Synthesis, Anticancer and Radioprotective Activities of Some New Pyrazolo[3,4-d]pyrimidines Containing Amino Acid Moieties

Mostafa M Ghorab; Fatma A Ragab; Eman Noaman; Helmy I. Heiba; Sarah A. Aboulmagd

doi:10.1055/s-0031-1296370

Arzneimittelforschung, Table of Contents

Arzneimittelforschung 2009; 59(2): 96-103
DOI: 10.1055/s-0031-1296370

Antibiotics · Antimycotics · Antiparasitics · Antiviral Drugs · Chemotherapeutics · Cytostatics

Editio Cantor Verlag Aulendorf (Germany)

Synthesis, Anticancer and Radioprotective Activities of Some New Pyrazolo[3,4-d]pyrimidines Containing Amino Acid Moieties

Mostafa M Ghorab

¹Department of Drug Radiation Research, National Centre for Radiation Research and Technology, Atomic Energy Authority, Nasr City, Cairo, (Egypt)

,

Fatma A Ragab

²Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Cairo University, Cairo, (Egypt)

,

Eman Noaman

³Department of Radiation Biology, National Centre for Radiation Research and Technology, Atomic Energy Authority, Nasr City, Cairo, (Egypt)

,

Helmy I. Heiba

¹Department of Drug Radiation Research, National Centre for Radiation Research and Technology, Atomic Energy Authority, Nasr City, Cairo, (Egypt)

,

Sarah A. Aboulmagd

¹Department of Drug Radiation Research, National Centre for Radiation Research and Technology, Atomic Energy Authority, Nasr City, Cairo, (Egypt)

› Author Affiliations

Abstract

Various isomeric structural purine analogues possessing the pyrazolo[3,4-d]pyrimidine nucleus bearing amino acid moieties have been synthesized. The structures of the synthesized compounds were elucidated by spectral data. Preliminary testing for in vitro anticancer activity of the synthesized compounds against Ehrlich ascites carcinoma cells was carried out.

2-(1-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamino)-propanoic acid (3b), 4-methyl-2-(1-phenyl-1H-pyrazolo[3,4-d] pyrimidin-4-ylamino)-pentanoic acid (3d), 4-methylthio-2-( 1-phenyl- 1H-pyra-zolo[3,4-d] pyrimidin-4-ylamino)-butanoic acid (3e) and phenyl-2-(1-phenyl-1H-pyrazolo[3,4-d] pyrimidin-4-ylamino)-propanoic acid (3f) were the most active compounds. Moreover, compounds 3e and 1-( 1-phenyl-1H-pyrazolo[3,4-d] pyrimidin-4-yl)-pyrrolidine-2-carboxylic acid (4) exhibited significant in vivo radioprotective activity.

Key words

Anticancer agents - Pyrazolo[3,4-d]pyrimidines, amino acid side chains - anticancer activity, radioprotective activity, synthesis

Full Text

References

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