`US 9,375,453 B2
`(10) Patent N0.:
`Bruheim et al.
`
`(45) Date of Patent: *Jun. 28, 2016
`
`USOO9375453B2
`
`(54) METHODS FOR PRODUCING
`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 41 days.
`
`This patent is subject to a terminal dis-
`claimer.
`
`(21) Appl.No.: 14/020,162
`
`(22)
`
`Filed:
`
`Sep. 6, 2013
`
`(65)
`
`Prior Publication Data
`
`US 2014/0005421A1
`
`Jan. 2, 2014
`
`Related US. Application Data
`
`(63) 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)
`
`(2015.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
`Int. Cl.
`A61K 35/612
`A61K 9/48
`A61K 31/122
`A61K 31/683
`A61K 31/685
`CIIB 3/00
`A61K 31/23
`A61K 45/06
`A61K 31/202
`A61K 31/20
`A61K 31/235
`(52) us. Cl.
`CPC ................. A61K 35/612 (2013.01); A61K 9/48
`(2013.01); A61K9/4858 (2013.01); A61K
`31/122 (2013.01); A61K 31/20 (2013.01);
`A61K 31/202 (2013.01); A61K31/23
`(2013.01); A61K31/235 (2013.01); A61K
`31/683 (2013.01); A61K31/685 (2013.01);
`A61K45/06 (2013.01); CIIB 3/006 (2013.01)
`(58) Field of Classification Search
`CPC ............ A61K 2300/00; A61K31/122; A61K
`35/612; A61K31/685; A61K31/23; A61K
`31/683; A61K31/202; A61K45/06; A61K
`31/6615; A61K8/553; A61K 2800/70;
`A61K31/047; A61K35/63; A61K35/64;
`A61K8/925; A61K9/48; A61K31/232;
`
`A61K 31/355; A61K 31/663; A61K 35/74;
`A61K 9/4858; A61K 31/20; A61K 31/235
`See application file for complete search history.
`
`(56)
`
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`
`Primary Examiner 7 Debbie K Ware
`(74) Attorney, Agent, or Firm 7 Casimir Jones, SC.
`
`(57)
`
`ABSTRACT
`
`New krill oil compositions are disclosed as 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
`removes the neutral lipid by extracting with neat supercritical
`CO2 or CO2 plus approximately 5% of a co-solvent. Stage 2
`extracts the actual krill oils by using supercritical CO2 in
`combination with approximately 20% ethanol. The krill oil
`materials obatined are compared with commercially avail-
`able krill oil and found to be more bioeffective in a number of
`
`areas such as anti-inflammation, anti-oxidant effects, improv-
`ing insulin resistances and improving blood lipid profile.
`
`61 Claims, 19 Drawing Sheets
`
`RIMFROST EXHIBIT 1067
`
`RIMFROST EXHIBIT 1067 page 0001
`
`page 0001
`
`
`
`US 9,375,453 B2
`
`Page 2
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