Photochemistry of adamantyl phenols: Synthesis of long-lived quinone methides (CROSBI ID 558566)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | međunarodna recenzija
Podaci o odgovornosti
Basarić, Nikola ; Žabčić, Ivana ; Cindro, Nikola ; Mlinarić-Majerski, Kata ; Wan, Peter
engleski
Photochemistry of adamantyl phenols: Synthesis of long-lived quinone methides
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.
Quinone methides; fluorescence; adamantyl-phenols
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Podaci o prilogu
51-51.
2010.
objavljeno
Podaci o matičnoj publikaciji
Central European Conference on Photochemistry (CECP 2010) : abstracts
Podaci o skupu
Central European Conference on Photochemistry
poster
07.02.2010-11.02.2010
Bad Hofgastein, Austrija