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By J. Skoda, Peter Langen

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Additional resources for Antimetabolites in Biochemistry, Biology and Medicine. Proceedings of a Symposium on Antimetabolites in Biochemistry, Biology and Medicine, Held in Prague, Czechoslovakia, July 10–12, 1978

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Capizzi, Κ. K. Stinson, and A. C. Sartorelli, Studies of the antineoplastic activity and metabolism of α-(N)-heterocyclic carboxaldehyde thiosemicarbazones in dogs and mice, Cancer Res. 32, 565 (1972). (7) R. C. DeConti, B. R. Toftness, K. C. Agrawal, R. Tomchick, J. A. R. Mead, J. R. Bertino, A. C. Sartorelli, and W. A. Creasey, Clinical and pharmacological studies with 5-hydroxy2-formylpyridine thiosemicarbazone, Cancer Res. 32, 455 (1972). (8) I. H. Krakoff, E. Etubanas, C. Tan, K. Mayer, V.

Agents of this class also cause inhibition of the formation of RNA and protein; however, these biochemical pathways are much less susceptible to these heteroaromatic thiosemicarbazones (10-14). Interference with the biosyntheses of DNA by these agents has been demonstrated to be due to inhibition of the enzyme ribonucleoside diphosphate reductase (10-12,14,15). 56 Development of α-(Ν)-Heterocyclic Carboxaldehyde Thiosemicarbazones The α-(N)-heterocyclic carboxaldehyde thiosemicarbazones constitute as a class the most potent known inhibitors of ribonucleoside diphosphate reductase; the comparative 50% inhibitory concentrations of IQ-1 and 5-HP with two other known inhibitors of this enzyme, hydroxyurea and guanazole, are shown in Table 1.

323-350. (20) J . H. Galivan, G. F. Maley and F. Maley, Biochemistry 15, 356 (1976). (21) C. Heidelberger, D. G. Parsons and D. C. Remy, J . Med. Chem. 7, 1 (1964). (22) Τ. T. Sakai and D. V. Santi, J . Med. Chem. 16, 1079 (1973). (23) D. V. Santi and Τ. T. Sakai, Biochemistry 10, 3598 (1971). (24) I. H. Pitman, M. J . Cho and G. S. Rork, J . Am. Chem. Soc. 96, 1840 (1974). " (25) R. B. Dunlap, N. G. L. Harding and F. M. Huennekens, Biochemistry 10, 88 (1971). 53 Irreversible THE DEVELOPMENT OF α-(N)-HETEROCYCLIC CARBOXALDEHYDE THIOSEMICARBAZONES AS INHIBITORS OF RIBONUCLEOTIDE REDUCTASE Alan C.

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