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Design, synthesis and biological evaluation of 6-pyridylmethylaminopurines as CDK inhibitors.

Authors :
Wilson SC
Atrash B
Barlow C
Eccles S
Fischer PM
Hayes A
Kelland L
Jackson W
Jarman M
Mirza A
Moreno J
Nutley BP
Raynaud FI
Sheldrake P
Walton M
Westwood R
Whittaker S
Workman P
McDonald E
Source :
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2011 Nov 15; Vol. 19 (22), pp. 6949-65. Date of Electronic Publication: 2011 Aug 31.
Publication Year :
2011

Abstract

The cyclin-dependent kinase (CDK) inhibitor seliciclib (1, CYC202) is in phase II clinical development for the treatment of cancer. Here we describe the synthesis of novel purines with greater solubility, lower metabolic clearance, and enhanced potency versus CDKs. These compounds exhibit novel selectivity profiles versus CDK isoforms. Compound αSβR-21 inhibits CDK2/cyclin E with IC(50)=30 nM, CDK7-cyclin H with IC(50)=1.3 μM, and CDK9-cyclinT with IC(50)=0.11 μM; it (CCT68127) inhibits growth of HCT116 colon cancer cells in vitro with GI(50)=0.7 μM; and shows antitumour activity when dosed p.o. at 50mg/kg to mice bearing HCT116 solid human tumour xenografts.<br /> (Copyright © 2011 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3391
Volume :
19
Issue :
22
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry
Publication Type :
Academic Journal
Accession number :
21982796
Full Text :
https://doi.org/10.1016/j.bmc.2011.08.051