Fatty acid analogs and prodrugs

Details Fatty acid analogs and prodrugs Fatty acid analogs and prodrugs

1998-03-27

1999-01-12

Richter, Johann

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Ester doai

514722, 514723, 560155, 568676, 568681, A61K 3108, A61K 3122, C07C 4306, C07C22908

Patent

active

058590528

ABSTRACT:
Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitrites thereof.
These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure ##STR1## in which x is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Trp, L-Thr or an amide such as NHCH.sub.2 C.sub.6 H.sub.5 or NH(CH.sub.2).sub.2 C.sub.6 H.sub.5.

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patent: 5082967 (1992-01-01), Heuckeroth et al.
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Bryant et al., Proc. Natl. Acad. Sci. USA 86, 8655-8659 (1989).
Bryant & Ratner, Proc. Natl. Acad. Sci. USA 87m 523-527 (1991).
Doering et al., Science 252, 1851-1854 (1991).
Bryant et al., Proc. Natl Acad. Sci. USA 88, 2055-2059 (1991).
Devadas et al., J. Biol. Chem. 267, 7224-7239 (1991).

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