(12) United States Patent
`US 9,644,170 B2
`(10) Patent No.:
`Bruheim et al.
`(45) Date of Patent:
`*May 9, 2017
`
`US009644170B2
`
`(54) BIOEFFECTIVE KRILL OIL
`COMPOSITIONS
`
`(71) Applicant: AKER BIOMARINE ANTARCTIC
`AS, Stamsund (NO)
`
`(72)
`
`Inventors:
`
`Inge Bruheim, Volda (NO); Snorre
`Tilseth, Bergen (NO); Daniele
`Mancinelli, Orsta (NO)
`
`(73) Assignee: AKER BIOMARINE ANTARCTIC
`AS, Stamsund (NO)
`
`( * ) Notice:
`
`Subject to any disclaimer, the term of this
`patent is extended or adjusted under 35
`U.S.C. 154(b) by 0 days.
`
`This patent is subject to a terminal dis-
`claimer.
`
`(21) Appl. No.: 15/180,439
`
`(22)
`
`Filed:
`
`Jun. 13, 2016
`
`(65)
`
`Prior Publication Data
`
`US 2016/0279173 A1
`
`Sep. 29, 2016
`
`Related US. Application Data
`
`(63) Continuation of application No. 14/020,162, filed on
`Sep. 6, 2013, now Pat. No. 9,375,453, which is a
`continuation of application No. 12/057,775, filed on
`Mar. 28, 2008, now Pat. No. 9,034,388.
`
`(60) Provisional application No. 60/920,483, filed on Mar.
`28, 2007, provisional application No. 60/975,058,
`filed on Sep. 25, 2007, provisional application No.
`60/983,446,
`filed on Oct. 29, 2007, provisional
`application No. 61/024,072, filed on Jan. 28, 2008.
`
`(51)
`
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2015.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
`Int. C1.
`0113 3/00
`A61K 9/48
`A61K 31/20
`A61K 31/122
`A61K 31/23
`A61K 31/683
`A61K 31/685
`A61K 35/612
`A61K 45/06
`A61K 31/202
`A61K 31/235
`A61K 9/00
`(52) us. Cl.
`€113 3/006 (2013.01); A61K 9/0053
`CPC ............
`(2013.01); A61K 9/48 (2013.01); A61K 9/4825
`(2013.01); A61K 9/4858 (2013.01); A61K
`31/122 (2013.01); A61K 31/20 (2013.01);
`A61K 31/202 (2013.01); A61K 31/23
`(2013.01); A61K 31/235 (2013.01); A61K
`31/683 (2013.01); A61K 31/685 (2013.01);
`A61K 35/612 (2013.01); A61K 45/06
`(2013.01)
`
`31/122; A61K 31/685; A61K 31/133;
`A61K 31/198; A61K 31/202; A61K
`31/575; A61K 38/1767; A61K 9/2009;
`A61K 9/2054; A61K 9/2866; A61K
`31/23; A61K 31/683; A61K 31/20; A61K
`31/235; A61K 45/06; A61K 9/0053;
`A61K 9/48; A61K 9/4825; A61K 9/4858;
`A61K 31/201; A23L 1/3006; A23L 1/33;
`A23L 1/305; C11B 3/006
`See application file for complete search history.
`
`(56)
`
`References Cited
`U.S. PATENT DOCUMENTS
`
`2,652,235 A
`4,036,993 A
`4,038,722 A
`4,119,619 A
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`4,251,557 A
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`(Continued)
`
`FOREIGN PATENT DOCUMENTS
`
`AU
`BR
`
`2002322233
`8701265
`
`2/2003
`3/1987
`
`(Continued)
`
`OTHER PUBLICATIONS
`
`Declaration of Bjorn Ole Haugsgjerd submitted during inter partes
`reexamination of parent patent US. 8,030,348 (“Haugsgjerd ’348
`Decl.”).
`
`(Continued)
`
`Primary Examiner 7 Debbie K Ware
`(74) Attorney, Agent, or Firm 7 Casimir Jones, SC.
`
`(57)
`
`ABSTRACT
`
`This invention discloses new krill oil compositions charac-
`terized by having high amounts of phospholipids, astaxan-
`thin esters and/or omega-3 contents. The krill oils are
`obtained from krill meal using supercritical fluid extraction
`in a two stage process. Stage 1 removes the neutral lipid by
`extracting with neat supercritical CO2 or CO2 plus approxi-
`mately 5% of a co-solvent. Stage 2 extracts the actual krill
`oils by using supercritical CO2 in combination with approxi-
`mately 20% ethanol. The krill oil materials obtained are
`compared with commercially available krill oil and found to
`be more bioefiective in a number of areas such as anti-
`
`inflammation, anti-oxidant eifects, improving insulin resis-
`tances and improving blood lipid profile.
`
`(58) Field of Classification Search
`CPC .............. A61K 2300/00; A61K 35/612; A61K
`
`20 Claims, 19 Drawing Sheets
`
`RIMFROST EXHIBIT 1093
`
`RIMFROST EXHIBIT 1093 page 0001
`
`page 0001
`
`

`

`US 9,644,170 B2
`
`Page 2
`
`(56)
`
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`FOREIGN PATENT DOCUMENTS
`
`CA
`5?
`CN
`EP
`EP
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`GB
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`JP
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`
`1098900
`2245,53;
`102746941
`0609078
`0670306
`1127497
`1392623
`1406641
`1631280
`1542670
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`1689413
`1660071
`1743531
`1123368
`1419768
`1292294
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`s52—114046
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`02049091
`221 53 51
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`figgg
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`”009
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`2004-534800
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`2006-069948
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`2006-290784
`2006616073
`2006328014
`2007426455
`2007-246404
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`2004/047554
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`2006/111633
`2007/080514
`2007/080515
`2007/108702
`2007/123424
`2008/006607
`2008/072563
`2008/117062
`2009/027692
`2010/097701
`2011/050474
`2013/102792
`2014/013335
`
`2 1992
`2;1992
`@1332
`8/1996
`7/1997
`8/1997
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`2/2003
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`10/1997
`8/1998
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`4/2000
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`6/2004
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`9/2007
`11/2007
`1/2008
`6/2008
`10/2008
`3/2009
`9/2010
`5/2011
`7/2013
`1/2014
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`
`Declaration of Dr. Albert Lee in Support of Inter Partes Review of
`US. Pat. No. 8,278,351 (“Lee”).
`Declaration of Dr. Albert Lee in Support of Inter Partes Review of
`US. Pat. No. 8,383,675 (“Lee”).
`
`RIMFROST EXHIBIT 1093
`
`RIMFROST EXHIBIT 1093 page 0002
`
`page 0002
`
`

`

`US 9,644,170 B2
`
`Page 3
`
`(56)
`
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