METAL CHELATES OF CERTAIN AZOPYRIMIDINES
Date
1958-09
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
ORCID
Type
Degree Level
Masters
Abstract
The observation of Haddow (1), that certain carcinogenic polynuclear hydrocarbons are able to inhibit the growth of certain tumors in animals, resulted in a large variety of compounds with a
structural resemblance to these carcinogenic compounds being subjected to this type of bioassay. Among those compounds studied were a variety of azo compounds, for example, the unsymmetrical azonaphthalene. Several of these compounds showed a significant inhibition of certain tumors in animals.
Other azo compounds have been shown to possess cell— proliferating activity, a classical example being scarlet red.
Many pyrimidines occur as natural constituents of living c cells in the form of nucleic acids. This fact has led to their wide-spread application in the therapy of many diseases. The pyrimidine ring occurs in such drugs as the barbiturate hypnotics, non-barbiturate central nervous system depressants, sulfas, antithyroid agents, anti—,malarial agents, histamine antagonizing agents, diuretics and vitamins.
Because of the important role the pyrimidines play in therapeutics, interest has been shown in the effect azopyrlmidines would have on inhibiting tumor growth.
Haddow's demonstration of the tumor-inhibiting possibilities of azo analogs of the carcinogenic hydrocarbons suggests that these analogs are substantive to tissue components involved in tumor formation. Foye et.al. (2) working on this basis felt that such compounds could serve effectively as transporting agents for introducing metal ions at the site of tumor growth. They felt the presence of the metal might be of value in inhibiting tumor growth, or that it might act as an indicator of the enzyme systems involved in the process of tumor formation and growth. Accordingly, they prepared a series of metalated azo derivatives of the naphthols and phenanthrols. Later (3), pharmacological studies indicated that they had certain antitubercular activity in mice, and also that the in vivo activities of the metal chelates differed significantly from those of the non-metalated compounds.
The present work was undertaken in an attempt to prepare certain azopyrimidines having two hydroxylgroups ortho to the azo linkage (i.e. one hydroxyl group in the ortho position in each aromatic nucleus), since these are known to be especially adaptable to ahelation with metals;
and to prepare metal chelates of these azopyrimidines using cobalt, nickel, copper, iron and chromium salts.
Description
Keywords
azonaphthalene, pyrimidines
Citation
Degree
Master of Science (M.Sc.)
Department
Pharmacy