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Cu(I)-Catalyzed Silylation and Germylation of Azauracils.
Chemistry
January 2025
Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India.
The current study demonstrates a Cu(I) catalyzed direct C(sp)-H silylation and germylation of azauracil using triphenylsilane and triphenylgermane. A broad scope, excellent functional group tolerance, and suitability for large-scale reactions are exhibited in this protocol. Moreover, this method can be readily applied to structurally complex bioactive molecules.
View Article and Find Full Text PDFThe synthesis and biological evaluation of nucleobases/tetrazole hybrid compounds: A new class of phosphodiesterase type 3 (PDE3) inhibitors.
Bioorg Med Chem
June 2020
Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran. Electronic address:
Spired by the chemical structure of Cilostazol, a selective phosphodiesterase 3A (PDE3A) inhibitor, several novel hybrid compounds of nucleobases (uracil, 6-azauracil, 2-thiuracil, adenine, guanine, theophylline and theobromine) and tetrazole were designed and successfully synthesized and their inhibitory effects on PDE3A as well as their cytotoxicity on HeLa and MCF-7 cancerous cell lines were studied. Obtained results show the linear correlation between the inhibitory effect of synthesized compounds and their cytotoxicity. In some cases, the PDE3A inhibitory effects of synthesized compounds are higher than the Cilostazol.
View Article and Find Full Text PDFDesign, synthesis, chemical characterization, biological evaluation, and docking study of new 1,3,4-oxadiazole homonucleoside analogs.
Nucleosides Nucleotides Nucleic Acids
January 2021
Laboratory of Biomolecular and Medicinal Chemistry, Faculty of Science Semlalia, Cadi Ayyad University, Marrakech, Morocco.
Herein, we report the synthetic strategies and characterization of some novel 1,3,4-oxadiazole homonucleoside analogs that are relevant to potential antitumor and cytotoxic activities. The structure of all compounds is confirmed using various spectroscopic methods such as H-NMR, C-NMR, HRMS, and FTIR. These compounds were evaluated against three human cancer cell lines (MCF-7, SKBR3, and HL60 Cell Line).
View Article and Find Full Text PDFAn Optimized Synthesis, Molecular Structure and Characterization of Benzylic Derivatives of 1,2,4-Triazin-3,5(2H,4H)-dione.
Molecules
November 2017
Instrumentation Center, College of Science, National Taiwan University, Taipei 106, Taiwan.
4-Benzyl-1,2,4-triazin-3,5(2,4)-dione (3-benzyl-6-azauracil, ), and 2,4-dibenzyl-1,2,4-triazin-3,5(2,4)-dione (1,3-dibenzyl-6-azauracil, ) were synthesized by the reaction of 1,2,4-triazin-3,5(2,4)-dione (6-azauracil, ) with benzyl bromide and potassium carbonate in dry acetone via the 18-crown-6-ether catalysis. In these reaction methods, we developed more convenient and efficient methodologies to afford compounds and in good yields. These compounds were characterized by ¹H- and C-NMR, MS spectrum, IR spectroscopy and elemental analysis.
View Article and Find Full Text PDFAb initio molecular dynamics relaxation and intersystem crossing mechanisms of 5-azacytosine.
Phys Chem Chem Phys
February 2017
Institute of Theoretical Chemistry, Faculty of Chemistry, University of Vienna, Währinger Straße 17, 1090 Vienna, Austria.
The gas phase relaxation dynamics of photoexcited 5-azacytosine has been investigated by means of SHARC (surface-hopping including arbitrary couplings) molecular dynamics, based on accurate multireference electronic structure computations. Both singlet and triplet states were included in the simulations in order to investigate the different internal conversion and intersystem crossing pathways of this molecule. It was found that after excitation, 5-azacytosine undergoes ultrafast relaxation to the electronic ground state with a time constant of about 1 picosecond.
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