Single-step approach for synthesis of a novel tetracyclic skeleton: Investigation of X-ray analysis, fluorescence spectra, TD-DFT calculations and biological activities
Yükleniyor...
Tarih
2023
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier
Erişim Hakkı
info:eu-repo/semantics/embargoedAccess
Özet
Tetracyclic molecules show important properties such as biological activities and fluorescence sensors. Hence, in this study, we have reported unknown tetracyclic skeleton. N -propargylated C-2 and C-4 disubstituted imidazole derivatives were reacted by 2-aminomethyl piperidine without using any transition metal. The reaction unveiled 16 different imidazo[1,2-a]pyrido[1 ' ,2 ' :3,4]imidazo[2,1-c]pyrazine skeletons. Cyclization reaction tolerated phenyl, naphthyl, bi-phenyl, 2-thienyl, and many substituents on the benzene ring such as OMe, CF 3 , and halogens. We have uncovered the exact structure of the tetracyclic skeleton using single-crystal X-ray analysis. Significant fluorescence emission of tetracyclic molecules was investigated, and derivatives bearing electron-withdrawing groups, CF 3 , and the 2-thienyl group possessed a bathochromic effect (shift to longer wavelength) which was confirmed by not only steady-state experiments but HOMOs and LUMOs calculations. The antimicrobial effects of the synthesized molecules on six different or ganisms were tested. Considerable activities of molecules 5p and 5n on many organisms were determined. Docking modeling and Lipinski, Ghose, and Veber compatibility studies of two different molecules were performed.
Açıklama
Makale
WOS:000904967000006
WOS:000904967000006
Anahtar Kelimeler
N-propargylated Heterocycle, Imidazole, Single Crystal, Fluorescence Spectra, DFT Calculation
Kaynak
Journal of Molecular Structure
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
1273
Sayı
-
Künye
Kuzu, B., :Gül, S., Tan Uygun, M., Dönmez, M. F., Mengeş, N. (2023). Single-step approach for synthesis of a novel tetracyclic skeleton: Investigation of X-ray analysis, fluorescence spectra, TD-DFT calculations and biological activities. Journal of Molecular Structure, 1273, 1-12.
