ES2642351T3 - Mezclas de rebaudiósido-mogrósido - Google Patents
Mezclas de rebaudiósido-mogrósido Download PDFInfo
- Publication number
- ES2642351T3 ES2642351T3 ES12702707.6T ES12702707T ES2642351T3 ES 2642351 T3 ES2642351 T3 ES 2642351T3 ES 12702707 T ES12702707 T ES 12702707T ES 2642351 T3 ES2642351 T3 ES 2642351T3
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- Prior art keywords
- water
- sweetness
- han guo
- luo han
- fruit
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- FQTLCLSUCSAZDY-SDNWHVSQSA-N (6E)-nerolidol Chemical compound CC(C)=CCC\C(C)=C\CCC(C)(O)C=C FQTLCLSUCSAZDY-SDNWHVSQSA-N 0.000 description 1
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- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 240000006909 Tilia x europaea Species 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
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- 238000004458 analytical method Methods 0.000 description 1
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- XZRVRYFILCSYSP-UHFFFAOYSA-N beta-Bisabolene Natural products CC(C)=CCCC(=C)C1CCC(C)=CC1 XZRVRYFILCSYSP-UHFFFAOYSA-N 0.000 description 1
- DYLPEFGBWGEFBB-UHFFFAOYSA-N beta-Cedren Natural products C1C23C(C)CCC3C(C)(C)C1C(=C)CC2 DYLPEFGBWGEFBB-UHFFFAOYSA-N 0.000 description 1
- 238000000876 binomial test Methods 0.000 description 1
- 235000012206 bottled water Nutrition 0.000 description 1
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- YHBUQBJHSRGZNF-UHFFFAOYSA-N cis-alpha-bisabolene Natural products CC(C)=CCC=C(C)C1CCC(C)=CC1 YHBUQBJHSRGZNF-UHFFFAOYSA-N 0.000 description 1
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- IRAQOCYXUMOFCW-UHFFFAOYSA-N di-epi-alpha-cedrene Natural products C1C23C(C)CCC3C(C)(C)C1C(C)=CC2 IRAQOCYXUMOFCW-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
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- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
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Classifications
-
- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars 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
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/52—Adding ingredients
-
- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/10—Natural spices, flavouring agents or condiments; Extracts thereof
-
- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/36—Terpene glycosides
-
- 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)
-
- 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)
- A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
-
- 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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- 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
-
- 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
- A23V2250/00—Food ingredients
- A23V2250/20—Natural extracts
- A23V2250/21—Plant extracts
-
- 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
- A23V2300/00—Processes
- A23V2300/14—Extraction
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Nutrition Science (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Microbiology (AREA)
- Botany (AREA)
- Mycology (AREA)
- Medicinal Chemistry (AREA)
- Biotechnology (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Birds (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Seasonings (AREA)
- Manufacture Of Tobacco Products (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Seeds, Soups, And Other Foods (AREA)
Description
Tabla 4
- ID Muestra
- % en peso Mog V del total de muestra bss ppm en peso compuestos orgánicos semi-volátiles como Dlimoneno del total de la ppm en peso compuestos orgánicos semi-volátiles en relación con Mog V
- muestra
- Material de
- 49,1% 8,9 18
- alimentación Biovittoria
- Fruit
- Sweetness™
- (284178)
- Luo Han Guo Muestra A (286683)
- 50,9% 0,6 1,2
5 Según la evaluación sensorial se observó que el material Luo Han Guo que había pasado a través de carbón en solución acuosa tenía un sabor mejor y más aceptable que el material de alimentación Luo Han Guo. El análisis de HPLC de un ejemplo de extracto deshidratado de Luo Han Guo que tenía un contenido en mogrósido de aproximadamente 50 % en peso (Biovittoria Fruit Sweetness™) y el análisis del mismo material que había sido tratado con carbón y secado por pulverización, se muestra en los cromatogramas superior e inferior respectivamente
10 en la Figura 1. Los parámetros del método de HPLC fueron como los del Ejemplo 3 con el siguiente gradiente de segmento lineal modificado.
Fase móvil: gradiente lineal acetonitrilo/agua % en volumen
Tiempo [min] Acetonitrilo H2O 0 10 90 10 10 90 20 20 80 25 20 80 30 30 70 35 30 70 55 95 5 65 55 75 10 90
15 El análisis de HPLC demostró que el perfil de los isómeros de mogrósido permanecía esencialmente sin cambios tras el tratamiento con carbón. En la Figura 2 se muestra una vista en aumento de la región más polar de los cromatogramas de la Figura 1, en que el producto tratado presentado en el cromatograma presenta picos en la proximidad de 21 min (marcado con una flecha), muy por debajo de los del producto sin tratar en el cromatograma
20 superior. Para determinar la relación de(l) los componente(s) que eluyeron cerca de los 21 min y la disminución del sabor desagradable “rancio”, se aplicaron una serie de etapas de extracción y purificación para gastar el carbón que había sido utilizado para tratar Luo Han Guo de manera similar a la del Ejemplo 3. Después de cada etapa de extracción y purificación a lo largo de este estudio, un panel de expertos en degustación evaluó las muestras de Luo Han Guo tratado con carbón que se habían elevado ∼5-10X con respecto al nivel original de los componentes
25 recuperados con el fin de identificar las muestras que presentaron el característico sabor desagradable “rancio” de Fruit Sweetness™.
Para recuperar los componentes separados por el tratamiento con carbón de la solución de Luo Han Guo acuosa, se extrajeron aproximadamente 500 g del carbón gastado que había sido utilizado en el refinamiento de Luo Han Guo
30 con varias partes alícuotas de 350 ml de disolventes tras el lavado con agua. Se utilizó etanol y luego acetona para lavar el carbón. Se filtraron los extractos a través de filtros de nilón de 0,45 µm y se evaporaron a sequedad bajo una corriente de nitrógeno a temperatura ambiente para recuperar aproximadamente 2,0 g de sólido. El panel de expertos en degustación anterior observó que el residuo del extracto en acetona tenía el característico sabor desagradable “significativamente” rancio” de Fruit Sweetness™. Se confirmó que el componente de HPLC de 21 min
35 (Figuras 1 y 2) estaba contenido en la fracción de acetona y también en todas las fracciones de sabor desagradable “rancias” subsiguientes, tal como se describe a continuación.
Se aplicó una extracción líquido-líquido entre 50 ml de agua y 50 ml de cloroformo a la fracción extraída con acetona inicial después de deshidratación completa. El sabor desagradable “rancio” permaneció con la fracción hidrosoluble
40 (aproximadamente 1,8 g de solido recuperado). Posteriormente, se aplicó una extracción en fase sólida (EFS) utilizando cuatro cartuchos EFS apilados Sep-Pak C18 de Waters (Waters Corp., WAT020515) para fraccionar aún más el residuo de sabor desagradable. Se cargaron en los cartuchos de 10 ml aproximadamente 10 mg/ml de residuo en agua al mismo tiempo después de acondicionar las extracciones en fase sólida con 5 ml de metanol y 10 ml de agua Milli-Q. A continuación, se obtuvieron fracciones recuperadas utilizando una serie de lavados de EFS de
11
Tabla 7
- Ref. pico (Fig.3)
- Nombre de componente (CAS#) Respuesta organoléptica conocida
- A
- 2-pentil-furano (3777-69-3) Verde, ceroso con un matiz a caramelo quemado amargo
- B
- butanoato de butilo (109-21-7) Dulce, fresco, afrutado, ligeramente graso
- C
- D-limoneno (5989-27-5) Dulce, naranja, de cítricos y terpenos
- D
- t-butilbenceno (98-06-6) ---
- E
- Gamma-terpineno (99-85-4) Terpeno, cítrico, de tipo lima, oleoso, verde con un matiz de fruta tropical
- F
- Butenoato de butilo (7299-91-4) ---
- G
- Terpinoleno (586-62-9) Cítrico, lima, piña, plástico
- Nonanal (75718-12-6)
- ---
- H
- Durene (95-93-2) ---
- I
- 1,3,8-p-mentatrieno (21195-59-5) ---
- J
- p-cimeno (99-87-6) Terpeno y rancio con un toque cítrico oxidado ligeramente leñoso
- K
- Butirato de hexilo (2639-63-6) Manzana, afrutado, verde, jabonoso, dulce
- L
- 1,1,5,6-Tetrametilindane (942-43-8) ---
- M
- Azuleno (275-51-4) ---
- N
- α-ioneno (475-03-6) ---
- O
- 1-metil-naftaleno (90-12-0) De tipo naftilo con un matiz medicinal
- P
- 2-metil-naftaleno (91-57-6) ---
- Q
- dehidro-ar-ionene (30364-38-6) Regaliz
- R
- (-)-α-cedreno (469-61-4) Madera de cedro
- S
- Z-β-farneseno (28973-97-9) Verde cítrico
- T
- (+)-β-cedreno (546-28-1) ---
- U
- Trans-α-bergamoteno (13474-59-4) Madera
- V1
- cis-α-bisaboleno (29837-07-8) ---
- V2
- α-farneseno (502-61-4) Vegetal verde fresco, con matiz de apio y heno y en cierto modo graso y con un toque de fruta tropical
- W
- (-)-β-bisaboleno (495-61-4) Balsámico
- X
- (+)-α-Longipineno (5989-08-2) ---
- Y
- 2-hexil-1-dodecanol (2425-77-6) ---
- Z
- (E)-Nerolidol (40716-66-3) Verde floral, madera, afrutado, cítrico, melón
5 Se disolvió una cantidad de 40 g de Fruit Sweetness™ en 200 g de agua Milli-Q en un vaso de precipitados de 500 ml y se añadieron 30 g de carbón activado (BG-HHM de Calgon Carbon Corporation) a la solución de Fruit Sweetness™. Se agitó la suspensión espesa de carbón activado durante 2 horas, al mismo tiempo que se tomaban muestras de 50 µl de la solución filtrada estéril al cabo de 0, 5, 15, 30, 60, 90 y 120 minutos. Se diluyeron las muestras 20 veces en agua Milli-Q y se analizaron por HPLC en cuanto a la abundancia relativa de mogrósidos
10 entre los intervalos de tiempo. Al cabo de 2 horas, se filtró la suspensión espesa de carbón activado a través de un papel de filtro Whatman nº2 y se introdujo el filtrado esterilizado en un frasco de liofilizado calibrado. Una vez liofilizado el filtrado estéril, se registró su masa y se analizó por HPLC en cuanto a su contenido en mogrósido. Se designó el material liofilizado Muestra B. A continuación, se sometieron a ensayo 550 ppm de una solución de agua de pH neutro de Fruit Sweetness™ tratado con suspensión espesa de carbón frente a 500 ppm Reb A 97 en agua
15 de pH neutro en cuanto a la preferencia del gusto con la participación de un panel de 48 a 50 examinadores. Con fines comparativos, se examinó también Fruit Sweetness™ frente a 500 ppm Reb A 97 en cuanto a la preferencia en agua de pH neutro. Se llevaron a cabo las pruebas como un diseño de bloque completo. Se rotó el orden de presentación. Se sirvieron las soluciones en copas de suflé de 60 cc (2 onzas) a temperatura ambiente. Se dio instrucciones a los examinadores para que consumieran toda la muestra. No se permitió a los examinadores volver a
20 degustar las muestras. Se pidió al panel de examinadores que identificaran la solución que era más dulce y cuál preferían. Se puso a disposición de los examinadores del panel agua embotellada, 2 % de solución de sacarosa y galletas cracker sin sal para que se aclararan el paladar antes de la prueba y durante ella.
Se analizaron los datos con una prueba binomial con un riesgo alfa de 0,05 como prueba de dos colas para el dulzor 25 y una prueba de una cola para la preferencia.
Tabla 8
- Preferencia
- Dulzor
- Recuento
- valor-p una cola Recuento valor-p dos colas
- 500 ppm Reb A 97
- 22 22 0,47
- 550 ppm Fruit Sweetness™
- 26 0,24 26
13
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