ATP-site directed inhibitors of cyclin-dependent kinases

Curr Med Chem. 1999 Sep;6(9):859-75.

Abstract

Cyclin-dependent kinases trigger and coordinate transitions between different phases the cell division cycle (CDK1, 2, 3, 4, 6, 7). They also play a role in apoptosis (CDK2), in neuronal cells (CDK5) and in the control of transcription (CDK 7, 8, 9). Intensive screening has lead to the recent identification of a series of chemical inhibitors of CDKs: olomoucine, roscovitine, purvalanol, CVT-313, flavopiridol, g-butyrolactone, indirubins, paullones and staurosporine. Some of these compounds display remarkable selectivities and efficiencies (IC50 < 25 nM). Many have been co-crystallised with CDK2 and their interactions with the kinase have been analysed in atomic detail. These inhibitors all act by competing with ATP for binding at the catalytic site. Most inhibitors present a flat heterocyclic ring system that occupies the purine binding pocket as well as form 2 or 3 hydrogen bonds with Glu-81 and Leu-83. The binding modes of these inhibitors are reviewed in this article. Knowledge of the CDK/inhibitor interactions will be of great help to design inhibitors with improved selectivity our potency as well as to generate affinity chromatography matrices for the purification and identification of their cellular targets. The potential use of CDK inhibitors is being extensively evaluated in cancer chemotherapy and other fields such as the cardiovascular domain (restenosis), dermatology (psoriasis), nephrology (glomerulonephritis) parasitology (unicellular parasites such as Plasmodium, Trypanosomes, Toxoplasm,.etc.), neurology (Alzheimer's disease) and viral infections (cytomegalovirus, H.I.V., herpes).

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Adenine / analogs & derivatives
  • Adenine / chemistry
  • Adenosine Triphosphate / metabolism*
  • Amino Acid Sequence
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Binding Sites
  • Cell Cycle / drug effects*
  • Cyclin-Dependent Kinases / antagonists & inhibitors*
  • Cyclin-Dependent Kinases / chemistry
  • Drug Design*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Flavonoids / chemistry
  • Humans
  • Isopentenyladenosine
  • Kinetin
  • Molecular Sequence Data
  • Piperidines / chemistry
  • Purines / chemistry
  • Roscovitine
  • Sequence Alignment
  • Sequence Homology, Amino Acid
  • Staurosporine / chemistry
  • Suramin / chemistry

Substances

  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Flavonoids
  • Piperidines
  • Purines
  • Roscovitine
  • N(6)-(delta(2)-isopentenyl)adenine
  • alvocidib
  • Suramin
  • olomoucine
  • Isopentenyladenosine
  • Adenosine Triphosphate
  • Cyclin-Dependent Kinases
  • Staurosporine
  • Adenine
  • Kinetin