IP Library Granted Patent US 8,178,102
Granted Patent B2
US 8,178,102 · App. 11/814,270 · Granted May 15, 2012

Emulsified composition for dilution and cancer vaccine composition

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Quick Facts
Patent No.
US 8,178,102
App. No.
11/814,270
Granted
May 15, 2012
Kind
B2
Abstract

Provided is an emulsified composition for diluting a cancer antigen peptide or a dimer thereof. Also provided is a novel cancer vaccine composition or specific CTL inducer that efficiently induces CTL irrespective of the type of cancer antigen peptide when mixing the emulsified composition for dilution and a water phase comprising a cancer antigen peptide or a dimer thereof. The present invention relates to an emulsified composition for diluting a cancer antigen peptide or a dimer thereof, comprising a particular ester, a particular surfactant, a particular emulsifier, and a water phase. The present invention also relates to a cancer vaccine composition or specific CTL inducer obtained by freshly diluting and mixing a water phase comprising a cancer antigen peptide or a dimer thereof with the emulsified composition for dilution.

Claims (71)

1. An emulsified composition for diluting a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof, comprising:

(A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C) 1 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D) 5 to 20% by weight water.

2. An emulsified composition for diluting a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof, comprising:

(A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D) 5 to 20% by weight water,

wherein the average particle diameter of the dispersion phase of the emulsified composition for dilution is 50 to 500 nm.

3. The emulsified composition for dilution of claim 2 , wherein the fatty acid of (A) is oleic acid, myristic acid or 2-ethylhexanoic acid.

4. The emulsified composition for dilution of claim 2 , wherein the ester of (A) is ethyl oleate, octyldodecyl myristate or cetyl 2-ethylhexanoate.

5. The emulsified composition for dilution of claim 2 , wherein the hydroxy fatty acid triglyceride of (B) is castor oil or hardened castor oil.

6. A method of preparing a cancer vaccine composition, comprising diluting 0.25 to 1 part by volume of a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof with 1 part by volume of an emulsified composition for dilution comprising (A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C., (B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide, (C) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and (D) 5 to 20% by weight water.

7. A method of preparing a cancer vaccine composition, comprising diluting 0.25 to 1 part by volume of a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof with 1 part by volume of the emulsified composition for dilution of claim 2 .

8. The emulsified composition for dilution of claim 2 , wherein the nonionic surfactant of (B) consists of a hydroxy fatty acid triglyceride adduct with 10 to 20 mol of ethylene oxide.

9. The emulsified composition for dilution of claim 2 , comprising the emulsifier of (C) at 1 to 20% by weight.

10. A cancer vaccine composition comprising:

(A) 30 to 80% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the solidification point of the ester being not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C) 1 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C.,

(D) 10 to 60% by weight water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof,

wherein the composition is a W/O emulsion.

11. The cancer vaccine composition of claim 10 , comprising

(A′) 40 to 60% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the solidification point of the ester being not more than 10° C.,

(B′) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C′) 5.0 to 10.0% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D′) 30 to 50% by weight water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof.

12. The cancer vaccine composition of claim 10 obtained by diluting 0.25 to 1 part by volume of a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof with 1 part by volume of an emulsified composition for dilution, wherein the emulsified composition comprises:

(A′) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B′) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C′) 1 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D′) 5 to 20% by weight water.

13. A method of inducing a cancer antigen-specific cytotoxic T cell comprising administering to a subject a cancer vaccine composition comprising:

(A) 30 to 80% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the solidification point of the ester being not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride with 5 to 20 mol of ethylene oxide added thereto,

(C) 1 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D) 10 to 60% by weight water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof,

wherein the composition is a W/O emulsion.

14. The method of claim 13 , wherein the composition comprises

(A′) 40 to 60% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the solidification point of the ester being not more than 10° C.,

(B′) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C′) 5.0 to 10.0% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D′) 30 to 50% by weight water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof.

15. The method of claim 13 , wherein the cancer vaccine composition is obtained by diluting 0.25 to 1 part by volume of a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof with 1 part by volume of an emulsified composition for dilution, wherein the emulsified composition comprises:

(A′) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B′) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C′) 1 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D′) 5 to 20% by weight water.

16. The method of claim 15 , wherein the average particle diameter of the dispersion phase of the emulsified composition for dilution is 50 to 500 nm.

17. A kit for freshly preparing a cancer vaccine composition, comprising a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof, and an emulsified composition for dilution for diluting the water phase, wherein the emulsified composition for dilution comprises (A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C., (B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide, (C) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and (D) 5 to 20% by weight water.

18. An emulsified composition for diluting a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof, consisting essentially of:

(A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D) 5 to 20% by weight water,

wherein the average particle diameter of the dispersion phase of the emulsified composition for dilution is 50 to 500 nm.

19. An emulsified composition for diluting a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof, consisting of:

(A) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D) 5 to 20% by weight water,

wherein the average particle diameter of the dispersion phase of the emulsified composition for dilution is 50 to 500 nm.

20. A cancer vaccine composition obtained by diluting 0.25 to 1 part by volume of a water phase comprising a cancer antigen peptide having 8 to 12 amino acids or a dimer thereof with 1 part by volume of an emulsified composition for dilution,

wherein the emulsified composition comprises:

(A′) 50 to 90% by weight ester of a fatty acid having 8 to 22 carbon atoms and an alcohol having 2 to 24 carbon atoms, the ester having a solidification point of not more than 10° C.,

(B′) 0.5 to 20% by weight nonionic surfactant consisting of a hydroxy fatty acid triglyceride adduct with 5 to 20 mol of ethylene oxide,

(C′) 0 to 20% by weight emulsifier that is a partial ester of a polyhydric alcohol and a fatty acid, the partial ester being liquid at 40° C., and

(D′) 5 to 20% by weight water, and

wherein the average particle diameter of the dispersion phase of the emulsified composition for dilution is 50 to 500 nm.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2023
From: NOF CORPORATION
To: SUMITOMO PHARMA CO., LTD.
Reel/Frame 065944/0260 →
CHANGE OF NAME Recorded Nov 21, 2022
From: SUMITOMO DAINIPPON PHARMA CO., LTD.
To: SUMITOMO PHARMA CO., LTD.
Reel/Frame 061972/0730 →
CHANGE OF NAME Recorded Aug 25, 2014
From: DAINIPPON SUMITOMO PHARMA CO., LTD.
To: SUMITOMO DAINIPPON PHARMA CO., LTD.
Reel/Frame 033606/0307 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE INFORMATION; TO IDENTIFY SECOND ASSIGNEE, WHICH WAS INADVERTENTLY OMITTED IN THE PREVIOUS SUBMISSION, PREVIOUSLY RECORDED ON REEL 019856 FRAME 0298. Recorded Sep 25, 2007
From: SAITO, KOICHI; OKAWA, YUSUKE
To: DAINIPPON SUMITOMO PHARMA CO., LTD.; NOF CORPORATION
Reel/Frame 019879/0125 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2007
From: SAITO, KOICHI; OKAWA, YUSUKE
To: DAINIPPON SUMITOMO PHARMA CO., LTD.
Reel/Frame 019856/0298 →