Fatty acid-neuroactive drug conjugate as a prodrug

Details Fatty acid-neuroactive drug conjugate as a prodrug Fatty acid-neuroactive drug conjugate as a prodrug

1989-02-24

1990-06-12

Schwartz, Richard A.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

514284, 514400, 514415, 514549, 514627, 530302, 530323, 546 75, 548342, 548504, 548507, 560144, 564204, 564207, A61K 3702, A61K 3144, C07C10352, C07D22118

Patent

active

049333240

ABSTRACT:
The invention involves the formation of a prodrug from a fatty acid carrier and a neuroactive drug. The prodrug is stable in the environment of both the stomach and the bloodstream and may be delivered by ingestion. The prodrug passes readily through the blood brain barrier. Once in the central nervous system, the prodrug is hydrolyzed into the fatty acid carrier and the drug to release the drug.
In a preferred embodiment, the carrier is 4, 7, 10, 13, 16, 19 docosahexa-enoic acid and the drug is dopamine. Both are normal components of the central nervous system. The covalent bond between the drug and the carrier preferably is an amide bond, which bond may survive the conditions in the stomach. Thus, the prodrug may be digested and will not be hydrolyzed completely into the carrier molecule and drug molecule in the stomach.

REFERENCES:
Chemical Abstracts, 76:97365c (1972), [G. Dhopeshwarkar et al., Biochim. Biophys. Acta, 1972, 255(2), 572-9].
Chemical Abstracts, 108:92100g (1988), [R. Spector, J. Neurochem., 1988, 50(2), 639-43].
Chemical Abstracts, 106:90177x (1987) [Jpn. Kokai Tokkyo Koho, JP 61,204,136, 9/10/86].
T. Higuchi et al., (Editors), Prodrugs as Novel Drug Delivery Systems, Acs Symposium SEries, vol. 14, Acs, Washington, 1975, pp. 14-15.

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