Naslov
Synthesis, NMR and DFT study of ferrocenyl- triazole-nucleobase derivatives

Autori
Djaković, Senka ; Lapić, Jasmina ; Maračić, Silvija ; Vrček, Valerije ; Raić-Malić ; Silvana

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
28th International Conference on Organometallic Chemistry / Peruzzini, M ; Mordini, A ; Gonsalvi, L - Firenza : München, 2018, 442-442

Skup
28th International Conference on Bioorganometallic Chemistry (ICOMC2018)

Mjesto i datum
Firenca, Italija, 15.07.2018. - 20.07.2018

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
ferrocenyl-triazole-nucleobase derivatives, synthesis, NMR and DFT study

Sažetak
Ferrocenyl-nucleobase conjugates are of significant interest due to their potential application as electrochemically active biomarkers or anticancer active agents1. The incorporation of 1, 2, 3-triazoles as attractive linker units between two pharmacophores results in innovative bifunctional drugs. This has become increasingly useful and important approach in constructing bioactive molecules and functional molecules2. Herein we have described a preparation of compounds type I and II (Figure 1) via copper- catalyzed 1, 3-dipolar cycloaddition of azides and alkynes (CuAAC). The mono- and bis- ferrocenyl-uracil conjugates I and II were obtained by CuAAC reaction of 1- methylazidoferrocene or 1-azidoethylferrocene and N1- or N1/N3-propargyl uracil derivatives. The ferrocenyl units were introduced into different N-positions of N1/N3-propargyl uracil derivatives. Along with the major product (conjugate II), N1- or N3-monosubstituted derivatives may be formed. The regioselectivity of substitution in target products has been confirmed by spectroscopic analysis (1D and 2D- NMR, FTIR) and quantum chemical calculations (DFT level of theory).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA