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Last Updated: March 29, 2024

Details for Patent: 5,380,709


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Title: Prostaglandins E and anti ulcers containing same
Abstract:The novel 13, 14-dihydro-15-keto prostaglandins E of the invention have remarkable preventive effects against ulcers. Further, the novel 13,14-dihydro-15-keto prostaglandins E of the invention have an advatage that they have none of side effects which prostaglandin E intrinsically has, or can remarakably reduce such effects of the prostaglandin E. Therefore, the novel 13, 14-dihydro-15-keto prostaglandins E of the invention are effective for animal and human use for treatment and prevention of ulcers, such as duodenal ulcer and gastric ulcer.
Inventor(s): Ueno; Ryuzo (Nishinomiya, JP), Ueno; Ryuji (Kyoto, JP), Kato; Ichie (Kawanishi, JP), Oda; Tomio (Itami, JP)
Assignee: K.K. Ueno Seiyaku Oyo Kenkyujo (Osaka, JP)
Filing Date:Apr 28, 1993
Application Number:08/053,561
Claims:1. Prostaglandins E represented by a general formula:

in which X represents: ##STR47## R.sub.1 represents: a hydrogen atom, a physiologically acceptable salt residue, or an ester residue selected from the group consisting of alkyl, benzyl, hydroxyalkyl, alkoxyalkyl, alkylsilyl and tetrahydropyranyl group;

R.sub.2 represents: a hydrogen atom or a methyl group;

R.sub.3 represents: a hydroxyl or hydroxymethyl group;

R.sub.4 represents: a hydrogen atom;

R.sub.5 represents: a hydrogen atom;

R.sub.6 represents: a C.sub.5 -C.sub.9 alkyl group which may have a branch or a double bond,

in which the C.sub.2 -C.sub.3 bond is a single bond.

2. Prostaglandin E as described in claim 1, wherein X is ##STR48##

3. Prostaglandin E as described in claim 1, wherein X is ##STR49##

4. Prostaglandin E as described in claim 1, wherein R.sub.6 is C.sub.6 -C.sub.9 alkyl group.

5. Prostaglandin E as described in claim 1, wherein the general formula is ##STR50##

6. Prostaglandin E as described in claim 5, being 13,14-dihydro-6,15-diketo-19-methyl-PGE.sub.1 or alkyl ester thereof.

7. An anti-ulcer composition comprising an anti-ulcer effective amount of a prostaglandin E represented by a general formula: ##STR51## in which X represents: ##STR52## R.sub.1 represents: a hydrogen atom, a physiologically acceptable salt residue, or an ester residue selected from the group consisting of alkyl, benzyl, hydroxyalkyl, alkoxyalkyl, alkylsilyl and tetrahydropyranyl group;

R.sub.2 represents: a hydrogen atom or a methyl group;

R.sub.3 represents: a hydroxyl or hydroxymethyl group;

R.sub.4 represents: a hydrogen atom;

R.sub.5 represents: a hydrogen atom;

R.sub.6 represents: a C.sub.5 -C.sub.9 alkyl group which may have a branch or a double bond,

in which the C.sub.2 -C.sub.3 bond is a single bond.

8. An anti-ulcer composition as described in claim 7, wherein X is ##STR53##

9. An anti-ulcer composition as described in claim 7, wherein X is ##STR54##

10. An anti-ulcer composition as described in claim 7, wherein R.sub.6 is C.sub.6 -C.sub.9 alkyl group.

11. An anti-ulcer composition as described in claim 7, wherein the general formula is ##STR55##

12. An anti-ulcer composition as described in claim 11, being 13,14-dihydro-6,15-diketo-19-methyl-PGE.sub.1 or alkyl ester thereof.

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