IP Library Granted Patent US 11,478,442
Granted Patent B2
US 11,478,442 · App. 16/910,770 · Granted Oct 25, 2022

Pharmaceutical compositions comprising DGLA and use of same

Inventors: Mehar Manku (Birmingham, GB); John Climax (Dublin, IE); David Coughlan (Dublin, IE); James Dunne (Dublin, IE)
A61K31/202A61K8/11A61K8/361A61K8/65A61K9/0053A61K9/48A61K9/485A61K9/4825A61K9/4866A61K31/201A61P17/00A61P17/04A61Q19/00
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Quick Facts
Patent No.
US 11,478,442
App. No.
16/910,770
Granted
Oct 25, 2022
Kind
B2
Abstract

The present disclosure provides orally deliverable pharmaceutical compositions comprising DGLA and to methods of using same to treat a variety of conditions and disorders.

Claims (31)

1. A pharmaceutical composition comprising at least about 80% dihomo gamma linolenic acid (DGLA), by weight of total fatty acids, encapsulated in a capsule shell.

2. The pharmaceutical composition of claim 1 , wherein the DGLA is at least about 90%, by weight of total fatty acids, encapsulated in a capsule shell.

3. The pharmaceutical composition of claim 1 , wherein the DGLA is at least about 95%, by weight of total fatty acids, encapsulated in a capsule shell.

4. The pharmaceutical composition of claim 1 further comprising eicosatetraenoic acid.

5. The pharmaceutical composition of claim 1 further comprising oleic acid.

6. The pharmaceutical composition of claim 1 , wherein up to about 1 g of the composition is encapsulated in the capsule shell.

7. The pharmaceutical composition of claim 4 , wherein up to about 1 g of the composition is encapsulated in the capsule shell.

8. The pharmaceutical composition of claim 5 , wherein up to about 1 g of the composition is encapsulated in the capsule shell.

9. The pharmaceutical composition of claim 1 , comprising up to about 1 g of DGLA and wherein the composition comprises not more than 5%, by weight of total fatty acids, of any individual fatty acid other than DGLA.

10. The pharmaceutical composition of claim 1 , wherein upon oral administration of multiple daily doses of the composition comprising about 500 mg of DGLA encapsulated in a gelatin shell to a fasted subject the subject exhibits one or more of the following outcomes:

(a) a free DGLA Cmax of about 700 ng/ml to about 3200 ng/ml;

(b) a free DGLA AUC0-24 of about 2500 ng·h/ml to about 10000 ng·h/ml;

(c) a free DGLA AUC0-24/dose of about 2 to about 6 h/kL;

(d) a free DGLA tmax (h) of about 3 to about 8 hours;

(e) a total DGLA Cmax of about 7000 ng/ml to about 32000 ng/ml;

(f) a total DGLA AUC0-24 of about 25,000 ng·h/ml to about 225,000 ng·h/ml;

(g) a total DGLA AUC0-24/dose 70 to about 225 h/kL;

(h) a total DGLA tmax (h) of about 3 to about 20 hours;

(i) a total DGLA Cmax/dose of about 2 (1/kL) to about 25 (1/kl), about 4 (1/kl) to about 20 (1/kl) or about 5 (1/kl) to about 17 (1/kl);

(j) a free DGLA Cmax/dose of about 0.3 (1/kL) to about 2.5 (1/kL)

(k) a ratio of total DGLA Cmax to free DGLA Cmax of about 7:1 to about 9:1; and/or

(1) a ratio of free DGLA plasma to DGLA skin as measured in skin blister fluid from about 0.6:1 to about 1.5:1.

11. The pharmaceutical composition of claim 1 , wherein upon oral administration of multiple daily doses of the composition to a fasted subject for a period of about 2 to about 30 days, each daily dose comprising about 500 mg of DGLA encapsulated in a gelatin shell, the subject exhibits one or more of the following outcomes:

(a) a steady state free DGLA plasma level (C avg ) of up to about 2000 ng/ml, up to about 750 ng/ml, or up to about 350 ng/ml;

(b) a steady state total DGLA plasma level (C avg ) of up to 250,000 ng/ml, up to 180,000 ng/ml, up to 150,000 ng/ml, up to 125,000 ng/ml or up to 100,000 ng/ml; and/or

(c) a ratio of free DGLA plasma to DGLA as measured in skin blister fluid from about 0.2:1 to about 5:1, about 0.5:1 to about 2.5:1 or about 0.6:1 to about 1.5:1.

12. The pharmaceutical composition of claim 1 , wherein upon oral administration of multiple daily doses of the composition to a fasted subject and to a fed subject for a period of about 2 to about 30 days, each daily dose comprising about 500 mg of DGLA encapsulated in a gelatin shell, the subjects exhibit:

(a) a ratio of free DGLA Cmax fasted:fed of between 1:1 to 5:1; of about 2.5:1, of about 3:1 or of about 3.5:1;

(b) a ratio of free DGLA AUC0-24 fasted:fed of between 1:1 to 5:1; of about 1.5:1, of about 2:1 or of about 2.5:1;

(c) a ratio of total DGLA Cmax fasted:fed of between 1:1 to 5:1; of about 1:1, of about 1.5:1 or of about 2:1; and/or

(d) a ratio of total DGLA AUC0-24 fasted:fed of between 1:1 to 5:1; of about 1.5:1, of about 2:1 or of about 2.5:1.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2020
From: MANKU, MEHAR; CLIMAX, JOHN; COUGHLAN, DAVID; DUNNE, JAMES
To: DIGNITY SCIENCES LIMITED
Reel/Frame 053846/0503 →
CHANGE OF NAME Recorded Sep 22, 2020
From: DIGNITY SCIENCES LIMITED
To: DS BIOPHARMA LIMITED
Reel/Frame 053846/0862 →
Continuity (10)
Continuation 16678431 · Nov 8, 2019
Continuation 16279819 · Feb 19, 2019
Continuation 15935739 · Mar 26, 2018
Continuation 15842194 · Dec 14, 2017
Continuation 15661374 · Jul 27, 2017
Continuation 15343689 · Nov 4, 2016
Continuation 14730818 · Jun 4, 2015
Provisional Application 62058469 · Oct 1, 2014
Provisional Application 62007752 · Jun 4, 2014
Related Publication 20200323807A1 · Oct 15, 2020