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US 5,312,811 AGranted
Peptide derivatives and antidemetia agents
AssigneesNippon Chemiphar Co., Ltd., Fujirebio Inc.
InventorsMitsuo Masaki, Seiji Kondo, Norihisa Miyake, Masaki Uehara, Kenji Hirate, Yoshikazu Isowa, Yoshiaki Sato, Yoshiharu Nakashima
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Abstract
A novel peptide derivative having the formula: ##STR1## wherein A between Pro and Q.sup.2 is Arg or Lys: Q.sup.1 is pGlu or H; Q.sup.2 is --Gly--OH or OH; Y.sup.1 is H or --CO--T and Y.sup.2 is OH or T; wherein T is a thiamine derivative group is disclosed. The peptide derivative shows a remarkable nootropic effect.
Claims9
A peptide derivative having the formula (I):
- ##STR20## wherein A between Pro and Q.sup.2 is Arg or Lys:
- Q.sup.1 is pGlu or H;
- Q.sup.2 is -Gly-OH or OH;
- Y.sup.1 is H or --CO--T and Y.sup.2 is OH or T;
- wherein
- T represents a group having the formula (II):
- ##STR21## wherein R.sup.1 is a group selected from the group consisting of an alkylcarbonyl group having 2 to 7 carbon atoms, an arylcarbonyl group having 7 to 10 carbon atoms, and an alkylthio group having 1 to 6 carbon atoms;
- or
- a group having the formula (III):
- ##STR22## wherein R.sup.2 is a group selected from the group consisting of hydrogen, an alkylcarbonyl group having 2 to 7 carbon atoms, and an arylcarbonyl group having 7 to 10 carbon atoms;
- wherein at least either Y.sup.1 is --CO--T, or Y.sup.2 is T,
- n is 0 or 1;
- and amino acids constituting the peptide are those of type L with the proviso that both Pro and Arg are of type D;
- or functional derivatives of said peptide derivative selected from the group consisting of N-acyl derivatives having a group of --NHCOR wherein R is an alkyl group of 1-5 carbon atoms, a derivative in the form of amide, a monoalkyl-substituted amide or dialkyl-substituted amide derivative respectively, represented by --CONH.sub.2, --CONHR or --CONR.sub.2 wherein R is an alkyl group of 1-6 carbon atoms, or a derivative in the form of ester represented by --COOR wherein R is an alkyl group of 1-18 carbon atoms, at least one functional group or a pharmaceutically acceptable salt.
11 more elements
Dependencies are inferred from the claim text.