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Pregled bibliografske jedinice broj: 876408

Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction


Djaković, Senka; Filipović, Alma; Toma, Mateja; Lapić, Jasmina; Šakić, Davor; Vrček, Valerije
Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction // 25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem / Ana Šantić, Marijana Đaković (ur.).
Zagreb: HKD/CCS, 2017. str. 131-131 (poster, domaća recenzija, sažetak, znanstveni)


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Naslov
Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction

Autori
Djaković, Senka ; Filipović, Alma ; Toma, Mateja ; Lapić, Jasmina ; Šakić, Davor ; Vrček, Valerije

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

Izvornik
25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem / Ana Šantić, Marijana Đaković - Zagreb : HKD/CCS, 2017, 131-131

Skup
25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem

Mjesto i datum
Poreč, Hrvatska, 19-22.04.2017

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
organometallic chemistry, electrochemistry, synthesis' reaction mechanism, DFT
(chemistry, electrochemistry, synthesis' reaction mechanism, DFT)

Sažetak
The interest in ferrocene-modified purine and pyrimidine derivatives during the last two decades was motivated by the unique properties displayed by ferrocene, in particular its redox ability, membrane permeability and low toxicity. In ferrocenyl-nucleobases, the iron-containing ferrocenyl moiety mimics the ribose fragment of nucleosides [1]. Our research group has developed a one-step synthetic route to prepare ferocenoyl derivatives of nucleobases, the Fc–C=O fragment has been linked to “standard” pyrimidine bases. The ferrocenoyl units introduced into different N-positions of the pyrimidine ring systems and the regioselective of substitution in products has been confirmed by NMR spectroscopic analysis and quantum chemical calculations [2]. In continuation of our research on ferrocenyl-nucleobases with carbonyl groups as a linker, ferrocenoyl-adenine conjugate were synthesized. Most of the reactions result in the formation of a mixture of N7- and N9-substituted products (Fig. 1). The ratio of these isomers depends on reaction conditions (solvents, temperature of deprotection and coupling reaction, base catalyst). The position of substitution in products and the reaction regioselectivity will be explored by spectroscopy methods (1D and 2D-NMR, FTIR) and quantum chemical calculations (DFT level of theory).

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2016-16-1137

Ustanove
Farmaceutsko-biokemijski fakultet, Zagreb,
Prehrambeno-biotehnološki fakultet, Zagreb

Citiraj ovu publikaciju

Djaković, Senka; Filipović, Alma; Toma, Mateja; Lapić, Jasmina; Šakić, Davor; Vrček, Valerije
Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction // 25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem / Ana Šantić, Marijana Đaković (ur.).
Zagreb: HKD/CCS, 2017. str. 131-131 (poster, domaća recenzija, sažetak, znanstveni)
Djaković, S., Filipović, A., Toma, M., Lapić, J., Šakić, D. & Vrček, V. (2017) Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction. U: Ana Šantić, M. (ur.)25. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA s međunarodnim sudjelovanjem.
@article{article, editor = {Ana \v{S}anti\'{c}, M.}, year = {2017}, pages = {131-131}, keywords = {chemistry, electrochemistry, synthesis' reaction mechanism, DFT}, title = {Ferrocenoyl-adenine conjugate: Regioselectivity of the acylation reaction}, keyword = {chemistry, electrochemistry, synthesis' reaction mechanism, DFT}, publisher = {HKD/CCS}, publisherplace = {Pore\v{c}, Hrvatska} }




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