A Novel One-Pot and Efficient Procedure for Synthesis of New Fused Uracil Derivatives for DNA Binding

Bothaina A. Mousa¹, Ashraf H. Bayoumi^2*, Makarem M. Korraa¹, Mohamed G. Assy³, Samar A. El-Kalyoubi⁴

¹Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Giza, Egypt.
²Department of Organic Chemistry, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo, Egypt.
³Department of Organic Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.
⁴Department of Organic Chemistry, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt.

DOI: 10.4236/ijoc.2015.51005                

Abstract

Hydrazinolysis of 6-chloro-1-methyluracil followed by condensation of the product with different aromatic aldehyde gives the respective hydrazones which undergoes oxidative cyclization using thionyl chloride to obtain pyrazolo[3,4-d]pyrimidines in good yields. On the other hand, nitrosation of 6-aminouracils followed by the reaction with different arylidineanilines gives new xanthine derivatives. Finally, indenopyrrolopyrimidine and indenopteridine are obtained in good yields via the reaction of 6-aminouracils and 5,6-diaminouracil with ninhydrin respectively. The newly synthesized compounds show binding, chelation and fragmentation of the nucleic acid DNA.

Keywords

6-Chloro-1-methyluracil, Pyrazolo[3, 4-d]pyrimidines, 6-Aminouracils, Xanthine, Indenopyrrolopyrimidine and Indenopteridine

Conflicts of Interest

The authors declare no conflicts of interest.

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