`(10) Patent No.:
`a2) United States Patent
`Bruheimetal.
`(45) Date of Patent:
`May19, 2015
`
`
`US009034388B2
`
`(54) BIOEFFECTIVE KRILL OIL COMPOSITIONS
`
`(75)
`
`Inventors:
`
`Inge Bruheim, Volda (NO); Mikko
`Griinari, Espoo (FI); SnorreTilseth,
`Bergen (NO); Sebastiano Banni,
`Cagliari (IT); Jeffrey Stuart Cohn,
`Camperdown (AU); Daniele Mancinelli
`Orsta (NO)
`>
`(73) Assignee: AKER BIOMARINE ANTARTICAS,
`Stamsund (NO)
`;
`o,
`;
`Subject to any disclaimer, the term of this
`patent is extended or adjusted under 35
`U.S.C. 154(b) by 1181 days.
`
`>
`
`;
`(*) Notice:
`
`(21) Appl. No.: 12/057,775
`
`(22)
`
`Filed:
`
`Mar.28, 2008
`
`(65)
`
`Prior Publication Data
`
`US 2008/0274203 Al
`
`Nov. 6, 2008
`
`(51)
`
`Related U.S. Application Data
`(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.
`Int. Cl.
`AGIK 9/48
`AGIK 31/23
`AGIK 31/122
`AGIK 31/202
`A6O1K 31/683
`AGIK 31/685
`C1IB 3/00
`AGIK 45/06
`(52) U.S. CL.
`CPC wees AGIK 35/612 (2013.01); A61K 9/4858
`S123(2013.01),461K31/683(201301:
`
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
`AGIK 31/685 (2013.01); A61K 45/06
`(2013.01); C1ZB 3/006 (2013.01); A6IK
`31/202 (2013.01)
`
`(58) Field of Classification Search
`CPC . A61K 2300/00, AG1K 31/122; A61K 31/23;
`A61K 31/683; A61K 31/685; A61K 35/612;
`A6IK 31/202, A6IK 45/06; A61K 9/4858;
`AGIK 9/2054; A61K 47/44; A61K 31/05;
`AGIK 31/12; A61K 31/133; AG1K 31/198;
`A61K 31/57; C11B 3/006
`See application file for complete search history.
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`
`Primary Examiner — Debbie K Ware
`(74) Attorney, Agent, orFirm — Casimir JonesS.C.
`
`ABSTRACT
`67)
`This invention discloses new krill oil compositions charac-
`terized by having high amounts ofphospholipids, astaxanthin
`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 removesthe neutrallipid by extracting
`with neat supercritical CO, or CO, plus approximately 5% of
`-solvent. Stage 2 extracts the actual krill oils by
`usin:
`2 60-80wel
`age
`oo.
`.
`:
`y
`e
`supercritical CO, in combination with approximately 20%
`ethanol. The krill oil materials obtained are compared with
`commercially available krill 011 and found to be more bioef-
`fective in a numberof areas such as anti-inflammation, anti-
`oxidant effects, improving insulin resistances and improving
`blood lipid profile.
`
`4 Claims, 19 Drawing Sheets
`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0001
`
`page 0001
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`US 9,034,388 B2
` Page 2
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`
`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0005
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`page 0005
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`U.S. Patent
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`May19, 2015
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`Sheet 1 of 19
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`US 9,034,388 B2
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`{
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`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0006
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`page 0006
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`U.S. Patent
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`May19, 2015
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`Sheet 2 of 19
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`US 9,034,388 B2
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`FIGURE2
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`SS PL1
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`HDL
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`LDL
`
`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0007
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`page 0007
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`U.S. Patent
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`May19, 2015
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`Sheet 3 of 19
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`US 9,034,388 B2
`
`FIGURE3
`
`Glucose,mg/dl
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`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0008
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`page 0008
`
`
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`U.S. Patent
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`May19, 2015
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`Sheet 4 of 19
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`US 9,034,388 B2
`
`FIGURE4
`
`
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`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0009
`
`page 0009
`
`
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`U.S. Patent
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`May19, 2015
`
`Sheet 5 of 19
`
`US 9,034,388 B2
`
`FIGURE5
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`RIMFROST EXHIBIT 1047
`
`RIMFROST EXHIBIT 1047 page 0010
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`page 0010
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`U.S. Patent
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`May19, 2015
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`Sheet 6 of 19
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`US 9,034,388 B2
`
`FIGURE 6
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`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0011
`
`page 0011
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`
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`U.S. Patent
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`May19, 2015
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`Sheet 7 of 19
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`US 9,034,388 B2
`
`FIGURE7
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`RIMFROST EXHIBIT 1047
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`RIMFROST EXHIBIT 1047 page 0012
`
`page 0012
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`
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`U.S. Patent
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`May19, 2015
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`Sheet 8 of 19
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`US 9,034,388 B2
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`FIGURE8
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