Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...
Patent
1990-04-17
1992-11-17
Brust, Joseph Paul
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Phosphorus containing other than solely as part of an...
514529, 514557, 558198, 560125, 562507, A61K 3166, A61K 3119, A61K 31215, C07F 909
Patent
active
051643820
ABSTRACT:
6-Fluoroshikimic acid derivatives of the formula (I): ##STR1## wherein R.sup.1 is hydroxy or a moiety biotransformable thereto and R.sup.2 is hydrogen or --P(O)(OH).sub.2 have antibacterial, antifungal, and herbicidal activity. Their preparation and use are described as are pharmaceutical compositions containing them.
REFERENCES:
Ganem, B. Tetrahedron 1978, 34(23), 3353-83.
Bowles, S. et al. Tetrahedron Lett. 1989, 30(28), 3711-14.
Bundgaard "Design of Prodrugs: Bioreversible Derivatives for Various Functional Groups and Chemical Entities", pp. 1 and 2, Design of Prodrugs, Bundgaard, ed. (1985) Elsevier Amsterdam.
Le Marechal, "Contribution to the Study of the Mechanism of Action of an Enzyme of the Aromatic Amino Acid Biosynthetic Pathway; 3-Dehydroquinate Synthetase from Escherichia coil, Preparation and use of Analogues of 3-desoxy-D-arabino heptulosonate 7-phosphate, its substrate". Thesis submitted at the University of Paris XI, Centre D'Orsay to obtain the degree of Doctor of Natural Sciences by Pierre Le Marechal.
Le Marechal et al., The Shikimate Pathway V, Flourine-containing Analogues of 3-deoxy-D-arabino hept-2-ulosonate-7-phosphate (DAHP), Research Article, pp. 1211-1215.
Pilch et al., Fluorine-Containing Analogues of Intermediates in the Shikimate, Biochemistry, vol. 15, No. 24, pp. 5315-5320, (1976).
Leroy et al., Stereospecific Synthesis of Racemic cis-and trans-6-Trifluoromethylshikimic Acids, J. Chem. Soc. Perkin Trans. I, pp. 1281-1287, (1990).
Le Marechal, Pierre, A L'Universite Paris XI Centre D'Orsay (1981).
Davies Gareth M.
Snow George A.
Sutherland James K.
Watkins William J.
Ambrose Michael G.
Brust Joseph Paul
Imperial Chemical Industries plc
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