Photogeneration and reactivity of naphthoquinone methides as purine selective DNA alkylating agents

…, C Percivalle, M Di Antonio, M Palumbo…

Index: Verga, Daniela; Nadai, Matteo; Doria, Filippo; Percivalle, Claudia; Di Antonio, Marco; Palumbo, Manlio; Richter, Sara N.; Freccero, Mauro Journal of the American Chemical Society, 2010 , vol. 132, # 41 p. 14625 - 14637

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Citation Number: 50

Abstract

A one-step protecting-group-free synthesis of both 6-hydroxy-naphthalene-2-carbaldehyde and the bifunctional binaphthalenyl derivative afforded 6-hydroxymethylnaphthalen-2-ol, 6- methylaminomethyl-naphthalen-2-ol,[(2-hydroxy-3-naphthyl) methyl] trimethyl ammonium iodide, and a small library of bifunctional binol analogues in good yields. Irradiation of naphthol quaternary ammonium salt and binol-derivatives (X= OH, NHR, NMe3+, ...