title: Synthesis and anticancer activity of thiosubstituted purines.
abstract: New thiopurines with the propargylthio, pyrrolidinobutynylthio, sulfenamide, and sulfonamide groups in the pyrimidine ring were synthesized. The anticancer activity of these compounds and previously obtained 2- or 6-substituted azathioprine analogs and dialkylaminoalkylthiopurines were tested in vitro against three cell lines: glioblastoma SNB-19, melanoma C-32, and human ductal breast epithelial tumor T47D. 2-Chloro-7-methyl-6-pyrrolidinobutynylthiopurine (5b) was the most potent compound against SBN-19 and C-32 cell lines with the activity similar to cisplatin (EC50= 5.00 and 7.58 μg/ml, respectively). The dialkylaminoalkylthio derivatives (4b,4c,4e, and4f) showed good activity against SBN-19 cell line (EC50< 10 μg/ml). The azathioprine analogs (2a,2b, and3a) were more active than azathioprine against SBN-19 and C-32 cell lines. The sulfenamide and sulfonamide derivatives of purine were very weak active against tested cell lines. All studied thiopurines were less toxic than cisplatin.
authors.affiliation: Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine, The Medical University of Silesia, Jagiellońska 4, 41-200 Sosnowiec, Poland.
authors.forename: Alicja
authors.initials: A
authors.lastname: Kowalska
authors.affiliation: Department of Cell Biology, School of Pharmacy with the Division of Laboratory Medicine, The Medical University of Silesia, Jedności 8, 41-200 Sosnowiec, Poland.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Latocha
authors.affiliation: Department of Organic Chemistry, School of Pharmacy with the Division of Laboratory Medicine, The Medical University of Silesia, Jagiellońska 4, 41-200 Sosnowiec, Poland.
authors.forename: Krystian
authors.initials: K
authors.lastname: Pluta
keywords: Anticancer activity; Azathioprine analogs; Dialkylaminoalkylthiopurines; Purinesulfenamides; Purinesulfonamides