WO2022241707A1 - Extrait d'huile riche en curcuminoïdes, procédé de préparation et utilisations associées dans le traitement de maladies associées à des lésions neuronales - Google Patents
Extrait d'huile riche en curcuminoïdes, procédé de préparation et utilisations associées dans le traitement de maladies associées à des lésions neuronales Download PDFInfo
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- WO2022241707A1 WO2022241707A1 PCT/CN2021/094802 CN2021094802W WO2022241707A1 WO 2022241707 A1 WO2022241707 A1 WO 2022241707A1 CN 2021094802 W CN2021094802 W CN 2021094802W WO 2022241707 A1 WO2022241707 A1 WO 2022241707A1
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- curcuminoids
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Classifications
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- A—HUMAN NECESSITIES
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- A61P25/00—Drugs for disorders of the nervous system
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Definitions
- the present disclosure in general relates to the field of disease treatment. More particularly, the present disclosure relates to a curcuminoid-rich extract, its preparation method and uses in the treatment of diseases associated with neuron injury (e.g., dopamine neuron injury) .
- neuron injury e.g., dopamine neuron injury
- Curcuma longa a member of the ginger family (Zingiberaceae) , has rhizomes below the ground. Curcuma longa has been used for thousands of years as a remedy in folk medicine for the cure of a wide variety of illnesses, such as inflammation, infectious diseases, and gastric, hepatic, and blood disorders.
- Curcuminoids such as curcumin are natural polyphenol compounds derived from Curcuma longa, their biological activities have been extensively investigated, including for their role as nutraceuticals with potential against cancer, diabetes and inflammation.
- the present disclosure aims at providing a curcuminoid-rich extract of Curcuma longa, and a method of producing the same, in which the curcuminoids in the curcuminoid-rich extract produced by the present method has more than 5-folds of bisdemethoxycurcumin as compared to that in the extract produced by an existing known method.
- the present disclosure is directed to novel method for producing a curcuminoid-rich oil extract, the thus produced curcuminoid-rich oil extract and its use in the treatment of diseases associated with neuron injury, particularly dopaminergic neuron injury.
- the first aspect of the present disclosure is directed to a method of producing a curcuminoid-rich oil extract.
- the method includes extracting dried Curcuma longa powders with an oil, thereby producing the curcuminoid-rich oil extract, in which the curcuminoids consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50%(wt%) of curcumin.
- the extraction is performed by, (i) mixing the dried Curcuma longa powders with the oil; and (ii) double boiling the oil mixture of the step (i) under ultra-sound vibrations.
- the oil suitable for mixing with dried Curcuma longa powders in the step (i) is an edible vegetable oil.
- exemplary edible vegetable oil includes, but is not limited to, coconut oil, corn oil, canola oil, cottonseed oil, olive oil, palm oil, peanut oil, rapeseed oil, sunflower oil, sesame oil, soybean oil, and nut oil.
- the dried Curcuma longa powders is extracted with olive oil.
- the double boiling in the step (ii) is performed by heating the oil mixture sequentially at 50°C for 30 min, 60°C for 30 min, and 80°C for 30 min; in which each heating is accompanied with the ultra-sound vibrations about 25-35 kHz in frequency.
- the dried Curcuma longa powders are prepared by, (a) cutting the rhizome of a fresh Curcuma longa into slices; (b) drying the slices of the step (a) at 55°C; and (c) grounding the dried slices of the step (b) into powders via a ball-miller.
- the second aspect of the present disclosure is directed to a curcuminoid-rich oil extract produced by the present method.
- the curcuminoid-rich oil extract comprises curcuminoids dissolved in the oil, in which the curcuminoids consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- the third aspect of the present disclosure is directed to a novel use of the curcuminoid-rich oil extract produced by the present method, in which the curcuminoid-rich oil extract is found to suppress the expression of proteins associated with neuron damage in brain tissues, including substantia nigra pars compacta (SNpc) , striatum, hippocampus, and amygdala; thus are useful for the treatment of diseases associated with neuron injury.
- SNpc substantia nigra pars compacta
- striatum striatum
- hippocampus hippocampus
- amygdala amygdala
- the curcuminoid-rich oil extract comprises curcuminoids dissolved in an oil, and the curcuminoids consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- Examples of the disease treatable by the present curcuminoid-rich oil extract include, but are not limited to, dementia with Lewy bodies (DLB) , Parkinson’s disease (PD) or Alzheimer disease (AD) .
- DLB dementia with Lewy bodies
- PD Parkinson’s disease
- AD Alzheimer disease
- the subject suitable for receiving the curcuminoid-rich oil extract produced by the present method is a mammal; preferably, a human.
- UCP4 uncoupling receptor 4
- extract encompasses crude extracts as well as processed or refined extract.
- crude extracts are prepared by a simple extraction in which dried root powders of the selected plant are brought into contact with an extractant (i.e., an oil) in the presence of heat and/or ultrasound vibrations.
- an extractant i.e., an oil
- the thus-produced crude extract is subjected to one or more separation and/or purification steps to obtain purified, processed or refined extracts.
- the extract may be in liquid form, such as a solution, a concentrate, or a distillate.
- weight percentage refers to the weight percentage of an ingredient (e.g., the bisdemethoxycurcumin, demethoxycurcumin, or curcumin of the present curcuminoid-rich extract) in a mixture containing the ingredient.
- the weight percentage (wt %) is calculated as the weight of the ingredient divided by the total weight of the mixture expressed in percentage and/or decimal.
- the term “treat, ” “treating” and “treatment” are interchangeable, and encompasses partially or completely preventing, ameliorating, mitigating and/or managing a symptom, a secondary disorder or a condition associated with neuron injury, particularly dopaminergic neuron injury.
- the term “treating” as used herein refers to application or administration of the of the present disclosure to a subject, who has a symptom, a secondary disorder or a condition associated with neuron injury, with the purpose to partially or completely prevent, alleviate, ameliorate, relieve, delay onset of, inhibit progression of, reduce severity of, and/or reduce incidence of one or more symptoms, secondary disorders or features associated with neuron injury.
- Treatment may be administered to a subject who exhibits only early signs of such symptoms, disorder, and/or condition for the purpose of decreasing the risk of developing the symptoms, secondary disorders, and/or conditions associated with neuron injury.
- Treatment is generally “effective” if one or more symptoms or clinical markers associated with neuron injury are reduced.
- a treatment is “effective” if the progression of a symptom, disorder or condition is reduced or halted.
- an effective amount designate the quantity of a component which is sufficient to yield a desired response.
- the effective amount is also one in which any toxic or detrimental effects of the component are outweighed by the therapeutically beneficial effects.
- An effective amount of an agent is not required to cure a disease or condition but will provide a treatment for a disease or condition such that the onset of the disease or condition is delayed, hindered or prevented, or the disease or condition symptoms are ameliorated.
- the effective amount may be divided into one, two, or more doses in a suitable form to be administered at one, two or more times throughout a designated time period.
- Effective amount will vary with such factors as the particular condition being treated, the physical condition of the patient (e.g., the patient's body mass, age, or gender) , the type of mammal or animal being treated, the duration of the treatment, the nature of concurrent therapy (if any) , and the specific formulations employed and the structure of the compounds or its derivatives. Effective amount may be expressed, for example, in grams, milligrams or micrograms or as milligrams per kilogram of body weight (mg/Kg) .
- the effective amount can be expressed in the concentration of the active component (e.g., bisdemethoxycurcumin, demethoxycurcumin, or curcumin of the present curcuminoid-rich oil extract) , such as molar concentration, mass concentration, volume concentration, molality, mole fraction, mass fraction and mixing ratio.
- the active component e.g., bisdemethoxycurcumin, demethoxycurcumin, or curcumin of the present curcuminoid-rich oil extract
- HED human equivalent dose
- FDA US Food and Drug Administration
- subject and patient are used interchangeably herein, and are intended to mean an animal including the human species that is treatable by the curcuminoid-rich oil extract and/or method of the present invention.
- subject or patient intended to refer to both the male and female gender unless one gender is specifically indicated. Accordingly, the term “subject” or “patient” comprises any mammal, which may benefit from the curcuminoid-rich oil extract or the treatment method of the present disclosure.
- a “subject” or “patient” include, but are not limited to, a human, rat, mouse, guinea pig, monkey, pig, goat, cow, horse, dog, cat, bird and fowl.
- the subject is a human.
- the first aspect of the present disclosure aims at providing a method for producing a curcuminoid-rich extract.
- the method includes extracting Curcuma longa with an oil, so as to produce a curcuminoid-rich oil extract, in which the curcuminoids are dissolved in the oil, and the curcuminoids consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- the rhizome of a fresh Curcuma longa is cut into slices about 0.2 cm in thickness, which are dried at 55°C, and then grounded into powders, such as with the aid of a ball-miller. Additionally or alternatively, the grounded powders may be filtered through a filter about 400 meshes to give Curcuma longa powders independently less than 38 ⁇ m in diameter.
- the thus produced dried Curcuma longa powders are mixed with an edible vegetable oil in a weight (g) to volume (L) ratio of 10: 1 to 1: 10, such as 10: 1, 9: 1, 8: 1, 7: 1, 6: 1, 5: 1, 4: 1, 3: 1, 2: 1, 1: 1, 9: 2, 9: 3, 9: 4, 9: 5, 9: 6, 9: 7, 9: 8, 9: 10, 8: 3, 8: 5, 8: 6, 8: 7, 8: 9, 8: 10, 7: 2, 7: 3, 7: 4, 7: 5, 7: 6, 7: 8, 7: 9, 7: 10, 6: 4, 6: 5, 6: 7, 6: 8, 6: 9, 6: 10, 5: 2, 5: 3, 5: 4, 5: 6, 5: 7, 5: 8, 5: 9, 5: 10, 4: 1, 4: 3, 4: 5, 4: 6, 4: 7, 4: 8, 4: 9, 4: 10, 3: 1, 3: 7, 3: 8, 3: 10, 2: 9, 2: 7, 1: 7, 1: 8, 1: 9, and 1: 10; preferably, in a weight (g) to volume (L) ratio of 10:
- Exemplary edible vegetable oil suitable for use in the present method includes, but is not limited to, coconut oil, corn oil, canola oil, cottonseed oil, olive oil, palm oil, peanut oil, rapeseed oil, sunflower oil, sesame oil, soybean oil, and nut oil.
- the dried Curcuma longa powders is extracted with olive oil.
- the oil mixture is double boiled first at 50°C for 30 min, then at 60°C for 30 min, and finally 80°C for 30 min, respectively; with each heating being conducted in the presence of ultra-sound vibrations about 25-35 kHz in frequency, such as about 28 kHz.
- the step of “double boiling” referred to heating the oil mixture of dried Curcuma longa powders and oil (e.g., olive oil) indirectly, that is, by placing the mixture in a first container, which is placed over a second container pre-filled with sufficient amount of water, then applied direct heat to the second container until the temperature in the second container reached a pre-designated temperature (e.g., 50, 60 or 80°C) , which is then maintained for a pre-described period (e.g., 30 min) .
- a pre-designated temperature e.g., 50, 60 or 80°C
- a pre-described period e.g. 30 min
- ultrasound wave vibrations about 25-35 kHz, such as 25, 26, 27, 28, 30, 31, 32, 33, 34 and 35 kHz are applied to the first container during the entire double boiling period.
- the thus produced oil extract was termed “ATG-235 solution” in the present disclosure.
- the ATG-235 solution produced by the present method described above is rich in curcuminoids, in which the curcuminoids in the ATG-235 solution consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- the ATG-235 solution consisted of about 26.7% (wt%) of bisdemethoxycurcumin, about 28.8% (wt%) of demethoxycurcumin, and about 44.5% (wt%) of curcumin; while the curcuminoids in the Curcuma longa extract produced by a known conventional process consist 5.7% (wt%) of bisdemethoxycurcumin, 24.1% (wt%) of demethoxycurcumin, and 70.8% (wt%) of curcumin.
- ATG-235 solution produced by the present method is rich in bisdemethoxycurcumin and low in curcumin, with bisdemethoxycurcumin being about 5-folds more than that produced by the known method, and curcumin being about half of that produced by the known method.
- the present curcuminoid-rich extract or the ATG-235 solution may be formulated with one or more appropriate pharmaceutically acceptable carriers or excipients, and may be formulated into dosage forms suitable for oral and parenteral administration.
- the ATG-235 solution of the present disclosure may be administered alone or in combination with other known pharmaceutically active agent to treat diseases associated with neuron injury.
- One of skilled person in the art is familiar with the various dosage forms that are suitable for use in each route.
- the ATG-235 solution of the present disclosure is formulated into a liquid dosage form for parenteral administration, such as injection, which includes, but is not limited to, subcutaneous, intramuscular, intraperitoneal and intravenous injection.
- parenteral administration such as injection
- the ATG-235 solution may be formulated in oily or aqueous vehicles, and may contain formulatoary agents and/or flavoring agents. They may be presented in sterile ampoules or vials.
- the ATG-235 solution of the present disclosure is formulated into liquid dosage forms for oral administration.
- the liquid dosage formulations may also be filled into soft gelatin capsules.
- the liquid may include a solution, suspension, emulsion, micro-emulsion, precipitate or any desired liquid media carrying the active ingredients of the present ATG-235 solution.
- the liquid may be designed to improve the solubility of the active ingredients of the present ATG-235 solution to form a drug-containing emulsion or disperse phase upon release.
- a further aspect of the present disclosure is directed to a novel use of the present curcuminoid-rich oil extract, which is found to suppress the expression of proteins associated with neuron injury in brain tissues, including substantia nigra pars compacta (SNpc) , striatum, hippocampus, and amygdala; thus are useful as medicaments or dietary supplements for the treatment of diseases associated with neuron injury.
- SNpc substantia nigra pars compacta
- striatum striatum
- hippocampus hippocampus
- amygdala amygdala
- the curcuminoid-rich oil extract comprises curcuminoids dissolved in an oil, and the curcuminoids consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- the present curcuminoid-rich oil extract or ATG-235 solution is orally or parenterally administered to a subject suffering from diseases associated with neuron injury in a single dose or in multiple doses (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or more doses) .
- Examples of the disease treatable by the present curcuminoid-rich oil extract include, but are not limited to, dementia with Lewy bodies (DLB) , Parkinson’s disease (PD) or Alzheimer disease (AD) .
- DLB dementia with Lewy bodies
- PD Parkinson’s disease
- AD Alzheimer disease
- the subject suitable for receiving the curcuminoid-rich oil extract produced by the present method is a mammal; preferably, a human.
- the subject is a mouse.
- about 1-100 mg/Kg body weight per dose of the present curcuminoid-rich oil extract is administered to the subject; preferably, about 10-90 mg/Kg body weight per dose of the present ATG-235 solution is administered to the subject; more preferably, 50-70 mg of the present ATG-235 solution per Kg body weight per dose is sufficient to elicit a therapeutic effect on neuron injury in the subject.
- the effective amount of the present ATG-235 solution suitable for use in a human subject may be in the range of 0.08-8 mg/Kg body weight per dose for human; preferably, 0.8-8 mg/Kg body weight per dose.
- the curcuminoid-rich oil extract of the present disclosure is administered to the subject daily for at least 7 days; for example, being administered to the subject daily for 7, 8, 9, 10, 11, 12, 13, 14, or more day. In one specific example, the curcuminoid-rich oil extract of the present disclosure is administered to the subject daily for 14 days.
- the skilled artisan or clinical practitioner may adjust the dosage or regime in accordance with the physical condition of the patient or the severity of the diseases.
- the present curcuminoid-rich oil extract can be applied to the subject, alone or in combination with additional therapies that have some beneficial effects on the prevention or treatment of muscle atrophy.
- the present curcuminoid-rich oil extract can be applied to the subject before, during, or after the administration of the additional therapies.
- the subject treatable by the present curcuminoid-rich oil extract and/or method is a mammal, for example, human, mouse, rat, guinea pig, hamster, monkey, swine, dog, cat, horse, sheep, goat, cow, and rabbit.
- the subject is a human.
- mice were intraperitoneally (ip) injected with PBS or MPTP (25 mg/Kg) for 7 days; which was then followed by orally feeding with olive oil, the ATG-235 solution of Example 1 (2 mL/Kg) , or selegiline (1 mg/Kg) for 14 days. All animals were sacrificed for further study 15 days after the last dose of MPTP.
- TBS-T Tris-buffered saline
- tissue samples were incubated with anti-TH, anti-D1R, anti-M1R, anti- ⁇ 7R, anti- ⁇ -synuclein, anti-pTau S396, anti-pTDP43, anti-SIRT1, anti-PGC1, anti-UCP4, and MITOTRACKER TM at room temperature for 2 hours.
- Tissue samples were further incubated with the secondary antibody ( 488, 633, anti-mouse or anti-rabbit antibody) at room temperature for 1 hour. All antibodies were diluted in 2%non-immune goat serum, in which the serum was dissolved in -containing PBS (PBST) .
- Tissue samples were incubated with 3, 30-diaminobenzidine (DAB) for 5-10 minutes, and hematoxylin or 4′, 6-diamidino-2-phenylindole (DAPI) was used for nuclear staining.
- DAB 30-diaminobenzidine
- DAPI 6-diamidino-2-phenylind
- the roots of fresh Curcuma longa were cut into thin slices respectively about 0.2 cm in thickness. Dried the root slices in an oven of 55°C, then grounded the dried slices into powders via use of a ball-miller. Filtered the grounded powders through a filter of 400 meshes, thereby producing a dried, filtered Curcuma longa powders independently ⁇ 38 ⁇ m in diameter.
- Example 2 ATG-235 solution suppressed expression of proteins associated with neuron injury
- C57BL/6 mice were treated with MPTP to induce neuron injury according to procedures described in the “Materials and Methods” section, then, the MPTP-treated mice were treated with the ATG-235 solution of Example 1, selegiline (which served as a positive control) or a buffer solution (which served as a negative control) , and the levels of various proteins associated with neuron injury in brain tissues, including substantia nigra pars compacta (SNpc) , striatum, hippocampus, and amygdala, were determined. Results are illustrated in FIGs 1 to 4.
- MPTP suppressed the expression of tyrosine hydroxylase (TH) , type 1 dopamine receptor (D1R) , muscarine acetylcholine type 1 receptor (M1R) , and ⁇ -7 nicotinic acetylcholine receptor ( ⁇ -7R) , but not the level of ⁇ -synuclein, in both SNpc (FIG 1) and striatum (FIG 2) .
- the ATG-235 solution of Example 1 reversed the MPTP-induced reduction in the levels of TH, D1R, M1R and ⁇ -7R, with its effect being slightly better than that of selegiline.
- results in this example confirmed that the ATG-235 solution of Example 1 may be useful for treating neuron injury via restoring the respective levels of proteins associated therewith to levels analogous to the normal levels.
- Example 3 ATG-235 solution of Example 1 improved mitochondrial function of mice suffering from neuron injury
- SIRT1, PGC1 and UCP4 were independently enzymes that regulated mitochondria biogenesis.
- the present disclosure provides a novel method for produced a curcuminoid-rich oil extract (i.e., the ATG-235 solution) , in which the curcuminoids dissolved in the oil consist of 25-30% (wt%) of bisdemethoxycurcumin, 25-30% (wt%) of demethoxycurcumin, and 40-50% (wt%) of curcumin.
- the curcuminoid-rich oil extract may regulate the expression of various proteins associated with neuron injury and enhance mitochondrial function in subjects suffering from diseases associated with neuron injury.
- the curcuminoid-rich oil extract produced by the present method may serve as a therapeutic agent for preventing and/or treating a subject suffering from diseases associated with neuron injury thereby enhances the life span and life quality of the subject.
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Abstract
L'invention concerne un extrait d'huile riche en curcuminoïdes, son procédé de production et son utilisation dans le traitement des maladies associées à des lésions neuronales (par exemple, la démence à corps de Lewy, la maladie de Parkinson et la maladie d'Alzheimer. Dans des modes de réalisation préférés, l'extrait d'huile riche en curcuminoïdes comprend des curcuminoïdes dissous dans une huile comestible, les curcuminoïdes étant constitués de 25 à 30 % (en poids) de bisdéméthoxycurcumine, de 25 à 30 % (en poids) de déméthoxycurcumine, et de 40 à 50 % (en poids) de curcumine.
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6497908B1 (en) * | 1999-07-19 | 2002-12-24 | Seiri Oshiro | Turmeric-containing cooking oils and fats |
WO2007109210A2 (fr) * | 2006-03-17 | 2007-09-27 | Herbalscience Singapore Pte. Ltd. | EXTRAITS ET PROCÉDÉS CONTENANT DE l'ESPÈCE CURCUMA |
CN103960378A (zh) * | 2013-01-30 | 2014-08-06 | 丰禾生技股份有限公司 | 含有姜黄素类化合物的食用油组成物及其制法 |
CN109170890A (zh) * | 2018-09-21 | 2019-01-11 | 河南科技学院 | 一种固载姜黄提取物的方法 |
-
2021
- 2021-05-20 WO PCT/CN2021/094802 patent/WO2022241707A1/fr active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6497908B1 (en) * | 1999-07-19 | 2002-12-24 | Seiri Oshiro | Turmeric-containing cooking oils and fats |
WO2007109210A2 (fr) * | 2006-03-17 | 2007-09-27 | Herbalscience Singapore Pte. Ltd. | EXTRAITS ET PROCÉDÉS CONTENANT DE l'ESPÈCE CURCUMA |
CN103960378A (zh) * | 2013-01-30 | 2014-08-06 | 丰禾生技股份有限公司 | 含有姜黄素类化合物的食用油组成物及其制法 |
CN109170890A (zh) * | 2018-09-21 | 2019-01-11 | 河南科技学院 | 一种固载姜黄提取物的方法 |
Non-Patent Citations (2)
Title |
---|
LEE WING-HIN, LOO CHING-YEE, BEBAWY MARY, LUK FREDERICK, MASON REBECCA, ROHANIZADEH RAMIN: "Curcumin and its Derivatives: Their Application in Neuropharmacology and Neuroscience in the 21st Century,", CURRENT NEUROPHARMACOLOGY,, vol. 11, no. 4, 31 December 2013 (2013-12-31), pages 338 - 378, XP093007757 * |
SUN NAIYOU, ZHANG WEI: "The extraction of efficient components derived from curcuma and the preparation of oil一based curcumin", CHINA CONDIMENT, no. 10, 31 October 2003 (2003-10-31), pages 27 - 30, XP009541282, ISSN: 1000-9973 * |
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