247193-35-7Relevant academic research and scientific papers
Synthetic routes to N-9 alkylated 8-oxoguanines; Weak inhibitors of the human DNA glycosylase OGG1
Mahajan, Tushar R.,Ytre-Arne, Mari Eknes,Str?m-Andersen, Pernille,Dalhus, Bj?rn,Gundersen, Lise-Lotte
, p. 15944 - 15965 (2015)
The human 8-oxoguanine DNA glycosylase OGG1 is involved in base excision repair (BER), one of several DNA repair mechanisms that may counteract the effects of chemo- and radiation therapy for the treatment of cancer. We envisage that potent inhibitors of OGG1 may be found among the 9-alkyl-8-oxoguanines. Thus we explored synthetic routes to 8-oxoguanines and examined these as OGG1 inhibitors. The best reaction sequence started from 6-chloroguanine and involved N-9 alkylation, C-8 bromination, and finally simultaneous hydrolysis of both halides. Bromination before N-alkylation should only be considered when the N-substituent is not compatible with bromination conditions. The 8-oxoguanines were found to be weak inhibitors of OGG1. 6-Chloro-8-oxopurines, byproducts in the hydrolysis of 2,6-halopurines, turned out to be slightly better inhibitors than the corresponding 8-oxoguanines.
Synthesis and in vitro evaluation of novel 2,6,9-trisubstituted purines acting as cyclin-dependent kinase inhibitors
Legraverend, Michel,Ludwig, Odile,Bisagni, Emile,Leclerc, Sophie,Meijer, Laurent,Giocanti, Nicole,Sadri, Ramin,Favaudon, Vincent
, p. 1281 - 1293 (2007/10/03)
Novel C-2, C-6, N-9 trisubstituted purines derived from the olomoucine/roscovitine lead structure were synthesized and evaluated for their ability to inhibit starfish oocyte CDK1/cyclin B, neuronal CDK5/p35 and erk1 kinases in purified extracts. Structure
