Synthesis and Biological Evaluation of Some New Pyrimidines
General Papers
ARKIVOC 2008 (xi) 131-141
Synthesis and biological evaluation of some new pyrimidines via a novel chalcone series
Amit R.Trivedi, Dipti K. Dodiya, Naresh R. Ravat, and Viresh H. Shah* Department of Chemistry, Saurashtra University, Rajkot (Gujarat), India, Pin-360005 E-mail: shah_v_h@yahoo.com
Abstract In the present investigation ethyl 2-(4-carboxyphenylazo)acetoacetate 1 on condensation with various aromatic aldehydes in ethanolic NaOH solution yielded the corresponding chalcones 2a-j. These chalcones were further reacted with urea in the presence of base in ethanol, which led to the formation of pyrimidine derivatives 3a-j. The newly synthesized heterocyles were characterized on the basis of their chemical properties and spectroscopic data. All newly synthesized compounds were evaluated for their antimycobacterial activities against Mycobacterium tuberculosis H37Rv. Keywords: Pyrimidine, antimycobacterial, Mycobacterium tuberculosis
Introduction
Tuberculosis (TB) is by far the most frequently encountered mycobacterial disease in the world.1 Although its incidence has diminished significantly in the industrially more developed countries; it remains a major public health problem in most of the developing nations. Tuberculosis is still the single largest infection having a high mortality rate and 0.1 to 0.3 percent of the population become infected each year in the developed countries. This year, 2 million people may develop the disease and 30 million may die worldwide (as per a WHO report). It is commonly known that Mycobacterium tuberculosis has developed resistance to the majority of the existing drugs. However, powerful new anti-TB drugs with new mechanisms of action have not been developed in the last forty years. In the developing countries, the annual infection rate is 20–50 times greater than in the developed countries and its high level shows little or no downward trend. It is expected that development of new effective anti-TB
ARKIVOC 2008 (xi) 131-141
Synthesis and biological evaluation of some new pyrimidines via a novel chalcone series
Amit R.Trivedi, Dipti K. Dodiya, Naresh R. Ravat, and Viresh H. Shah* Department of Chemistry, Saurashtra University, Rajkot (Gujarat), India, Pin-360005 E-mail: shah_v_h@yahoo.com
Abstract In the present investigation ethyl 2-(4-carboxyphenylazo)acetoacetate 1 on condensation with various aromatic aldehydes in ethanolic NaOH solution yielded the corresponding chalcones 2a-j. These chalcones were further reacted with urea in the presence of base in ethanol, which led to the formation of pyrimidine derivatives 3a-j. The newly synthesized heterocyles were characterized on the basis of their chemical properties and spectroscopic data. All newly synthesized compounds were evaluated for their antimycobacterial activities against Mycobacterium tuberculosis H37Rv. Keywords: Pyrimidine, antimycobacterial, Mycobacterium tuberculosis
Introduction
Tuberculosis (TB) is by far the most frequently encountered mycobacterial disease in the world.1 Although its incidence has diminished significantly in the industrially more developed countries; it remains a major public health problem in most of the developing nations. Tuberculosis is still the single largest infection having a high mortality rate and 0.1 to 0.3 percent of the population become infected each year in the developed countries. This year, 2 million people may develop the disease and 30 million may die worldwide (as per a WHO report). It is commonly known that Mycobacterium tuberculosis has developed resistance to the majority of the existing drugs. However, powerful new anti-TB drugs with new mechanisms of action have not been developed in the last forty years. In the developing countries, the annual infection rate is 20–50 times greater than in the developed countries and its high level shows little or no downward trend. It is expected that development of new effective anti-TB