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Chemical and biological studies on 1,2-dihydro-s-triazines

VII. Activity in pteroylglutamic acid-Lactobacillus casei # 7469 systems

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Summary

A series of 1,2-dihydro-s-triazines has been studied inLactobacillus casei # 7469-pteroylglutamic acid systems. The active derivatives exhibit a competitive inhibition similar to that of 4-aminopteroylglutamic acid, but differ from the latter in that inhibition is not relieved by adenine or guanine, and at appropriate concentrations of inhibitor, is not reversed by excess pteroylglutamic acid. Differences in microbiological activity can be correlated with certain alterations in the structure of the molecule, maximum activity being exhibited by the 2,2-dimethyl-phenyl- and 2,2-dimethyl-m-chlorophenyl derivatives.

The inhibitory effect of these compounds is reversed·by appropriate concentrations of dihydropteroylglutamic acid, N10-formylpteroylglutamic acid, synthetic and natural citrovorum factor, thymine and thymidine. The similarity in inhibition indices obtained vs the various forms of pteroylglutamic acid inLactobacillus casei bioassay systems and the correlation with those vs citrovorum factor inStreptococcus faecalis # 8043 andLeuconostoc citrovorum # 8081 bioassay systems suggests that inhibition ofLactobacillus casei is the result of interference with the utilization of citrovorum factor.

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Authors and Affiliations

  1. Labratoires of Microbiology, The Children's Cancer Research Foundation, Boston, Massachusetts, U.S.A.

    G. E. Foley & E. C. Haley

  2. Department of Pathology, Harvard Medical School, at The Children's Medical Center, Boston, Massachusetts, U.S.A.

    G. E. Foley & E. C. Haley

Authors
  1. G. E. Foley
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  2. E. C. Haley
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Additional information

Part I: J. Amer. Chem. Soc.74, 855, 1952; Amer. J. Path.28, 599, 1952; II: J. Amer. Chem. Soc. 1955, in press; III: J. Amer. Chem. Soc. 1955, in press; IV: Proc. Soc. Exp. Biol. Med.83, 733, 1953; V: Proc. Soc. Exp. Biol. Med.83, 740, 1953; VI: Proc. Soc. Exp. Biol. Med.83, 742, 1953.

The experimental work for this and studies VIII, IX, and X in this series was done in part at the Laboratorium voor de Gezondheidscleer, Universiteit van Amsterdam, Nederland, which is directed by Professor DrA. Charlotte Ruys, and these four reports are based upon a thesis submitted by G.E.F. to the Faculteit der Wis-en Natuurkunde, in partial fulfiment of the requirements for the degree of Doctor of Science.

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Foley, G.E., Haley, E.C. Chemical and biological studies on 1,2-dihydro-s-triazines. Antonie van Leeuwenhoek 21, 385–396 (1955). https://doi.org/10.1007/BF02543836

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