US009375453B2
`
`US 9,375,453 B2
`(10) Patent No.:
`a2) United States Patent
`Bruheimetal.
`(45) Date of Patent:
`*Jun. 28, 2016
`
`
`(54) METHODS FOR PRODUCING
`BIOEFFECTIVE KRILL OIL COMPOSITIONS
`
`(71) Applicant: AKER BIOMARINE ANTARCTIC
`AS, Stamsund (NO)
`
`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)
`
`References Cited
`
`(72)
`
`Inventors:
`
`Inge Bruheim, Volda (NO); Snorre
`Tilseth, Bergen (NO); Daniele
`*
`*
`Mancinelli, Orsta (NO)
`.
`(73) Assignee: AKER BIOMARINE ANTARCTIC
`AS, Stamsund (NO)
`
`(*) Notice:
`
`U.S. PATENT DOCUMENTS
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`
`Sep.6, 2013
`
`Prior Publication Data
`
`US 2014/0005421 Al
`
`Jan. 2, 2014
`
`Related U.S. 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.
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`
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`(2006.01)
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`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
`Int. Cl.
`AGIK35/612
`A6IK 9/48
`A6IK 31/122
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`AG6IK 31/685
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`(52) U.S.CL
`CPC vices A61LK 35/612 (2013.01); A6LK 9/48
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`
`(Continued)
`
`FOREIGN PATENT DOCUMENTS
`
`Ok 2ee
`
`soe.
`.
`(Continued)
`OTHER PUBLICATIONS
`“Neptune Technologies & Bioressources Soon to Obtain a Major
`Patent in Over 30 Countries” (‘2001 Press Release,”).
`Action Closing Prosecution, ’348 patent.
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`
`:
`(Continued)
`.
`Primary Examiner — Debbie K Ware
`(74) Attorney, Agent, or Firm — Casimir Jones, S.C.
`
`ABSTRACT
`(57)
`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
`removesthe neutrallipid by extracting with neat supercritical
`CO,or CO,plus approximately 5% of a co-solvent. Stage 2
`extracts the actual krill oils by using supercritical CO, in
`combination with approximately 20% ethanol. Thekrill oil
`materials obatined are compared with commercially avail-
`able krill oil and found to be morebioeffective in a number of
`areas suchasanti-inflammation,anti-oxidanteffects, improv-
`ing insulin resistances and improving bloodlipid profile.
`
`61 Claims, 19 Drawing Sheets
`RIMFROST EXHIBIT 1067
`
`RIMFROST EXHIBIT 1067 page 0001
`
`page 0001
`
`

`

`US 9,375,453 B2
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`Page 2
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`
`RIMFROST EXHIBIT 1067 page 0002
`
`

`

`US 9,375,453 B2
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