Orally administered biologically active peptides and proteins

Details Orally administered biologically active peptides and proteins Orally administered biologically active peptides and proteins

1982-12-23

1986-04-15

Rosen, Sam

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

260112R, 260112T, 2601125R, 2601125TR, 2601125S, 2601125E, 2601127, 424 95, 514 2, 514 12, A61K 3726, C07K 740

Patent

active

045828202

ABSTRACT:
An enterally effective, biologically active peptide or protein composition, comprising a sandwich complex comprising a hydrophobic core complex of a biologically active peptide or protein with an alkyl or alkenyl sulfate having 6-24 carbon atoms and 0-3 double bonds which form an electrostatic complex with a soft quaternary ammonium ion of the formula NR.sup.1 R.sup.2 R.sup.3 R.sup.4 wherein R.sup.1 represents a C.sub.1 -C.sub.12 -alkyl group; R.sup.2 and R.sup.3 independently represent hydrogen or a C.sub.1 -C.sub.12 -alkyl group; and R.sup.4 represents hydrogen or a radical of the formula ##STR1## where R.sup.5 is hydrogen, C.sub.1 -C.sub.5 n-alkyl group and R.sup.6 is a linear alkyl or alkenyl group having 6-22 carbon atoms and 0-3 double bonds; or R.sup.1 and R.sup.2 together represent a divalent radical of the formula --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.dbd.CH--N.dbd.CH--, or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 -- and R.sup.3 and R.sup.4 have the meanings previously defined; with the proviso that R.sup.1, R.sup.2 or R.sup.3 may optionally be substituted with a hydroxyl group or an alkoxyl group of the formula --OR.sup.4 where R.sup.4 is an alkyl group having 1-4 carbon atoms; that when R.sup.1 and R.sup.2 together represent a divalent radical, the radical may be substituted by methyl, hydroxyl, R.sup.1, or --OR.sup.4 ; and that when R.sup.2 is hydrogen, R.sup.1 is not methyl.

REFERENCES:
patent: 2108765 (1938-02-01), Domagk
patent: 2694663 (1954-11-01), Stayner
patent: 2844466 (1958-07-01), Rogers et al.
patent: 2907693 (1959-10-01), Price et al.
patent: 3869550 (1975-03-01), Dalgard et al.
patent: 4153689 (1979-05-01), Hirai et al.
Chemical Abstracts, 89, 1978, Abst. No. 48909t.
Chemical Abstracts, 100(5), 1983, Abst. No. 30577u.
Kubinyi, Arzneim-Forsch/Drug Res., 29(11), No. 8, 1067-1080 (1979).

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