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

  • Bioorg Med Chem Lett. 2002 Apr 8;12(7):1055-8. doi: 10.1016/s0960-894x(02)00077-x.
Michal Hocek  1 ,  Ivan Votruba
Affiliations
  • 1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, CZ-16610 6 Prague, Czech Republic. [email protected]
PMID: 11909716 DOI: 10.1016/s0960-894x(02)00077-x
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).