4-(Substituted)pteridines, analogues of kinetin

Abstract

Studies on the structural specificity of kinetin have demonstrated that a variety of 6-(substituted)aminopurines and 6-(substituted)thiopurines, even with an additional 2-fluoro or 2-amino substituent, replace kinetin in several biological systems. It was of considerable interest to investigate further the specificity of the imidazole ring by preparing a group of 4-(substituted)pteridines. That the pteridine ring cannot replace the purine ring with retention of activity is indicated by the inactivity of these compounds in stimulating the rate of lettuce seed germination either in the presence or in the absence of gibberellic acid.

Preparation and structure-activity relationships of 4-substituted amino-2-methylpyrido[3,4-d]pyrimidines as cytokinin analogs

“…The close similarity in shape of azanaphthalene derivatives to A^-adenines, which promote cell division of tobacco callus tissues, prompted researchers to develop such derivatives for potential cytokinin activity. In earlier studies, cytokinin analogs of pteridine (Lloyd et al, 1967), quinoline, and quinoxaline (Torigoe et al, 1972) were ineffective or only slightly effective at high concentrations. There was no significant progress in the development of azanaphthalene cytokinins thereafter, although 4-substituted amino-2-methylthiopyrido[2,3dlpyrimidines were shown to have strong anticytokinin activity (Iwamura et al, 1979).…”

Synthesis and Biological Activities of New Fused Pyrimidine Compound

“…Many simple fused pyrimidines such as purines and piperidines are biologically active by themselves or are essential components of important naturally occurring substances (i.e., nucleic acids) [2,3]. The presence of a pyrimidine base in cytosine, uracil and thymine, which are these essential building blocks of nucleicacids (DNA and RNA) is one of the possible reasons for their activities [4].…”