Naslov
FERROCENOYL-NUCLEOBASES. THE CHEMISTRY IN DARK AND IN LIGHT

Autori
Toma, Mateja ; Petrinec, Lana ; Vrček, Valerije

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

Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers. Book of Abstracts / Marković, Dean - Zagreb : Hrvatsko knjižničarsko društvo, 2021, 1-2

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI)

Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021

Vrsta sudjelovanja
Pozvano predavanje

Vrsta recenzije
Domaća recenzija

Ključne riječi
ferrocene, nucleobase, rearrangement, photolysis, prodrug

Sažetak
Organometallic nucleobase derivatives correspond to a new generation of conjugates in which metallocenes are linked to the basic structural elements of heredity. Due to their electrophoric and bioactive properties, they are of use in (bio)analytical and medicinal chemistry [1]. The first ferrocenoyl-purines (Figure) were prepared in our laboratory [2]. We observed that these compounds are sensitive to light. When exposed to UV or visible light, the photochemical degradation occurs in solution, with cyclopentadiene and free nucleobase released from the starting structure. In the absence of light, on the contrary, these compounds are very stable, and no decomposition was observed. In polar organic solvents, however, they undergo N7/N9 isomerization until dynamic equilibrium is reached. This transacylation yields a reaction mixture in which both regioisomers are present and no other transformation was noticed for weeks.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija

POVEZANOST RADA