E. A. Gusakov, Yu. A. Sayapin, E. V. Vetrova, E. A. Lukbanova, E. V. Alilueva, A. A. Kolodina, V. V. Tkachev, I. O. Tupaeva, A. V. Lisovin, D. V. Steglenko, T. A. Krasnikova, M. V. Nikogosov, A. S. Goncharova, A. V. Metelitsa, S. M. Aldoshin, V. I. Minkin, “Synthesis, molecular structure and biological activity of novel bis-1,3-tropolones based on 4-chloro-2,7-dimethyl-1,8-naphthyridine”, Mendeleev Commun., 34:3 (2024), 357

Communications

Synthesis, molecular structure and biological activity of novel bis-1,3-tropolones based on 4-chloro-2,7-dimethyl-1,8-naphthyridine

E. A. Gusakov^a, Yu. A. Sayapin^b, E. V. Vetrova^a, E. A. Lukbanova^c, E. V. Alilueva^a, A. A. Kolodina^a, V. V. Tkachev^d, I. O. Tupaeva^a, A. V. Lisovin^a, D. V. Steglenko^a, T. A. Krasnikova^a, M. V. Nikogosov^a, A. S. Goncharova^e, A. V. Metelitsa^a, S. M. Aldoshin^d, V. I. Minkin^a

^a Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^b Southern Scientific Center of the Russian Academy of Sciences, Rostov-on-Don, Russian Federation
^c Don State Technical University, Rostov-on-Don, Russian Federation
^d Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
^e National Medical Research Center of Oncology, Rostov-on-Don, Russian Federation

Аннотация: The acid-catalyzed reaction of 4-chloro-2,7-dimethyl- 1,8-naphthyridine with 4,6-di-tert-butyl-3-nitro-1,2-benzoquinone leads to new bis-1,3-tropolones. The crystal structures of the obtained bis-1,3-tropolones were determined by X-ray diffraction analysis; the spectral and luminescent properties, the structural and energy characteristics of the compounds were examined. The cytotoxic effect in vitro against cancer cell lines A549, H1299, HT29, CT26 and B16F10 was assessed using MTT assay.

Ключевые слова: 1,8-naphthyridine, 1 3-tropolone, X-ray diffraction analysis, fluorescence, solvatochromism, solid state emission, DFT, cytotoxic activity.

Язык публикации: английский

DOI: 10.1016/j.mencom.2024.04.015

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