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Synthesis of benzene and naphthalene derivatives of bis(quinone methides)


Sambol, Matija; Mlinarić-Majerski, Kata; Basarić, Nikola
Synthesis of benzene and naphthalene derivatives of bis(quinone methides) // Simpozij studenata doktorskih studija PMF-a
Zagreb: Prirodoslovno-matematički fakultet Sveučilišta u Zagrebu, 2016. (poster, domaća recenzija, sažetak, ostalo)


Naslov
Synthesis of benzene and naphthalene derivatives of bis(quinone methides)

Autori
Sambol, Matija ; Mlinarić-Majerski, Kata ; Basarić, Nikola

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

Izvornik
Simpozij studenata doktorskih studija PMF-a / - Zagreb : Prirodoslovno-matematički fakultet Sveučilišta u Zagrebu, 2016

ISBN
978-953-6076-39-0

Skup
Simpozij studenata doktorskih studija PMF-a

Mjesto i datum
Zagreb, Hrvatska, 26.02.2016

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
Quinone methides (QMs) ; anticancer activity ; benzene and naphtalene derivatives

Sažetak
Some classes of anticancer antibiotics exhibit their antiproliferative activity due to metabolic formation of quinone methides (QMs) that can alkylate biologically important molecules (DNA and enzymes) [1]. However, to date, anticancer activity of simple quinone methides has not been thoroughly investigated, mostly because of their short lifetimes. A photochemical dehydration reaction of suitably substituted phenols provides a very mild and easy approach to QMs in biologically systems [2]. Herein we report synthesis of several bisQMs precursors that are anticipated to induce DNA cross-linking on photoexcitation. Precursors 1 - 10 were prepared by a Grignard reaction of appropriate dibromoalkane and protected benzene or naphthalene o- hydroxycarbaldehyde, which had to be synthesized. The target final bisphenol and bisnaphthol derivatives are new molecules that up to now have not been described in literature so they were characterized by spectroscopic methods. In addition, in vitro antiproliferative activity of the prepared bisQM precursors is going to be investigated.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2014-09-6312 - Supramolekulska kontrola fotokemijskih reakcija eliminacije (Nikola Basarić, )

Ustanove
Prirodoslovno-matematički fakultet, Matematički odjel, Zagreb,
Institut "Ruđer Bošković", Zagreb