A new 2-(4H-1,3-benzoxazin-4-on-2-yl)-1,3-tropolone: Synthesis, structure, and antibacterial properties
- Authors: Sayapin Y.A.1, Gusakov E.A.2, Dorogan I.V.2, Tupaeva I.O.2, Teimurazov M.G.3, Fursova N.K.3, Ovchinnikov K.V.3, Minkin V.I.1,2
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Affiliations:
- Southern Scientific Center
- Research Institute of Physical and Organic Chemistry
- State Scientific Center of Applied Microbiology and Biotechnology
- Issue: Vol 42, No 2 (2016)
- Pages: 224-228
- Section: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/227900
- DOI: https://doi.org/10.1134/S1068162016020114
- ID: 227900
Cite item
Abstract
2-(4H-1,3-Benzoxazin-4-on-2-yl)-4,5,6-trichloro-1,3-tropolone, structural properties of which were studied using 1H NMR, IR-spectroscopy, mass spectrometry, and quantum chemistry has been obtained for the first time using an acid-catalyzed condensation reaction of 3,4,5,6-tetrachloro-1,2-benzoquinone with 2-methyl-4H-3,1-benzoxazin-4-one. It has been shown that the new tropolone possesses antibacterial activity against hospital-acquired strains of gram-negative (Escherichia coli, Salmonella enterica sv. Enteritidis, Acinetobacter baumannii, and Pseudomonas aeruginosa) and Gram-positive (Staphylococcus aureus) bacteria. The obtained substance is suggested for development of a new antibacterial drug.
About the authors
Yu. A. Sayapin
Southern Scientific Center
Author for correspondence.
Email: sayapin@ipoc.rsu.ru
Russian Federation, ul. Chekhova 41, Rostov-on-Don, 344006
E. A. Gusakov
Research Institute of Physical and Organic Chemistry
Email: sayapin@ipoc.rsu.ru
Russian Federation, Rostov-on-Don, 344090
I. V. Dorogan
Research Institute of Physical and Organic Chemistry
Email: sayapin@ipoc.rsu.ru
Russian Federation, Rostov-on-Don, 344090
I. O. Tupaeva
Research Institute of Physical and Organic Chemistry
Email: sayapin@ipoc.rsu.ru
Russian Federation, Rostov-on-Don, 344090
M. G. Teimurazov
State Scientific Center of Applied Microbiology and Biotechnology
Email: sayapin@ipoc.rsu.ru
Russian Federation, Obolensk, Moscow oblast, 142279
N. K. Fursova
State Scientific Center of Applied Microbiology and Biotechnology
Email: sayapin@ipoc.rsu.ru
Russian Federation, Obolensk, Moscow oblast, 142279
K. V. Ovchinnikov
State Scientific Center of Applied Microbiology and Biotechnology
Email: sayapin@ipoc.rsu.ru
Russian Federation, Obolensk, Moscow oblast, 142279
V. I. Minkin
Southern Scientific Center; Research Institute of Physical and Organic Chemistry
Email: sayapin@ipoc.rsu.ru
Russian Federation, ul. Chekhova 41, Rostov-on-Don, 344006; Rostov-on-Don, 344090