The Relationship between the Antimicrobial Properties of Benzylpenicillin and the Quantum Chemical Parameters of Its Structure (The DFT Method)
V. А. Babkin *
Volgograd State University of Architecture and Civil Engineering, Sebryakovskiy Branch, Mikhailovka, Volgograd Region, Russia
D. S. Andreev
Volgograd State University of Architecture and Civil Engineering, Sebryakovskiy Branch, Mikhailovka, Volgograd Region, Russia
А. А. Pristanskov
Volgograd State University of Architecture and Civil Engineering, Sebryakovskiy Branch, Mikhailovka, Volgograd Region, Russia
L. М. Lisina
Volgograd State University of Architecture and Civil Engineering, Sebryakovskiy Branch, Mikhailovka, Volgograd Region, Russia
А. I. Rakhimov
Volgograd State Technical University, Volgograd, Russia
N. А. Rakhimova
Volgograd State Technical University, Volgograd, Russia
V. S. Belousova
I.M. Sechenov First Moscow State Medical University, Moscow, Russia
G. E. Zaikov
N.M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow, Russia
*Author to whom correspondence should be addressed.
Abstract
The relationship between the antimicrobial properties of benzylpenicillin and its electronic structure, the analysis of which has been carried out by the quantum chemical DFT-PBE0 / 6-311g **method, has been examined for the first time. The carbonyl groups of benzylpenicillin responsible for the blockade of the synthesis by pentodoglikans, which in turn are responsible for the antibacterial properties of benzylpenicillin, have been revealed. Its acid strength (pKa = 12) has been theoretically estimated.
Keywords: Antimicrobial properties, benzylpenicillin, quantum-chemical calculation, DFT-PBE0 / 6-311g ** method, acid strength, electronic and geometric structure