysis; Korlyukov AA — quantum-chemical calculations, preparation of the manuscript; Lagunin AA — performing QSAR analysis, preparation of the manuscript; Baukov YI — academic advising; Shmigol TA — biological part, preparation of the manuscript; Negrebetsky VV — formulation of the study goal, preparation of the manuscript; all authors contributed equally to the preparation of the manuscript; they confirm that their contribution complies with the international criteria of ICMJE.
Received: 2026-05-29
Accepted: 2026-06-10
Published online: 2026-06-16
|
Fig. 1. Drugs based on synthetic pyrimidine analogues
Fig. 2. The structures of tautomeric uracil forms (U1–6)
Fig. 3. The structural composition of some zwitterionic compounds built using N-sulfoalkylated uracil derivatives
Fig. 4. Investigated N-sulfopropylated uracil derivatives (7–13)
Fig. 5. Tautomeric forms of compounds 7–16
Table 1. Total Energies and Thermodynamic Metrics of Tautomeric Forms of Uracil (U1–6) and Nitrogenous Base and Sulfonic Acid Derivatives (7–16)
Notes: Z.P.E. — Zero Point Energy; Etot — total energy; ΔH298, ΔS298, ΔG298 — calculated values of enthalpy, entropy, and Gibbs energy of formation for a compound, respectively; ΔΔG298 — relative Gibbs energy values calculated for uracil and each of the derivatives of nitrogenous bases and sulfonic acids. The energy of the most stable tautomeric form is used as the 0 value.
Table 2. Examples of the results of the prediction of the spectrum of biological activity for diketo-tautomers of compounds 7–16
