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Photochemistry of adamantyl phenols: Synthesis of long-lived quinone methides


Basarić, Nikola; Žabčić, Ivana; Cindro, Nikola; Mlinarić-Majerski, Kata; Wan, Peter
Photochemistry of adamantyl phenols: Synthesis of long-lived quinone methides // Central European Conference on Photochemistry (CECP 2010) : abstracts
Bad Hofgastein, Austrija, 2010. str. 51-51 (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
Photochemistry of adamantyl phenols: Synthesis of long-lived quinone methides

Autori
Basarić, Nikola ; Žabčić, Ivana ; Cindro, Nikola ; Mlinarić-Majerski, Kata ; Wan, Peter

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

Izvornik
Central European Conference on Photochemistry (CECP 2010) : abstracts / - , 2010, 51-51

Skup
Central European Conference on Photochemistry

Mjesto i datum
Bad Hofgastein, Austrija, 07.-11.02.2010

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Quinone methides; fluorescence; adamantyl-phenols

Sažetak
Quinone methides (QM) are important intermediates in chemistry and photochemistry of phenols [1]. They are known as DNA alkylating agents ; hence they are potential drugs for treating cancer. Photochemical reaction of some hydroxyalklyphenols is a powerful method for generating QMs [2]. However, most of QMs are charcaterized by short lifetimes (μs-ms range) so they are not applicable in biological systems. In the scope of our research on derivatisation of adamantyl derivatives for the preparation of biologically active molecules we turned our attention to adamantyl-phenols and their potential utility to photochemically generate QMs that would be characterized by longer lifetimes. The phenols were therefore strategically substituted by 2-hydroxyl-2-adamantyl moiety (1-3). On excitation of these derivatives dehydratation is taking place giving rise to QMs. The reaction mechanism was investigated by performing product study, fluorescence and laser flash photolysis.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", Zagreb