Covalent analogues of DNA base-pairs and triplets. Part 2: synthesis and cytostatic activity of bis(purin-6-yl)acetylenes,-diacetylenes and related compounds

Bioorganic & Medicinal Chemistry Letters
Michal Hocek, Ivan Votruba

Abstract

The title bis(purin-6-yl)acetylenes, -diacetylenes, -ethylenes and -ethanes were prepared as covalent base-pair analogues starting from 6-ethynylpurines and 6-iodopurines by cross-coupling and homo-coupling reactions and hydrogenations. The bis(purin-6-yl)acetylenes and -diacetylenes exhibited significant cytostatic activity in vitro (IC(50)=0.4-1.0 micromol/l).

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Citations

Mar 6, 2003·Bioorganic & Medicinal Chemistry Letters·Anders BråtheBjørn Spilsberg
Jun 22, 2013·Chemical Reviews·Scott E AllenMarisa C Kozlowski
Sep 10, 2004·Organic Letters·Peter SilhárMichal Hocek
Jul 2, 2008·Chemical & Pharmaceutical Bulletin·Annett MikolaschUlrike Lindequist
Jul 18, 2009·Chemistry : a European Journal·Adam SniadyRoman Dembinski
May 7, 2010·Physical Chemistry Chemical Physics : PCCP·Stanislav StandaraMichal Straka
Dec 15, 2012·Angewandte Chemie·Mehran NikanShankar Balasubramanian
Aug 5, 2011·Physical Chemistry Chemical Physics : PCCP·Stanislav StandaraRadek Marek
May 15, 2003·Chemical Reviews·Luigi A AgrofoglioYoshio Saito
Oct 3, 2006·Bioorganic & Medicinal Chemistry Letters·Sirisilla RajuManojit Pal

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