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WO2001091589A1 - Complement dietetique a activite antioxydante comprenant du carnitine alcanoyle et une combinaison de polyphenols extraits d'arbres ou d'arbustes - Google Patents

Complement dietetique a activite antioxydante comprenant du carnitine alcanoyle et une combinaison de polyphenols extraits d'arbres ou d'arbustes Download PDF

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Publication number
WO2001091589A1
WO2001091589A1 PCT/IT2001/000261 IT0100261W WO0191589A1 WO 2001091589 A1 WO2001091589 A1 WO 2001091589A1 IT 0100261 W IT0100261 W IT 0100261W WO 0191589 A1 WO0191589 A1 WO 0191589A1
Authority
WO
WIPO (PCT)
Prior art keywords
carnitine
supplement
isovaleryl
acid
vit
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IT2001/000261
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English (en)
Inventor
Franco Gaetani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sigma Tau HealthScience SpA
Original Assignee
Sigma Tau HealthScience SpA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sigma Tau HealthScience SpA filed Critical Sigma Tau HealthScience SpA
Priority to AU2001274468A priority Critical patent/AU2001274468A1/en
Publication of WO2001091589A1 publication Critical patent/WO2001091589A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • A61K36/13—Coniferophyta (gymnosperms)
    • A61K36/15—Pinaceae (Pine family), e.g. pine or cedar
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • 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
    • A23L33/15—Vitamins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
    • 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
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/49—Fagaceae (Beech family), e.g. oak or chestnut
    • 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
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/63—Oleaceae (Olive family), e.g. jasmine, lilac or ash tree
    • A61K36/634—Forsythia
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • Dietary supplement with antioxidant activity comprising an alkanoyl carnitine and a combination of polyphenols extracted from trees or shrubs
  • the present invention relates to a dietary supplement containing as its characterising components isovaleryl L-carnitine and a combination of polyphenols extracted from trees such as the Pinaceae (e.g. the maritime or cluster pine) and the Fagaceae (e.g. the chestnut and oak) or from shrubs such as Forsythia.
  • trees such as the Pinaceae (e.g. the maritime or cluster pine) and the Fagaceae (e.g. the chestnut and oak) or from shrubs such as Forsythia.
  • the aforesaid composition is extremely effective in exerting potent antioxidant, vasculo-protective and anti-inflammatory activity on account of the unexpected synergistic effect exerted by its components.
  • the composition according to the invention can be used, in both human subjects and animals, for the prevention and treatment of many vascular and peripheral dysfunctions and diseases of an inflammatory and metabolic type, immune deficiencies, learning disorders and disorders related to ageing, as well as in periods of intense muscular activity which make an increased energy supply advisable.
  • Isovaleryl L-carnitine a natural component of the carnitine "pool" presents specific activity at the lysosomal level and on cytosolic calcium movements. In addition to sharing the metabolic activities of the other carnitines, it is capable of intervening in proteolytic processes and of protecting a number of organs, such as the liver, against the action of toxic substances.
  • Pinaceae It is also known that numerous polyphenols can be extracted particularly from the bark and wood of the Pinaceae, Fagaceae and Oleaceae.
  • the Pinaceae above all are trees rich in various classes of polyphenols, mainly including those belonging to the proanthocyanidin class which possess interesting biological properties.
  • the Pinaceae we should mention particularly the red fir (Picea abies), the Finnish pine, the Eastern hemlock (Tsuga canadensis), the Pinus massoniana and the Douglas fir (Pseudotsuga menziesii).
  • the polyphenols extracted from the bark of the maritime or cluster pine consist mainly in water-soluble procyanidines, but also in catechins, taxifolins, gallic and vanillic acid, hydrocinnamic, caffeic and ferulic acid, catechin and epicatechin.
  • Fagus grandifolia particularly worthy of mention are the Fagus grandifolia, common beech (Fagus syl ⁇ atica), sweet chestnut (Castanea sati ⁇ a) and English oak (Quercus robur).
  • the proanthocyanidins which constitute most of the polyphenols collected, are purified by dissolving them again in ethyl acetate and then precipitating them in chloroform and drying.
  • the same method can be used for the extraction of polyphenols from dried Forsythia wood, but more appropriately the method described by Kitagawa can be used (Kitagawa, S., Photochemistry. 23:1636, 1989), this latter publication being incorporated in this description for reference purposes.
  • the extraction can, however, also be accomplished with other methods, both laboratory and industrial.
  • the quantitative determination of proanthocyanidins is based on the characteristic affinity of collagen for these substances.
  • the most frequently used quantitative determination methods are those described by Roux (Roux, P. G., Nature. 179, 1957), Bate-Smith (Phytochemistrv. 14:1107, 1975) or Lewis using HPLC (Lewis, N. G., J Chromatography. 479, 345, 1987), all these publications being incorporated in this description for reference purposes.
  • the best known pine bark extract is the extract from the bark of the maritime pine or pinaster from the South-East coast of France commercially obtainable under the Pycnogenol trademark. Though referring hereinafter to this extract, because it is easy to come by commercially, it must be clearly understood that, for the purposes of the present invention, any other extract of pine bark or other trees or shrubs whose characteristics are comparable to those of Pycnogenol can be used, and among these particularly the extract from red fir (Picea abies) and Finnish pine which, like Pycnogenol, present a very high mean concentration of proanthocyanidins (OPC 85-90%).
  • Pycnogenol like the red fir extract, is characterised by the presence of numerous polyphenol components, the most prominent of which are the proanthocyanidins, natural polyphenols that can be extracted and characterised according to the method described by Bate-Smith (Bate- Smith, E.G., Chemistry and Industry. 377, 1953), this latter publication being incorporated in the present description by reference.
  • procyanidines which are bipolymers formed by the union of catechin and epicatechin and, considering that these two monomers are capable of combining through two different types of chemical bonds, they may form numerous isomers even to the extent of producing polymers of substantial molecular weight.
  • the total polyphenol content was determined using the Folin-Ciocolteu and Singleton method (Am. J. Enol. Vitic, lfi:144, 1965), whereas the proanthocyanidin content was measured using the modified Bate- Smith method (Phvtocheir ⁇ s ry. 24:1107, 1975), these latter publications being incorporated in this description for reference purposes.
  • Venous blood samples were taken from healthy volunteers and collected in heparinated test tubes. After centrifuging and washing three times in phosphate-buffered saline solution (PBS, 0.015 M, pH 7.4), the red blood cells were diluted in 10 mL of a solution containing 10 -3 M of PBS-azide. The haemoglobin concentration was then measured using Drabkin reagent.
  • PBS phosphate-buffered saline solution
  • Lipid peroxidation was induced by exposing a cell suspension contained in 5 ml of PBS-azide with a final haemoglobin concentration of 3.75 mg/ml to hydrogen peroxide (5 and 20 mm of hydrogen peroxide per ampoule containing 5 ml of cell suspension) which was then incubated at 37°C for 1 hour. At the end of the incubation period, lipid preoccupation was determined using the Stocks and Dormancy method (Stocks, J., Dormancy, T. L., Brit. J. Haematology.
  • samples of these substances were added to the ampoules containing the erythrocyte suspensions at doses of 100 ⁇ g/mL of isovaleryl L-carnitine or 100 ⁇ g/mL of pinaster bark extract or the same amount of red fir bark extract, or a combination of these products, respectively, at the doses indicated above.
  • the diet with this composition was administered for 6 consecutive weeks both to control rats and to different groups of rats treated with isovaleryl L-carnitine (200 mg/kg) or with 150 mg/kg of pinaster or red fir bark extract or with the composition in which the two components were combined at the doses indicated above.
  • compositions according to the present invention are given hereinbelow.
  • composition of the invention may also comprise both L-carnitine and further alkanoyl L-carnitines (such as acetyl, propionyl, butyryl and valeryl L-carnitine). It has been found that supplementation of the characterizing composition (i.e. isovaleryl L-carnitine + poliphenol extract from the bark and wood of the aforesaid plants) with the aforesaid alkanoyl L-carnitines further enhances the synergistic effect of the composition.
  • alkanoyl L-carnitines such as acetyl, propionyl, butyryl and valeryl L-carnitine
  • a pharmacologically acceptable salt of isovaleryl L- carnitine, L-carnitine or any other alkanoyl L-carnitine is any salt of these with an acid which does not give rise to unwanted toxic or side effects.
  • Non-limiting examples of such salts are the following: chloride; bromide; iodide; aspartate, acid aspartate; citrate, acid citrate; tartrate; phosphate, acid phosphate; fumarate, acid fumarate; glycerophosphate; glucose phosphate; lactate; maleate, acid maleate; mucate; orotate; oxalate, acid oxalate; sulphate, acid sulphate; trichloroacetate; trifluoroacetate and methane sulphonate.
  • isovaleryl L-carnitine acid fumarate (US 5,227,518) is particularly preferred.
  • the supplement of the invention may further comprise vitamins, coenzymes, mineral substances, aminoacids and antioxidants.
  • the supplement may be manufactured in the form of tablets, lozenges, capsules, pills, granulates, syrups, vials or drops.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Mycology (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Botany (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Medical Informatics (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne un complément alimentaire/diététique sanitaire à activité antioxydante, comprenant comme composants caractéristiques un carnitine alcanoyle et une combinaison de polyphénols extraits d'arbres ou d'arbustes.
PCT/IT2001/000261 2000-05-30 2001-05-23 Complement dietetique a activite antioxydante comprenant du carnitine alcanoyle et une combinaison de polyphenols extraits d'arbres ou d'arbustes Ceased WO2001091589A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001274468A AU2001274468A1 (en) 2000-05-30 2001-05-23 Dietary supplement with antioxidant activity comprising an alkanoyl carnitine and a combination of polyphenols extracted from trees or shrubs

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT2000RM000298A IT1317036B1 (it) 2000-05-30 2000-05-30 Integratore ad attivita' antiossidante comprendente unaalcanoilcarnitina ed una associazione di polifenoli estratti da piante
ITRM2000A000298 2000-05-30

Publications (1)

Publication Number Publication Date
WO2001091589A1 true WO2001091589A1 (fr) 2001-12-06

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PCT/IT2001/000261 Ceased WO2001091589A1 (fr) 2000-05-30 2001-05-23 Complement dietetique a activite antioxydante comprenant du carnitine alcanoyle et une combinaison de polyphenols extraits d'arbres ou d'arbustes

Country Status (3)

Country Link
AU (1) AU2001274468A1 (fr)
IT (1) IT1317036B1 (fr)
WO (1) WO2001091589A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004032873A3 (fr) * 2002-10-11 2004-07-29 Creagri Inc Combinaison therapeutique de carnitine et de polyphenols antioxydant
US7205011B2 (en) 2003-11-14 2007-04-17 Board Of Regents, Acting For And On Behalf Of, University Of Arizona Anti-inflammatory activity of a specific turmeric extract
WO2011161655A1 (fr) 2010-06-25 2011-12-29 Horphag Research (Ip) Pre Ltd Composition destinée à améliorer le bien-être sexuel
ITCR20100025A1 (it) * 2010-08-05 2012-02-06 Lombarda Trading Srl Composto medicinale naturale
WO2014078590A1 (fr) * 2012-11-13 2014-05-22 Young Living Essentials Oils, Lc Composition contenant un produit d'huile essentielle et son procédé d'utilisation pour maintenir des niveaux normaux de testostérone
US9066904B2 (en) 2012-11-13 2015-06-30 Young Living Essential Oils, Lc Composition containing an essential oil product and method for using such to maintain normal levels of testosterone
RU2656544C1 (ru) * 2017-07-07 2018-06-05 Общество с ограниченной ответственностью "Академия-Т" Функциональный продукт питания для коррекции психофизиологического состояния и нейромышечной передачи у спортсменов

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4698360A (en) * 1985-04-09 1987-10-06 Societe Civile D'investigations Pharmacologiques D'aquitaine Plant extract with a proanthocyanidins content as therapeutic agent having radical scavenger effect and use thereof
WO2000000183A2 (fr) * 1998-06-30 2000-01-06 Sigma-Tau Healthscience S.P.A. Composition antioxydante, cytostatique et a energie durable, ameliorant l'utilisation metabolique du glucose
WO2001003683A2 (fr) * 1999-07-09 2001-01-18 Sigma-Tau Healthscience S.P.A. Composition agissant sur le coeur renfermant de la l-carnitine, des derives de celle-ci, et des extraits de crataegus

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4698360A (en) * 1985-04-09 1987-10-06 Societe Civile D'investigations Pharmacologiques D'aquitaine Plant extract with a proanthocyanidins content as therapeutic agent having radical scavenger effect and use thereof
US4698360B1 (en) * 1985-04-09 1997-11-04 D Investigations Pharmacologiq Plant extract with a proanthocyanidins content as therapeutic agent having radical scavenger effect and use thereof
WO2000000183A2 (fr) * 1998-06-30 2000-01-06 Sigma-Tau Healthscience S.P.A. Composition antioxydante, cytostatique et a energie durable, ameliorant l'utilisation metabolique du glucose
WO2001003683A2 (fr) * 1999-07-09 2001-01-18 Sigma-Tau Healthscience S.P.A. Composition agissant sur le coeur renfermant de la l-carnitine, des derives de celle-ci, et des extraits de crataegus

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004032873A3 (fr) * 2002-10-11 2004-07-29 Creagri Inc Combinaison therapeutique de carnitine et de polyphenols antioxydant
JP2006506361A (ja) * 2002-10-11 2006-02-23 クレアグリ， インコーポレイテッド カルニチンおよび酸化防止ポリフェノールの治療用組合せ
US7205011B2 (en) 2003-11-14 2007-04-17 Board Of Regents, Acting For And On Behalf Of, University Of Arizona Anti-inflammatory activity of a specific turmeric extract
WO2011161655A1 (fr) 2010-06-25 2011-12-29 Horphag Research (Ip) Pre Ltd Composition destinée à améliorer le bien-être sexuel
US9028890B2 (en) 2010-06-25 2015-05-12 Horphag Research (Ip) Pre Ltd. Composition for improving sexual wellness
ITCR20100025A1 (it) * 2010-08-05 2012-02-06 Lombarda Trading Srl Composto medicinale naturale
WO2012017471A1 (fr) * 2010-08-05 2012-02-09 Lombardatrading S.R.L. Composé médicinal naturel
RU2593339C2 (ru) * 2010-08-05 2016-08-10 Ломбардатрэйдинг С.Р.Л. Натуральный лекарственный состав
WO2014078590A1 (fr) * 2012-11-13 2014-05-22 Young Living Essentials Oils, Lc Composition contenant un produit d'huile essentielle et son procédé d'utilisation pour maintenir des niveaux normaux de testostérone
US9066904B2 (en) 2012-11-13 2015-06-30 Young Living Essential Oils, Lc Composition containing an essential oil product and method for using such to maintain normal levels of testosterone
US9675653B2 (en) 2013-03-15 2017-06-13 Young Living Essential Oils, Lc Composition containing an essential oil product and method for using such to maintain normal levels of testosterone
RU2656544C1 (ru) * 2017-07-07 2018-06-05 Общество с ограниченной ответственностью "Академия-Т" Функциональный продукт питания для коррекции психофизиологического состояния и нейромышечной передачи у спортсменов

Also Published As

Publication number Publication date
AU2001274468A1 (en) 2001-12-11
ITRM20000298A1 (it) 2001-11-30
IT1317036B1 (it) 2003-05-26
ITRM20000298A0 (it) 2000-05-30

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