WO2022108595A1 - Compositions contenant des oméga-3 améliorées - Google Patents

Compositions contenant des oméga-3 améliorées Download PDF

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WO2022108595A1
WO2022108595A1 PCT/US2020/061561 US2020061561W WO2022108595A1 WO 2022108595 A1 WO2022108595 A1 WO 2022108595A1 US 2020061561 W US2020061561 W US 2020061561W WO 2022108595 A1 WO2022108595 A1 WO 2022108595A1
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composition
weight
lipids
polar
fraction
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PCT/US2020/061561
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English (en)
Inventor
Brian L. Goodall
Dmitry KUKLEV
Glen L. Bostick
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Nooter/Eriksen, Inc.
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Application filed by Nooter/Eriksen, Inc. filed Critical Nooter/Eriksen, Inc.
Priority to KR1020237020521A priority Critical patent/KR20230107344A/ko
Priority to AU2020477490A priority patent/AU2020477490B2/en
Priority to JP2023530197A priority patent/JP2023548424A/ja
Priority to CN202080108322.1A priority patent/CN116723827A/zh
Priority to CA3198736A priority patent/CA3198736A1/fr
Priority to EP20962632.4A priority patent/EP4247924A4/fr
Priority to IL303067A priority patent/IL303067A/en
Priority to MX2023005910A priority patent/MX2023005910A/es
Priority to PCT/US2020/061561 priority patent/WO2022108595A1/fr
Publication of WO2022108595A1 publication Critical patent/WO2022108595A1/fr
Priority to AU2024204150A priority patent/AU2024204150A1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/02—Algae
    • A61K36/05—Chlorophycota or chlorophyta (green algae), e.g. Chlorella
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
    • A23D9/013—Other fatty acid esters, e.g. phosphatides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/03—Organic compounds
    • A23L29/035—Organic compounds containing oxygen as heteroatom
    • A23L29/04—Fatty acids or derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115—Fatty acids or derivatives thereof; Fats or oils
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9706—Algae
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00—Production of fats or fatty oils from raw materials
    • C11B1/10—Production of fats or fatty oils from raw materials by extracting
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/006—Refining fats or fatty oils by extraction
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/008—Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/10—Refining fats or fatty oils by adsorption
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/12—Refining fats or fatty oils by distillation
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0007—Organic substances
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use

Definitions

  • Omega-3 oils are in high demand today due to aquaculture, fisheries and other marine sources only able to supply approximately 0.8 million tons of omega-3 fatty acids per year for human consumption. This is below the human nutritional demand of 1 .4 million tons required to supply the global population with 500 mg omega-3 fatty acids daily and will be further exacerbated by population growth. Omega-3 fatty acids deficiencies have been observed worldwide and particularly affect populations located in North America, central Europe, the Middle East, India, Brazil and the United Kingdom, with regional and socioeconomic differences seen within the countries. There are three major omega-3 fatty acids found in nature. Alpha linoleic acid (ALA), with 18 carbons and 3 double bonds, can be found, e.g., in flax seeds, soybean oil and olives.
  • ALA Alpha linoleic acid
  • DHA Docosahexaenoic acid
  • EPA Eicosapentaenoic acid
  • “Working algae”, i.e., algae grown using sunlight or artificial light and photosynthesis include lipids that are polar in nature, and while bioavailable, include other components which give the oil extracted therefrom an overall, very dark, nearly black-ish, appearance, and are also highly viscous, making them resemble a tar-like black solid.
  • An EPA-containing composition with an elevated bioavailability, which presents as a low viscosity, low chlorophyll content light amber to dark amber colored oil for use in nutraceutical and pharmaceutical products is currently unavailable, yet highly desirable.
  • the present disclosure relates to an elevated bioavailable, EPA-rich composition.
  • Starting material for this composition may be derived from algae.
  • a composition including a polar lipids fraction of a concentration of total lipids of at least 20% of the total lipids by weight%; wherein the polar lipids fraction comprises at least 30% glycolipids by weight; and wherein the composition comprises no greater than 4% of its weight% as a chlorophyll concentration.
  • the composition further comprises no greater than 4% of its weight% as a polysaccharide composition.
  • the above embodiments provides an attractive composition for use in both the nutraceutical and pharmaceutical fields in terms of reduced opacity and viscosity, as well as other beneficial attributes.
  • composition as described above with its total lipids having a fraction of at least 20 wt.% polar lipids, and its polar lipids having a fraction of at least 30 wt.% glycolipids, but the composition having less than a 4 wt.% chlorophyll fraction, may further include formulations with additive non-polar lipids and/or nutraceutical oils such as DHA, or other beneficial additives as more fully described below, which also assist in providing for certain beneficial combinations of a more bioavailable, nutrient rich, lighter color, lower viscosity, oil.
  • additive non-polar lipids and/or nutraceutical oils such as DHA, or other beneficial additives as more fully described below, which also assist in providing for certain beneficial combinations of a more bioavailable, nutrient rich, lighter color, lower viscosity, oil.
  • the disclosure also includes a method for production of a low chlorophyll content oil composition
  • a method for production of a low chlorophyll content oil composition comprising the steps of obtaining an algal paste; extraction of the algal paste with an alcohol to form an alcoholic extract of algal lipids; extraction of the obtained alcoholic extract with, e.g., an organic solvent such as the hydrocarbons hexane or heptane, to separate the fraction of non-polar lipids, transferring the alcohol layer containing pigments and polar lipids to a further stage of processing; adding water to the alcohol layer extracted, e.g., with heptane, and then its sequential extraction with, e.g., heptane, to extract the pigment fraction and separating out the polar lipid fraction.
  • an organic solvent such as the hydrocarbons hexane or heptane
  • Polar lipids can then be obtained from the fraction containing them by evaporation, and pigments can also be obtained by evaporation of the fraction containing them.
  • Polysaccharides can be obtained from the fraction containing them by subjecting the fraction to a short winterization stage. Further, chlorophyll may be removed from the fraction containing them through the use of suitable bleaching materials.
  • the disclosure also includes an alternative method for production of a low chlorophyll content oil composition
  • a low chlorophyll content oil composition comprising the steps of obtaining an algal oil or extract which includes both polar and non-polar lipid fractions and also has a chlorophyll concentration.
  • the method further includes using polarity characteristics of the polar and non-polar lipid fractions to segregate polar from non-polar components in the algal oil or extract, including substantially segregating the chlorophyll concentration with the non-polar lipid fraction. Additional steps include bleaching out substantially all the chlorophyll concentration from the non-polar containing fraction; and re- combining the polar and non-polar lipid fractions to produce the low chlorophyll-content oil composition
  • FIG. 1 discloses a schematic diagram of extraction and bleaching process steps for an exemplary method of preparation of the oil of an embodiment of the disclosure.
  • FIG. 2 is a photographic depiction of an embodiment of a composition of the disclosure having a desired target polar lipid, glycolipid and chlorophyll concentration, bioavailability, color and viscosity of an oil composition, an embodiment of which is disclosed herein.
  • FIG. 3 is a photographic depiction of a powder obtained by an embodiment of a process of the disclosure made up substantially of non- lipids components comprising, e.g., polysaccharides contained in the crude ethanolic algal extract made according to an embodiment of the process as described herein.
  • FIG. 4 is a graphical depiction of a spectral characterization of an embodiment of an ethanolic extract of Nannochloropsis and products after pigments removal as discussed in Example 1 .
  • FIG. 5 is a graphical depiction of a UV-Visible spectral characterization of an embodiment of an algal extraction as discussed in Example 2.
  • polar lipids means amphiphilic lipids with a hydrophilic head and a hydrophobic tail.
  • polar lipids include phospholipids and glycolipids.
  • non-polar lipids means fatty molecules wherein the charge distribution is largely evenly distributed, and the molecules do not have positively and negatively charged ends.
  • non-polar lipids include triglycerides of the various fatty acids in the oil (e.g., EPA, palmitoleic acid and others).
  • an algal extract which presents as a dark green or even black highly viscous oil can be obtained.
  • Procedures for obtaining the algal biomass extract, and starting algae and extraction procedures for preparing the algal biomass can include the following steps:
  • an algal paste such as a Nannochloropsis or Chlorella algal paste
  • extraction of the algal paste with an alcohol such as an ethyl alcohol to form an alcoholic extract of algal lipids with a low water content (forming, e.g., an ethanolic extract of Nannochloropsis lipids (hereinafter referred to as “EEN” for brevity); extraction of the obtained EEN with, e.g., an organic solvent such as the hydrocarbons hexane or heptane to separate the fraction of non-polar lipids (e.g., triglycerides, waxes, carotenes), thus forming a “non-polar lipid fraction (F#1 of FIG. 1 ) in the heptane layer.
  • the alcohol layer contains pigments and polar lipids and can be transferred to a further stage of processing. See FIG. 1 .
  • the next stage of processing can involve adding water to the alcohol layer extracted, e.g., with heptane and then its sequential extraction with, e.g., heptane, to extract the pigment fraction (see FIG. 1 , heptane layer, F#3) and separating out the polar lipid fraction (see FIG. 1 , water-alcohol layer, F#2).
  • Polar lipids can be obtained from the F#2 fraction by evaporation, and pigments can be obtained by evaporation of the F#3 fraction.
  • the F#1 layer may contain an amount of chlorophylls and carotenoids, which can be removed by methods known to those skilled in the art, e.g., methods known for the production of edible oils.
  • Examples of these methods include adsorption-filtration using silica gel, bleaching clays such as B80, T41 , activated carbon, and others.
  • adsorption-filtration using silica gel bleaching clays such as B80, T41 , activated carbon, and others.
  • the extracted lower layer contained clarified polar lipids (F#2).
  • This fraction can be polished by 3g of, e.g., Amaze-N bleaching sorbent, from Helix Chromatography (15 E. Palantine Rd. #1 18, Prospect Heights, IL 60070; helixchrom.com), or similar sorbents (if needed).
  • Example 1 the products shown in Example 1 can be broken down into three fractions of the incoming ethanolic extract of Nannochloropsis - 1 ) Fraction (F#1 ), non-polar lipids, mainly triglycerides; 2) Fraction (F#2), polar lipids, including glycolipids and phospholipids; and Fraction (F#3), a fraction of medium polarity, comprising di- and mono-glycerides, free fatty acids (FFA’s), carotenoids and chlorophyll.
  • the clarified F#1 and F#2 fractions can be used as sources of valuable lipids high in palmitoleic and eicosapentaenoic acids (EPA).
  • Fractions F#1 -3 can each be used as food additives and are valuable raw materials with high biological potential.
  • a sample of a dark green paste of the algal biomass was prepared generally in accordance with a method outlined in U.S. Pat. No. 8,591 , 912 B1 (see, generally, Col. 6, line 62 to Col. 9, line 3).
  • the algal biomass paste was extracted with hot absolute ethanol. Specifically, 66 g algal paste, 3x250 mL ethanol, at 75°C, 30’ while stirring at 500 rpm each, centrifugal separation at 4450 rpm for 10 minutes, yielded a specimen algal extract.
  • glycolipids diogalactosyl diglycerides (MGDG) and digalactosyl diglycerides (DGDG) and 2) phospholipids (phosphatidlycholine, phosphatidylethanolamine, and phosphatidylinositol) (See Table 4, herein.)
  • MGDG monoogalactosyl diglycerides
  • DGDG digalactosyl diglycerides
  • phospholipids phosphatidlycholine, phosphatidylethanolamine, and phosphatidylinositol
  • Chlorophylls were bleached from the remaining non-polar lipid components using well developed protocols for vegetable oil bleaching generally as described in Example 1 above; and, e.g. 1 gram of silica gel was added to the entire heptane layer obtained and, after vigorous stirring for 5 minutes, the slurry was filtered through a layer of one gram of silica gel (instead of silica gel, activated carbon or T41 bleaching clay can be used). Due to variations in the properties of various silica gels, activated carbons, and bleaching clays, the actual amounts of the materials should generally be adjusted on plant.
  • a bioavailable polar lipid-rich, low chlorophyll-containing oil composition having a generally low viscosity and with a nearly clear to light brown color was obtained. See FIG. 5 for spectral analysis.
  • the composition was a waxy solid at ambient temperature of @ 70 degrees Fahrenheit. The composition melts when warmed and exhibits low viscosity when blended with other oils such as triglycerides and the like.
  • the weight% of the polar lipid fraction of the total lipid concentration of the produced oil exceeds 20%, preferably exceeds 30%, more preferably exceeds 40%, even more preferably exceeds 50%, and still more preferably is about 70% or above.
  • the weight% of the chlorophyll concentration in the oil product is less than 4% of the weight of the total oil product, more preferably, it is less than 3.0%, yet more preferably, it is less than 2.0%, even more preferably, it is less than 1 .0%, and still more preferably, it is about 0.1 % or below.
  • the weight% of the polysaccharides concentration in the oil product is about 4% or less of the weight of the total oil product, more preferably, it is less than 3.0%, yet more preferably, it is less than 2.0%, even more preferably, it is less than 1.0% or below.
  • the weight% of glycolipids as a weight% of total polar lipids exceeds 20%, preferably exceeds 30%, more preferably exceeds about 40%, even more preferably exceeds 50%, and still more preferably it is about 60% or above, and its weight% of the total oil composition exceeds 10%, more preferably 20%, and still more preferably is about 25% or above.
  • the weight% of phospholipids as a weight% of polar lipids exceeds 20%, more preferably exceeds 30%, and still more preferably exceeds 35%, and their weight% of the total oil composition exceeds 20%, more preferably 30%, and still more preferably 40%. While not being bound by any particular theory, applicant believes that by the combination of these characteristics, including very low chlorophyll concentration in the oil product, an attractive, lightly colored, nearly clear, to amber, up through darker amber color is produced. Also, EPA concentration of the total oil product content is at least 20 weight%, more preferably at least 25%, and still more preferably at least about 30 weight% or greater is produced. Similarly, the omega 3 content of the oil product is at least 20 weight%, more preferably at least 25 weight%, and still more preferably at least about 30 weight% or greater is produced. Elevated bioavailability of the resultant oil is also achieved.
  • powders of non-lipids components such as polysaccharides of the crude ethanolic algal extracts. See FIG. 3.
  • the weight% of the chlorophylls of the composition is less than 4%, preferably less than 3%, yet more preferably less than 2%, even more preferably less than 1 %, still more preferably less than 0.5%, and still even more preferably less than about 0.1% of the total weight% of the composition.
  • the composition has an enhanced weight% of several other ingredients, including carotenoids, e.g., carotenes ( ⁇ and ⁇ ), and zeaxanthins (yellow pigments), and canthaxanthin and zeaxanthin (reddish pigments), with total carotenoids making up more than 0.5% of the total weight of the extract and preferably more than 1 %.
  • carotenoids e.g., carotenes ( ⁇ and ⁇ ), and zeaxanthins (yellow pigments), and canthaxanthin and zeaxanthin (reddish pigments
  • the bioavailable, high polar-lipids containing, EPA-containing, low chlorophyll content oil compositions can be presented as formulations in which other useful ingredients are added. These other useful ingredients can be added alone, or in one or more combinations, e.g., combinations with other essential oils, dietary supplements, health supplements and the like.
  • omega 3 containing oils or components such as DHA and EPA (e.g., in the form of the neutral lipids extracted as a product in the instant invention or externally sourced), the lysolipids from the instant invention, or externally sourced, ethyl esters of DHA or EPA; 2) antioxidants such as carotenoids, including astaxanthin, lutein, zeaxanthin, lycopene, carotenes (alpha and beta), cryptoxanthin, and mixture thereof (including the carotenoid fraction of the instant invention); 3) vitamins, such as vitamin C and D; 4) cannabinoids, such as cannabidiol (CBD), and 5) other combinations.
  • DHA and EPA e.g., in the form of the neutral lipids extracted as a product in the instant invention or externally sourced
  • ethyl esters of DHA or EPA ethyl esters of DHA or EPA
  • antioxidants such as carotenoids, including astax
  • formulations including some of these species with less-colored and/or less-viscous compositional profiles, may reduce the overall color profile and viscosity of formulations which include the fatty acid compositions with high polar lipid, high glycolipid, and low chlorophyll concentrations prepared by embodiments of the processes disclosed herein. Thus, this may be achieved, e.g., by inclusion of non-polar lipids, either added back in from original biomass stock, or from an external source, or by preparation of formulations which demonstrate such attributes.
  • nutraceutical formulations including blends of the polar EPA fraction described above with DHA (omega 3) can beneficially be in a ratio from 10-90 to 90-10, wherein preferable levels of the polar EPA formulation component being mixed at 20-50%.
  • Uses for such a formulations include both use as a key food supplement/nutraceutical in its own right for cardiovascular health, mood, anti-depression and more, and also as a delivery system for other neutral lipids and components it is formulated with. This can be DHA, other neutral forms of EPA, or mixtures thereof.
  • Astaxanthin at levels of 10-60% can also be beneficially formulated, with preferable levels at 10-30%, either with pure polar EPA lipids or blends thereof with neutral EPA and/or EPA.
  • Another component that could be beneficially added to such a formulation is coenzyme Q10 at levels of around 1 -50%, preferably about 2-20% on the polar EPA, either pure or in any of the above formulations.
  • formulation blends with added neutral lipids can be useful to target various viscosity levels, such as 50,000 cps, preferably less than 10,000 cps, more preferably less than about 2,000 cps, and most preferably, about 300 cps or less.

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Abstract

La présente invention concerne une composition d'huile biodisponible dans laquelle au moins 20 % en poids de sa teneur totale en lipides comprend des lipides polaires tels que des glycolipides ou des phospholipides, au moins 30 % en poids de ses lipides polaires comprend des glycolipides, et pas plus de 4 % en poids de la composition d'huile est constituée d'espèces de chlorophylle. L'invention concerne également des formulations contenant lesdites compositions d'huile et des procédés de production desdites compositions d'huile à partir d'huiles ou d'extraits d'algues.
PCT/US2020/061561 2020-11-20 2020-11-20 Compositions contenant des oméga-3 améliorées WO2022108595A1 (fr)

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AU2020477490A AU2020477490B2 (en) 2020-11-20 2020-11-20 Improved omega-3 containing compositions
JP2023530197A JP2023548424A (ja) 2020-11-20 2020-11-20 改善されたオメガ－３含有組成物
CN202080108322.1A CN116723827A (zh) 2020-11-20 2020-11-20 改进的含ω-3的组合物
CA3198736A CA3198736A1 (fr) 2020-11-20 2020-11-20 Compositions contenant des omega-3 ameliorees
EP20962632.4A EP4247924A4 (fr) 2020-11-20 2020-11-20 Compositions contenant des oméga-3 améliorées
IL303067A IL303067A (en) 2020-11-20 2020-11-20 Preparations containing improved omega 3
MX2023005910A MX2023005910A (es) 2020-11-20 2020-11-20 Composiciones que contienen omega-3 mejoradas.
PCT/US2020/061561 WO2022108595A1 (fr) 2020-11-20 2020-11-20 Compositions contenant des oméga-3 améliorées
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WO2003015518A1 (fr) * 2001-08-13 2003-02-27 E.I. Du Pont De Nemours And Company Procede permettant de lutter contre des insectes nuisibles particuliers par application de composes d'anthranilamide
WO2010027258A1 (fr) * 2008-09-02 2010-03-11 N.V. Nutricia Compositions nutritionnelles avec globules lipidiques avec un noyau comprenant des lipides végétaux et un revêtement comprenant des phospholipides ou des lipides polaires
UZ4370C (fr) * 2009-02-02 2011-07-29
US20120029184A1 (en) * 2010-04-06 2012-02-02 Heliae Develoopment, LLC Methods of and systems for isolating carotenoids and omega-3 rich oil products from algae
RU2512375C1 (ru) * 2012-11-13 2014-04-10 Дмитрий Лелич Дружинин Пищевая водно-липидная композиция, содержащая каротеноиды
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WO2010027258A1 (fr) * 2008-09-02 2010-03-11 N.V. Nutricia Compositions nutritionnelles avec globules lipidiques avec un noyau comprenant des lipides végétaux et un revêtement comprenant des phospholipides ou des lipides polaires
UZ4370C (fr) * 2009-02-02 2011-07-29
US20120029184A1 (en) * 2010-04-06 2012-02-02 Heliae Develoopment, LLC Methods of and systems for isolating carotenoids and omega-3 rich oil products from algae
RU2512375C1 (ru) * 2012-11-13 2014-04-10 Дмитрий Лелич Дружинин Пищевая водно-липидная композиция, содержащая каротеноиды
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EP4247924A4 (fr) 2024-08-07
EP4247924A1 (fr) 2023-09-27
CN116723827A (zh) 2023-09-08
MX2023005910A (es) 2023-05-26
CA3198736A1 (fr) 2022-05-27
AU2020477490A1 (en) 2023-06-29
AU2024204150A1 (en) 2024-07-04
KR20230107344A (ko) 2023-07-14
IL303067A (en) 2023-07-01
AU2020477490B2 (en) 2024-08-01
JP2023548424A (ja) 2023-11-16

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