Biologically active derivatives of N6-benzyladenosine-5´-monophosphate

Introduction:

Cytokinin ribosides are phytohormones with anticancer activities against a range of cancer cell lines including leukemia stem cells. Their activity was confirmed in several xenograft models.

Description:

The present invention relates to the use of a compound of formula (I) for treatment of patients suffering from cancers or other proliferative disorders. Cytokinin ribosides, N6-substituted derivatives of adenosin, have only a limited water solubility which complicates preparation of pharmaceutically acceptable formulations. Introduction of 5´-phosphate moiety increases polarity and allows much higher solubility. Parent compound is released by the activity of serum/tissue esterases.

Advantage over existing solutions:

The invention provides a novel class of cytokinin prodrugs with improved solubility profile.

Technology IP owners:

BioApex, s.r.o., Olomouc Institute of Molecular and Translational Medicine, Faculty of Science, Palacky University, Olomouc

Commercial offer:

Exclusive/non-exclusive license to the know-how and data

Contact:

More information is available upon signing a CDA/NDA. Please contact IMTM´s director (director@imtm.upol.cz) or the technology transfer office (tto@imtm.upol.cz)

Papers:

McDermott S. P., K. Eppert, F. Notta, M. Isaac, A. Datti, R. Al-Awar, J. Wrana, M. D. Minden, J. E. Dick. A small molecule screening strategy with validation on human leukemia stem cells uncovers the therapeutic efficacy of kinetin riboside. Blood. 2012, 119(5), 1200-7. ISSN: 1528-0020. IF: 15.132. PMID: 22160482 Voller, J., M. Zatloukal, R. Lenobel, K. Dolezal, T. Beres, V. Krystof, L. Spíchal, P. Niemann, P. Dzubak, M. Hajduch, M. Strnad. Anticancer activity of natural cytokinins: a structure-activity relationship study. Phytochemistry. 2010, 71(11-12), 1350-9. ISSN: 1873-3700. IF: 3.186. PMID: 20553699