Peptides, process for preparing the same and psychodepressant compositions containing the same

Abstract

This invention provides a peptide represented by the formula R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2 wherein R is HOOC--A--CO--Asp-- (wherein A is lower alkylene), pGlu--Asp--, HOOC--A--CO-- (wherein A is lower alkylene) or ##STR1## and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof, process for preparing the peptide and psychodepressant composition containing the peptide. The peptides of the invention are useful as psychodepressant drug, and especially effective for curing schizophrenia.

We claim: 
     
       1. A peptide represented by the formula R--Tyr(SO 3  H)--Met--Gly--Trp--Met--Asp--W--NH 2  wherein R is HOOC--A--CO--Asp-- (wherein A is lower alkylene), pGlu--Asp--, HOOC--A--CO-- (wherein A is lower alkylene) or ##STR7## and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       2. A peptide as defined in claim 1 which is represented by the formula R--Tyr(SO 3  H)--Met--Gly--Trp--Met--Asp--Phe--NH 2  wherein R is HOOC(CH 2 ) 3  CO--Asp-- or pGlu--Asp--, or a salt thereof.   
     
     
       3. A peptide as defined in claim 1 which is represented by the formula R--Tyr(SO 3  H)--Met--Gly--Trp--Met--Asp--W--NH 2  wherein R is HOOC--A--CO-- (wherein A is lower alkylene) or ##STR8## and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       4. A central-nervous-system-suppressing composition for treating patients requiring central-nervous-system-suppression comprising an effective central-nervous-system-suppressing amount of a peptide represented by the formula   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2     wherein R is HOOC--A--CO--Asp-- (wherein A is a lower alkylene), pGlu--Asp--, HOOC--A--CO-- (wherein A is lower alkylene) or ##STR9## and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof, and a pharmacologically acceptable, nontoxic carrier .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N-lower alkyl-Phe.Iaddend..   
     
     
       5. A composition as defined in claim 4 wherein the peptide is represented by the formula   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--Phe--NH.sub.2     wherein R is HOOC(CH 2 ) 3  CO--Asp-- or pGlu--Asp--, or a salt thereof.   
     
     
       6. A composition as defined in claim 4 wherein the peptide is represented by the formula .Iadd.R--Tyr(SO 3  H)--Met--Gly--Trp--Met--Asp--W--NH 2  wherein R is HOOC--A--CO-- (wherein A is lower alkylene), or ##STR10## and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       7. A peptide as defined in claim 1 which is represented by the formula:   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2     wherein R is HOOC--A--CO--Asp-- (wherein A is lower alkylene), pGlu--Asp-- or HOOC--A--CO--  (wherein A is lower alkylene) and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       8. A peptide as defined in claim 7 which is represented by the formula   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2     wherein R is HOOC--A--CO-- (wherein A is lower alkylene) and W is Phe or N.sup.α -alkyl-Phe, or a salt thereof   .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       9. A peptide as defined in claim 8 which is represented by the formula   Suc--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--MePhe--NH.sub.2     wherein MePhe is N.sup.α -methyl-Phe.   
     
     
       10. A peptide as defined in claim 8 which is represented by the formula   Glt--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--Phe--NH.sub.2.     
     
     
       11. A composition as defined in claim 4 wherein the peptide is represented by the formula   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2     wherein R is HOOC--A--CO--Asp-- (wherein A is lower alkylene), pGlu--Asp-- or HOOC--A--CO-- (wherein A is lower alkylene) and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..   
     
     
       12. A composition as defined in claim 11, wherein the peptide is represented by the formula   R--Tyr(SO.sub.3 H)--Met--Gly--Trp--Met--Asp--W--NH.sub.2     wherein R is HOOC--A--CO-- (wherein A is lower alkylene) and W is Phe or N.sup.α -lower alkyl-Phe, or a salt thereof .Iadd.with the proviso that when R is HOOC(CH 2 ) 2  CO--, W is N.sup.α -lower alkyl-Phe.Iaddend..