Oxazopyrroloquinolines and use of oxazopyrroloquinolines

Details Oxazopyrroloquinolines and use of oxazopyrroloquinolines Oxazopyrroloquinolines and use of oxazopyrroloquinolines

1992-01-23

1993-08-17

Raymond, Richard L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

546 64, A61K 31435, C07D49814

Patent

active

052369307

ABSTRACT:
The present invention provides a process for producing oxazopyrroloquinolines which comprises culturing microorganisms to produce pyrroloquinolinequinone and adding .alpha.-amino acids or monomethylamine to the resulting culture broth which contains the pyrroloquinolinequinone and from which cells of microorganisms are not separated, thereby to convert the pyrroloquinolinequinone to the corresponding oxazopyrroloquinolines.
The thus obtained oxazopyrroloquinolines include novel compounds.
The present invention further provides aldose reductase inhibitors, diabetic combined disease curing agents, immunopotentiating agents and liver disease inhibiting agents which contain as active ingredient these oxazopyrroloquinolines having excellent physiological activity.

REFERENCES:
patent: 4920117 (1990-04-01), Shutske
Hackh's Chemical Dictionary, "Amino Acids", p. 32, 1987.
The Merck Index, Tenth Edition, "DMSO", p. 475, 1983.
Forbis R. M., et al, "Nybomyain IV. Total Synthesis of Deoxynybomycin", JACS, vol. 92, No. 23 6995-6 (1970).
Europe Journal of Biochemistry, vol. 183, No. 1, 1989, pp. 41-47, Springer Berlin, DE; M. A. G. Van Kleef et al.: "Factors relevant in the reaction of pyroloquinoline quinone with amino acids. Analytical and mechanistic implications" *Abstract; p. 43, table 1, FIG. 3.
Journal of the American Chemical Society, vol. 107, No. 11, 1985, pp. 3328-3338, American Chemical Society, Washington, D.C., U.S.; P. R. Sleath et al.: "Synthesis of 7,9-didecarboxymethoxatin (4,5-dihydro-4,5-dioxo-1H-pyrrolo [2,3-f] quinoline-2-carboxylic acid) and comparison of its chemical properties with those of methoxatin and analogous o-quinones. Model studies directed toward the action of PQQ requiring bacterial oxidoreductases and mammalian plasma amine oxidase" *Structures 20a--c, 21*.

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