WATER-DISPERSIBLE COLORING COMPOSITION

Abstract

A water-dispersible composition comprising a dispersion of a carotenoid pigment in combination with a formulation comprising a curcumin pigment.

Claims

1-49. (canceled)

50. A water-dispersible composition comprising: (i) a water-dispersible composition comprising a dispersion comprising at least 2% (w/w) carotenoid natural hydrophobic pigment in the form of solid particles having an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising polysorbate as a water-soluble emulsifier, wherein the ratio (w/w) of polysorbate emulsifier: carotenoid pigment is in the range of 1:10 to 4:1; wherein the carotenoid natural hydrophobic pigment is at least one selected from bixin, -carotene, a-carotene, apocarotenals, canthaxanthin, saffron, crocin, capsanthin, capsorubin, lutein, astaxanthin, rubixanthin, violaxanthin, rhodoxanthin and lycopene; in combination with (ii) a water-dispersible formulation comprising a curcumin pigment.

51. The water-dispersible composition according to claim 50, wherein the carotenoid natural hydrophobic pigment is at least one selected from bixin and -carotene.

52. The water-dispersible composition of claim 50, wherein the solid particles have an average size of at the most 0.4 mm.

53. The water-dispersible composition according to claim 50, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:4 to 3:1.

54. The water-dispersible composition of claim 50, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:2 to 2:1.

55. The water-dispersible composition according to claim 50, wherein the dispersion comprises at least 5% (w/w) of the carotenoid natural hydrophobic pigment in the form of solid particles having an average size of at the most 10 m.

56. The water-dispersible composition according to claim 50, wherein the polysorbate water-soluble emulsifier is polysorbate 80.

57. The water-dispersible composition according to claim 50, wherein the polysorbate water-soluble emulsifier is present in the composition in an amount of at least 5% (w/w).

58. The water-dispersible composition according to claim 50, wherein the polysorbate water-soluble emulsifier is present in the composition in an amount of at the most 35% (w/w).

59. The water-dispersible composition according to claim 50, wherein at least 80% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate water-soluble emulsifier.

60. The water-dispersible composition according to claim 50, wherein the pH of the water-dispersible composition is from 2 to 5.

61. An edible product or a pharmaceutical product comprising a water-dispersible composition according to claim 50.

62. The product according to claim 61, wherein the product has a pH of at the most 6.

63. The product according to claim 61, wherein the product is a food product or a feed product.

64. A method for preparing a water-dispersible pigment composition according to claim 50, comprising preparing a dispersion comprising at least 2% (w/w) of the carotenoid natural hydrophobic pigment in the form of solid particles by comminuting the pigment in an aqueous phase comprising polysorbate as a water-soluble emulsifier, to obtain a dispersion comprising the pigment in the form of solid particles having an average size of at the most 10 m.

65. The method according to claim 64, wherein the pigment is comminuted in an aqueous phase in the absence of a hydrocolloid.

66. The method according to according to claim 64, wherein the ratio of polysorbate emulsifier:carotenoid pigment is in a range of 1:10 to 4:1.

67. The water-dispersible composition according to claim 50, wherein the water-dispersible composition (ii) is a water-dispersible formulation comprising at least 1% (w/w) of curcumin pigment in the form of solid particles having an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising a dispersant agent.

68. The water-dispersible composition according to claim 67, wherein the dispersant agent is selected from gum arabic, locust bean gum, pectin, beet-pectin, gelatin, and starch.

69. The water-dispersible composition according to claim 68, wherein the dispersant agent is a starch sodium octenyl succinate derivative.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0048] The inventors of the present invention have found that a water-dispersible composition of the first aspect and herein relevant embodiments thereof provides a coloring agent with a very high tinctorial power and acid stability compared to conventional coloring agents currently on the market.

[0049] The present invention relates to a water-dispersible composition comprising:

[0050] (1) A dispersion of at least 2% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising polysorbate as a water-soluble emulsifier and wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:10 to 4:1; and

[0051] wherein the carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of: bixin, -carotene, a-carotene, apocarotenals, canthaxanthin, saffron, crocin, capsanthin, capsorubin, lutein, astaxanthin, rubixanthin, violaxanthin, rhodoxanthin and lycopene;

[0052] in combination with

[0053] (2) A water-dispersible formulation comprising a curcumin pigment.

[0054] The dispersion comprising a carotenoid pigment The water-dispersible composition according to the invention comprises at least one carotenoid natural pigment.

[0055] As discussed aboveoccasionally, food grade or pharmaceutically acceptable coloring agents are provided that contain coloring substances in the form of synthetic or artificial compounds having substantially the same chemical composition as natural occurring coloring agents. These types of coloring agents are also referred to in the art as nature identical colors.

[0056] In the present context, the expressions naturally occurring coloring agents and natural pigments also include nature identical colors.

[0057] As known in the art-carotene is an example of a pigment that may be obtained directly from a natural source and/or be a so-called nature identical color.

[0058] The natural carotenoid pigment can be any food grade or pharmaceutically acceptable coloring matter derived from a natural source. Thus, the pigment may either be in a substantially pure form or it may be contained in the material where it occurs naturally such as a plant or animal material, optionally in combination with a food grade and/or pharmaceutically acceptable carrier.

[0059] It is essential that the carotenoid pigments used in the current composition are solid water insoluble pigments.

[0060] Hydrophobic pigments are not soluble in water at any pH value.

[0061] Carotenoids which have yellow, orange or red colors occur widely in nature and important sources are plants including grasses, the annatto tree, citrus species, Capsicum annum, Crocus sativus flowers and marigold flowers, marine algae, yeast and some animals. Carotenoids can be divided into the following classes: carotenoid hydrocarbons, xanthophylls and apocarotenoids.

[0062] As discussed above in relation to the first aspectthe carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of bixin, -carotene, -carotene, apocarotenals, canthaxanthin, saffron, crocin, capsanthin, capsorubin, lutein, astaxanthin, rubixanthin, violaxanthin, rhodoxanthin and lycopene.

[0063] Bixin will at high pH change to norbixin which is water soluble.

[0064] The dispersion as described herein may comprise two or more different carotenoidsfor instance 3% (w/w) of bixin and 6% (w/w) -carotene, which give a composition with 9% (w/w) of carotenoid natural hydrophobic pigment.

[0065] Preferably, the carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of bixin and -carotene.

[0066] In a particular embodiment the present invention relates to a water-dispersible composition comprising a dispersion of at least 2%, such as at least 3%, such as at least 4%, such as at least 5%, such as at least 6%, such as at least 7%, such as at least 8%, such as at least 9%, such as at least 10%, such as at least 15%, such as at least 20%, such as at least 25% (w/w) based on the dispersion, of carotenoid natural hydrophobic pigment as described above in the form of solid particles of an average size of at the most 10 m or even less, see the below listed average sizes, said particles being dispersed in an aqueous phase comprising at least one water-soluble polysorbate emulsifier.

[0067] In a particular embodiment of the present invention the water-dispersible composition as described herein is comprising a dispersion of less than 50% (w/w), such as less than 40% (w/w), such as less than 37% (w/w), such as less than 35% (w/w), such as less than 30% (w/w) of carotenoid natural hydrophobic pigment based on the dispersion.

[0068] In preferred embodiments, the average size of the solid particles is at the most 9 m, such as at the most 8 m, such as at the most 7 m, such as at the most 6 m, such as at the most 5 m, such as the most 4 m, such as at the most 3 m, such as at the most 2 m, such as at the most 1.9 m, such as at the most 1.8 m, such as at the most 1.7 m, such as at the most 1.6 m, such as at the most 1.5 m, such as at the most 1.4 m, such as the most 1.3 m, such as at the most 1.2 m, such as the most 1.1 m, such as the most 1.0 m, such as at the most 0.9 m, such as at the most 0.8 m, such as at the most 0.7 m, such as at the most 0.6 m, such as at the most 0.5 m, such as at the most 0.4 m, such as at the most 0.3 m, such as at the most 0.2. In a particular embodiment of the present invention the average size of the solid particles of the carotenoid pigment is at least 0.1 m.

[0069] In a particular embodiment the present invention relates to a water-dispersible composition comprising at least 2%, such as at least 3%, such as at least 4%, such as at least 5%, such as at least 6%, such as at least 7%, such as at least 8%, such as at least 9%, such as at least 10%, such as at least 15%, such as at least 20%, such as at least 25% (w/w) based on the water-dispersible composition, of carotenoid natural hydrophobic pigment as described above in the form of solid particles of an average size of at the most 10 m or even less, see the below listed average sizes, said particles being dispersed in an aqueous phase comprising at least one water-soluble polysorbate emulsifier.

[0070] In a particular embodiment of the present invention the water-dispersible composition as described herein is comprising less than 50% (w/w), such as less than 40% (w/w), such as less than 37% (w/w), such as less than 35% (w/w), such as less than 30% (w/w) of carotenoid natural hydrophobic pigment based on water-dispersible composition.

[0071] In relation to measurement of size of the particlesin working examples herein were used Malvern MasterSizer and there was measured D(4,3). As known in the artD(4,3) relates to mean diameter by volume (i.e. the same as mass).

[0072] Accordingly and as understood by the skilled person in the present contextthe average size of the particles relates to D(4,3) measured Malvern MasterSizer.

[0073] Polysorbates are a class of emulsifiers used in some pharmaceuticals and food preparation. Polysorbates are oily liquids derived from ethoxylated sorbitan (a derivative of sorbitol) esterified with fatty acids. Common brand names for polysorbates include Scattics, Alkest, Canarcel, and Tween.

[0074] As discussed abovepolysorbates are very cost-efficient and this is a herein relevant advantage of the use of polysorbate as emulsifier as discussed herein.

[0075] The polysorbate may e.g. be polysorbate 20, polysorbate 40, polysorbate 60, polysorbate 65, polysorbate 80 or a mixture of these.

[0076] In working examples herein was used polysorbate 80 and it may be a preferred polysorbate.

[0077] Suitable examples of polysorbate include polysorbate with E-numbers: E 431, E 432, E 433, E 434, E 435 or E 436.

[0078] As known in the artE-numbers are codes for substances that can be used as food additives for use within the European Union and the E-numbers are not changed over time and E-numbers therefore directly and unambiguously technically define a food additive of interest.

[0079] In a preferred embodiment the water-soluble emulsifier is present in the dispersion in an amount of at least 2% (w/w), such as at least 3% (w/w), such as at least 5% (w/w), such as at least 6% (w/w), such as at least 7% (w/w), such as at least 8% (w/w), such as at least 9% (w/w), such as at least 10% (w/w), such as at least 11% (w/w), such as at least 12% (w/w), such as at least 13% (w/w), such as at least 14% (w/w), such as at least 15% (w/w), and such as at least 20% (w/w) based on the dispersion.

[0080] In a preferred embodiment the water-soluble emulsifier is present in the dispersion in an amount of at the most 40% (w/w), such as at the most 35% (w/w), such as at the most 25% (w/w), such as at the most 24% (w/w), such as at the most 23% (w/w), such as at the most 22% (w/w), such as at the most 21% (w/w), such as at the most 20% (w/w) based on the dispersion.

[0081] In a preferred embodiment the water-soluble emulsifier is present in the dispersion in an amount of 3% (w/w) to 40% (w/w), 5% (w/w) to 35% (w/w), such as 7% (w/w) to 30% (w/w), such as 10% (w/w) to 25% (w/w), such as 12% (w/w) to 24% (w/w), such as 13% (w/w) to 23% (w/w), such as 14% (w/w) to 22%% (w/w), such as at least 15% (w/w) to 20% (w/w) based on the dispersion.

[0082] The low concentration of water-soluble emulsifier needed in the coloring composition of the present invention to achieve acid stability as well as high tinctorial power assures that costs of production can be kept at a minimum and the inventors have found that no off-taste from the water soluble emulsifier is detectable in the finished edible product (e.g. a 5 soft drink).

[0083] As discussed above in relation to the first aspectthe ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:10 to 4:1, more preferably in the range of 1:10 to 3:1.

[0084] As discussed aboveworking examples herein show that it is possible to obtain good carotenoid color products even with use of relatively small amounts of polysorbate as emulsifier, which is an advantage of the present invention.

[0085] Preferably there is not used more polysorbate than required in order to make a water-dispersible composition as described herein.

[0086] In a particular embodiment of the present invention the ratio (w/w) of polysorbate emulsifier to carotenoid pigment is in the range of 1:4 to 4:1, such as 1:4 to 3:1 or such as 1:3 to 3:1. In a preferred embodiment of the invention the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:4 to 2:1, such as 1:2.5 to 2.5:1 or such as 1:2 to 2:1.

[0087] The water-dispersible composition as described herein may comprise other types of emulsifier than polysorbate.

[0088] However, it is preferred that at least 80% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier, more preferably that at least 90% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier, even more preferably that at least 97% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier and most preferably that essentially all of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier.

[0089] Preferably, the pH of the water-dispersible composition, the dispersion comprising the carotenoid and the water dispersible formulation comprising the curcumin is from 1 to 7, more preferably from 2 to 5 and even more preferably from 2.5 to 4. In a most preferred embodiment the pH is from 3.5 to 4.5.

[0090] In a particular embodiment the water-dispersible composition as described herein also comprises an antioxidant (such as tocopherols, rosemary extract, ascorbic acid or ascorbates).

[0091] In one preferred embodiment the solid particles are being dispersed in the aqueous phase in the absence of a hydrocolloid.

[0092] The term hydrocolloid as used herein refers to a protective colloid which prevents agglomeration of the pigments and thus provides wetting and dispersing activity. Examples of hydrocolloids include gelatin, gum arabic, beet pectin and starch octenyl succinate derivatives.

[0093] Starch octenyl succinate is the common name given to starch n-octenyl succinate which is made by treating starch with n-octenyl succinic anhydride at pH 8-8.5. This type of starch derivative is anionic due to a carboxyl group and hydrophobic due to the C.sub.8-alkene chain. The common E-number of starch sodium octenyl succinate derivatives is E1450 (see EU food additive legislation).

[0094] Preferably, the solid particles of the first aspect comprises carotenoid (preferably bixin and/or -carotene) crystals covered with polysorbate and the solid particles comprise less than 0.5% (preferably 0%) (w/w) of fat, oil or wax.

[0095] In a particular preferred embodiment, the water-dispersible composition of the first aspect and herein relevant embodiments thereof is a water-dispersible composition, wherein the water-dispersible composition comprises a dispersion of at least 10% (w/w) of -carotene as the natural pigment in the form of solid particles of an average size of at the most 10 m, said particles being dispersed in an aqueous phase comprising polysorbate as the water-soluble emulsifier and wherein the ratio (w/w) of polysorbate emulsifier:-carotene pigment is in the range of 1:3 to 3:1.

[0096] In relation to the embodiment immediately aboveit is preferred that:

[0097] the composition comprises at least 12% (w/w) of -carotene, more preferably at least 14% (w/w) of -carotene and even more preferably at least 18% (w/w) of -carotene based on dispersion;

[0098] the solid particles have an average size of at the most 4 m, more preferably of at the most 2 m, even more preferably of at the most 1.5 m and most preferably of at the most 1.0 m; and/or

[0099] the ratio (w/w) of polysorbate emulsifier:-carotene pigment is in the range of 1:2 to 3:1, more preferably in the range of 1:2 to 2:1 and even more preferably in the range of 1:2 to 1.5:1; and/or

[0100] wherein solid particles comprises -carotene crystals covered with polysorbate and the solid particles comprise less than 0.5% (preferably 0%) (w/w) of fat, oil or wax.

[0101] In a particular preferred embodiment, the water-dispersible composition of the first aspect and herein described embodiments thereof is a water-dispersible composition, wherein the water-dispersible composition comprises a dispersion of at least 10% (w/w) of bixin as the natural pigment in the form of solid particles of an average size of at the most 10 m, said particles being dispersed in an aqueous phase comprising polysorbate as the water-soluble emulsifier and wherein the ratio (w/w) of polysorbate emulsifier:bixin pigment is in the range of 1:3 to 3:1.

[0102] In relation to the embodiment immediately aboveit is preferred that:

[0103] the composition comprises at least 12% (w/w) of bixin, more preferably at least 14% (w/w) of bixin and even more preferably at least 18% (w/w) of bixin based on the dispersion

[0104] the solid particles have an average size of at the most 4 m, more preferably of at the most 2 m, even more preferably of at the most 1.5 m and most preferably of at the most 1.0 m;

[0105] the ratio (w/w) of polysorbate emulsifier:bixin pigment is in the range of 1:2 to 3:1, more preferably in the range of 1:2 to 2:1 and even more preferably in the range of 1:2 to 1.5:1; and/or

[0106] wherein solid particles comprises bixin crystals covered with polysorbate and the solid particles comprise less than 0.5% (preferably 0%) (w/w) of fat, oil or wax.

[0107] As discussed abovea fourth aspect of the invention relates to a method for preparing a water-dispersible pigment composition of the first aspect and herein relevant embodiments thereof, the method comprising preparing a dispersion of at least 2% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles by comminuting the pigment in an aqueous phase comprising polysorbate as a water-soluble emulsifier, to obtain a dispersion comprising the pigment in the form of solid particles of an average size of at the most 10 m.

[0108] Preferably the comminuting is done by milling, preferably wet milling.

[0109] A preferred milling is ball milling.

[0110] As understood by the skilled person in the present contextpreferred embodiments in relation to a water-dispersible composition of the first aspect may imply corresponding evident preferred embodiments in relation to the fourth aspect of the invention (relating to a method for preparing a water-dispersible pigment composition of the first aspect).

[0111] For instance, in relation to the method of the fourth aspect it may be preferred that:

[0112] the pigment is comminuted in an aqueous phase in the absence of a hydrocolloid;

[0113] the polysorbate emulsifier is present in an amount of at least 5% (w/w);

[0114] the ratio of polysorbate emulsifier:carotenoid pigment is in a range of 1:10 to 4:1.

[0115] The Second Water-Dispersible Composition Comprising a Curcumin Pigment

[0116] Preferably, the water-dispersible composition (2) of the first aspect comprising curcumin pigment is:

[0117] a water-dispersible formulation comprising at least 1% (w/w) of curcumin pigment in the form of solid particles of an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising a dispersant agent.

[0118] The curcumin pigment can be any food grade or pharmaceutically acceptable coloring matter derived from a natural source. Thus, the pigment may either be in a substantially pure form or it may be contained in the material where it occurs naturally such as a plant, optionally in combination with a food grade and/or pharmaceutically acceptable carrier.

[0119] The term dispersant agent should be understood as the skilled person would understand it in the present context. As understood by the skilled person in the present context, a dispersant agent works as dispersant agent in the sense that it stably disperses the solid pigment particles so there is not unwanted sedimentation of the solid pigment particles.

[0120] As known to the skilled personwhen there is unwanted sedimentation of the solid pigment particles the herein relevant color will be lost.

[0121] As known in the artan emulsifier is an example of a dispersant agent.

[0122] A dispersant agent may e.g. also be what in the art sometimes is termed a hydrocolloid. Examples of herein suitable hydrocolloids are gum arabic, locust bean gum, pectin, beet-pectin, gelatin or preferably starch.

[0123] A preferred starch is starch octenyl succinate derivative, preferably starch sodium octenyl succinate.

[0124] Starch sodium octenyl succinate derivative have the common E-number E1450 (see EU food additive legislation).

[0125] In relation to the water-dispersible composition (2) of the first aspect comprising curcumin pigment, it is preferred that the dispersant agent is not polysorbate.

[0126] In relation to the water-dispersible composition (2) of the first aspect comprising curcumin pigment, the dispersant agent may e.g. be gum arabic, locust bean gum, pectin, beet-pectin, gelatin or preferably starch.

[0127] Preferably, the starch is a starch sodium octenyl succinate derivative.

[0128] In relation to the water-dispersible formulation (2) of the first aspect comprising curcumin pigment, it may be preferred that the ratio (w/w) of dispersant agent:curcumin pigment is in the range of 1:1000 to 1000:1. In a particular embodiment of the present invention the ratio (w/w) of dispersant agent starch:curcumin pigment is in the range of to 4:1 to 1:4, such as 3:1 to1:3, such as 2:1 to 1:2.

[0129] In a particular embodiment of the present invention the water-dispersible formulation comprises between 1% to 35% (w/w) curcumin if the composition is an aqueous composition. The composition comprises at least 1%, such as at least 2%, such as at least 5%, such as at least 6%, such as at least 10%, such as at least 15% (w/w) of curcumin. In a particular embodiment the formulation comprises up to 35%, such as up 30%, such as up to 25%, such as up to 20%, such as up to 15% (w/w) of curcumin.

[0130] If the formulation is a dry powder it comprises at least 40%, such as at least 50%, such as at least 60%, such as at least 70% (w/w), such as at least 80% (w/w), such as at least 90% (w/w), such as at least 95% (w/w) of curcumin.

[0131] The Water Dispersible Composition Comprising a Carotenoid and a Curcumin

[0132] The water dispersible composition of the present invention is described as:

[0133] A water-dispersible composition comprising:

[0134] (1) A dispersion of at least 2% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising polysorbate as a water-soluble emulsifier and wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:10 to 4:1; and wherein the carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of: bixin, -carotene, a-carotene, 10 apocarotenals, canthaxanthin, saffron, crocin, capsanthin, capsorubin, lutein, astaxanthin, rubixanthin, violaxanthin, rhodoxanthin and lycopene; in combination with

[0135] (2) A water-dispersible formulation omprising a curcumin pigment.

[0136] The ratio of carotenoid to curcumin in the final composition is preferably 10:1 to 1:10, such as 7:1 to 1:7, such as 5:1 to 1:5, such as 2:1 to 1:2, such as 6:1 to 1:3. In a particular embodiment the ratio of carotenoid to curcumin is not 1:1.

[0137] In a particular embodiment the carotenoid is bixin and the ratio of bixin to curcumin in the final composition is preferably 10:1 to 1:10, such as 7:1 to 1:7, such as 5:1 to 1:5, such as 2:1 to 1:2, such as 6:1 to 1:3. In a particular embodiment the ratio of bixin to curcumin is not 1:1.

[0138] The water-dispersible composition according to the present invention is useful in the manufacture of an edible product or a pharmaceutical product. An edible product may e.g. be a food product or a feed product.

[0139] The water-dispersible composition according to the present invention can be used as a colorant for food, feed and/or pharmaceutical products. The composition is particularly useful in low pH applications such as in application where pH of the product is below 7, such as below 6, such as below 4, or even below a pH of 3. Most food products are in the acidic range and a specific useful application includes coloring of beverage products. In beverage products the pH is typically around 2-3 and the beverage product is therefore preferably a beverage product, wherein the pH is from pH 2 to 3.

[0140] Preferred examples of a food product are beverage, wine gum, marmalade, jam, sugar confectionary, panned chocolate lentils, sausage casings, pasta, macaroni, cheese, prepared food or extruded foods.

[0141] Preferred example of a beverage is soft drink.

[0142] Preferably, the food product is a sauce. In a particular embodiment the sauce is a pasta sauce.

[0143] In a particular embodiment the present invention relates to a pharmaceutical product comprising a composition according to the above description.

[0144] The present invention is further illustrated by the following items:

[0145] Item 1. A water-dispersible composition comprising:

[0146] (1) A dispersion of at least 2% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising polysorbate as a water-soluble emulsifier and wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:10 to 4:1; and

[0147] wherein the carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of: bixin, -carotene, a-carotene, apocarotenals, canthaxanthin, saffron, crocin, capsanthin, capsorubin, lutein, astaxanthin, rubixanthin, violaxanthin, rhodoxanthin and lycopene;

[0148] in combination with

[0149] (2) A water-dispersible formulation comprising a curcumin pigment.

[0150] Item 2. The water-dispersible composition according to item 1, wherein the carotenoid natural hydrophobic pigment is at least one pigment selected from the group consisting of:

[0151] bixin and -carotene.

[0152] Item 3. The water-dispersible composition according to any of the preceding items, wherein the solid particles have an average size of at the most 2 m.

[0153] Item 4. The water-dispersible composition of item 3, wherein the solid particles have an average size of at the most 1 m.

[0154] Item 5. The water-dispersible composition of item 4, wherein the solid particles have an average size of at the most 0.4 m.

[0155] Item 6. The water-dispersible composition according to any of the preceding items, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:4 to 3:1.

[0156] Item 7. The water-dispersible composition of item 6, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:3 to 3:1.

[0157] Item 8. The water-dispersible composition of item 6, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:4 to 2:1.

[0158] Item 9. The water-dispersible composition of item 8, wherein the ratio (w/w) of polysorbate emulsifier:carotenoid pigment is in the range of 1:2 to 2:1.

[0159] Item 10. The water-dispersible composition according to any of the preceding items, wherein the carotenoid natural hydrophobic pigment is a water-insoluble pigment.

[0160] Item 11. The water-dispersible composition according to any of the preceding items, wherein the dispersion comprises at least 5% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m.

[0161] Item 12. The water-dispersible composition according to item 11, wherein the dispersion comprises at least 8% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m.

[0162] Item 13. The water-dispersible composition according item 12, wherein the dispersion comprises at least 10% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles of an average size of at the most 10 m.

[0163] Item 14. The water-dispersible composition according to of any of the preceding items, wherein the polysorbate is polysorbate 20, polysorbate 40, polysorbate 60, polysorbate 65, polysorbate 80 or a mixture of these.

[0164] Item 15. The water-dispersible composition according to item 14, wherein the polysorbate is polysorbate 80.

[0165] Item 16. The water-dispersible composition according to of any of the preceding items, wherein the polysorbate water-soluble emulsifier is present in the dispersion in an amount of at least 5% (w/w).

[0166] Item 17. The water-dispersible composition according to of any of the preceding items, wherein the polysorbate water-soluble emulsifier is present in the dispersion in an amount of at the most 35% (w/w).

[0167] Item 18. The water-dispersible composition according to of any of the preceding items, wherein at least 80% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier.

[0168] Item 19. The water-dispersible composition according to item 18, wherein at least 97% (w/w) of the total amount of emulsifier in the water-dispersible composition is the polysorbate emulsifier.

[0169] Item 20. The water-dispersible composition according to of any of the preceding items, wherein the pH of the water-dispersible composition is a pH from 2 to 5.

[0170] Item 21. The water-dispersible composition according to of any of the preceding items, wherein the water-dispersible composition also comprises an antioxidant.

[0171] Item 22. The water-dispersible composition according to of any of the preceding items, wherein the solid particles are being dispersed in the aqueous phase in the absence of a hydrocolloid.

[0172] Item 23. The water-dispersible composition according to item 22, wherein the hydrocolloid is gelatin, gum arabic, beet pectin or starch octenyl succinate derivative.

[0173] Item 24. The water-dispersible composition according to of any of the preceding items, wherein the solid particles of item 1 comprise carotenoid crystals covered with polysorbate and the solid particles comprise less than 0.5% (w/w) of fat, oil or wax.

[0174] Item 25. The water-dispersible composition according to item 24, wherein the carotenoid crystals are bixin and/or -carotene crystals.

[0175] Item 26. The water-dispersible composition according to any of items 24 to 25, wherein the solid particles comprise 0% (w/w) of fat, oil or wax.

[0176] Item 27. Use of a water-dispersible composition according to of any of the preceding items for the manufacture of an edible product or a pharmaceutical product.

[0177] Item 28. The use according to item 27, wherein the edible product or pharmaceutical product is a product with a pH of at the most 6.

[0178] Item 29. The use according to item 28, wherein the edible product or pharmaceutical product is a product with a pH of at the most 4.

[0179] Item 30. The use according to any of the items 27 to 29, wherein the product is an edible product and the edible product is a food product or a feed product.

[0180] Item 31. The use according to any of the items 27 to 30, wherein water-dispersible composition is used as a colorant for a food product, a feed product or a pharmaceutical product.

[0181] Item 32. The use according to item 31, wherein the product is a food product.

[0182] Item 33. The use according to item 32, wherein the food product is a beverage, wine gum, marmelade, jam, sugar confectionary, panned chocolate lentils, sausage casings, pasta, macaroni, cheese, prepared food or extruded foods.

[0183] Item 34. The use according to item 33, wherein the food product is a beverage.

[0184] Item 35. The use according to item 34, wherein the beverage is a soft drink.

[0185] Item 36. The use according to any of the items 34 to 35, wherein the beverage is a beverage, wherein the pH is from pH 2 to 3.

[0186] Item 37. An edible product comprising a water-dispersible composition according to any of the items 1 to 26.

[0187] Item 38. A method for preparing a water-dispersible pigment composition according to any of the items 1 to 26, the method comprising preparing a dispersion of at least 2% (w/w) of carotenoid natural hydrophobic pigment in the form of solid particles by comminuting the pigment in an aqueous phase comprising polysorbate as a water-soluble emulsifier, to obtain a dispersion comprising the pigment in the form of solid particles of an average size of at the most 10 m.

[0188] Item 39. The method according to item 38, wherein the comminuting is done by milling.

[0189] Item 40. The method according to any of the items 38 to 39, wherein the pigment is comminuted in an aqueous phase in the absence of a hydrocolloid.

[0190] Item 41. The method according to any of the items 38 to 40, wherein the polysorbate emulsifier is present in an amount of at least 5% (w/w).

[0191] Item 42. The method according to according to any of the items 38 to 41, wherein the ratio of polysorbate emulsifier:carotenoid pigment is in a range of 1:10 to 4:1.

[0192] Item 43. The water-dispersible composition according to any of items 1 to 26, wherein the water-dispersible composition (2) of item 1 comprising curcumin pigment is: a water-dispersible composition comprising a dispersion of at least 1% (w/w) of curcumin pigment in the form of solid particles of an average size of at the most 10 m, said solid particles being dispersed in an aqueous phase comprising a dispersant agent.

[0193] Item 44. The water-dispersible composition according to item 43, wherein the dispersant agent is not polysorbate.

[0194] Item 45. The water-dispersible composition according to item 43, wherein the dispersant agent is gum arabic, locust bean gum, pectin, beet-pectin, gelatin or preferably starch.

[0195] Item 46. The water-dispersible composition according to item 44, wherein the starch is a starch sodium octenyl succinate derivative.

[0196] Item 47. The water-dispersible composition according to any of items 43 to 46, wherein the ratio (w/w) of dispersant agent:curcumin pigment is in the range of 1:1000 to 1000:1.

[0197] Item 48. The use according to item 32, wherein the food product is sauce.

[0198] Item 49. The use according to item 48, wherein the sauce is a pasta sauce.

[0199] The invention is further illustrated by the following non-limiting examples.

EXAMPLES

Example 1

Composition with beta-carotene and polysorbate

[0200] Composition of milled suspension:

TABLE-US-00001 Ingredient % Amount (g) Dem. water 73.8 2952 Polysorbate 80 7.5 300 Ascorbic acid 3 120 K-sorbate 0.1 4 Acetic acid 0.6 24 Beta-carotene crystals 15 600 Citric acid to pH 3.0-3.5

[0201] Ball milling:

[0202] The color suspension was milled on a LabStar ball mill (Netzsch, Germany) in two steps.

[0203] The particle size of the milled beta-carotene crystals was measured on a Malvern Mastersizer.

[0204] During the first milling step the mill was equipped with 450 ml of beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range 0.6-0.8 mm and a 0.2 mm slit on the mill.

[0205] Milling was continued until all particles with a diameter of above 10 microns had disappeared.

[0206] The beads were then exchanged with 450 ml of smaller beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.3-0.4 mm.

[0207] Milling was continued until a particle size (d(4,3)) of 0.26 microns was obtained. After storage for 3 months at 4 C. a mean particle size d(4,3) of 0.28 microns was measured.

[0208] The viscosity of the composition was still very low after milling and this was still the case after storage for 3 months at 4 C.

[0209] Beta-carotene strength was measured: 12.48%.

[0210] 0.032 g of the color formulation was dissolved in 250 ml of a standard soft drink medium with a pH value of 3.0 and measured on a Minolta Chromameter, CT310.

[0211] Chroma was measured at 96.51, which is a high value.

Example 2

Composition with crystalline bixin and polysorbate

[0212] Composition of milled suspension:

TABLE-US-00002 Ingredient % Amount (g) Dem. water 73.8 2952 Polysorbate 80 7.5 300 Ascorbic acid 3 120 K-sorbate 0.1 4 Acetic acid 0.6 24 Bixin crystals 90% 15 600 Citric acid to pH 3.0-3.5

[0213] Ball milling:

[0214] The color suspension was milled on a LabStar ball mill (Netzsch, Germany) in two steps. The particle size of the milled bixin crystals was measured on a Malvern Mastersizer.

[0215] During the first milling step the mill was equipped with 450 ml of beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.6-0.8 mm and a 0.2 mm slit on the mill.

[0216] Milling was continued until a particle size (d (4,3)) of 0.73 microns was obtained.

[0217] The beads were then exchanged with 450 ml of smaller beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.3-0.4 mm and a 0.1 mm slit on the mill.

[0218] Milling was continued until a particle size (d (4,3)) of 0.28 microns was obtained. After storage for 3 months at 4 C. a mean particle size d(4,3) of 0.28 microns was measured.

[0219] The viscosity of the composition was still very low after milling and this was still the case after storage for 3 months at 4 C.

[0220] Bixin strength was measured: 13.0%. 0.0385 g of the color formulation was dissolved in 250 ml of a standard soft drink medium with a pH value of 3.0 and measured on a Minolta Chromameter, CT310.

[0221] Chroma was measured at 90.18, which is a high value.

Example 3

Composition with beta-carotene and polysorbate

[0222] Composition of milled suspension:

TABLE-US-00003 Ingredient % Amount (g) Dem. water 66.3 2652 Polysorbate 80 15 600 Ascorbic acid 3 120 K-sorbate 0.1 4 Acetic acid 0.6 24 Beta-carotene crystals 15 600 Citric acid to pH 3.0-3.5

[0223] Ball milling:

[0224] The color suspension was milled on a LabStar ball mill (Netzsch, Germany) in two steps.

[0225] The particle size of the milled beta-carotene crystals was measured on a Malvern Mastersizer.

[0226] During the first milling step the mill was equipped with 450 ml of beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range 0.6-0.8 mm and a 0.2 mm slit on the mill.

[0227] Milling was continued until all particles with a diameter of above 10 microns had disappeared.

[0228] The beads were then exchanged with 450 ml of smaller beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.3-0.4 mm.

[0229] Milling was continued until a particle size (d (4,3)) of less than 0.30 microns was obtained.

[0230] The viscosity of the composition was after milling still very low.

[0231] Beta-carotene strength was measured: around 12-13%.

Example 4

Composition with crystalline bixin and polysorbate

[0232]

TABLE-US-00004 Ingredient % Amount (g) Dem. Water 63.3 2476 Polysorbate 80 11 440 Ascorbic acid 4 160 K-benzoate 0.1 4 Acetic acid 30% 0.6 80 Bixin crystals 90% 21 840 Citric acid to pH 3.0-3.5

[0233] Ball milling:

[0234] The color suspension was milled on a LabStar ball mill (Netzsch, Germany) in two steps.

[0235] The particle size of the milled bixin crystals was measured on a Malvern Mastersizer. During the first milling step the mill was equipped with 450 ml of beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.6-0.8 mm and a 0.2 mm slit on the mill.

[0236] Milling was continued until a particle size (d (v,0.5)) of 0.42 microns was obtained. The beads were then exchanged with 450 ml of smaller beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.3-0.4 mm and a 0.1 mm slit on the mill.

[0237] Milling was continued until a particle size (d (v,0.5)) of 0.25 microns was obtained. After storage for 3 months at 4 C. a mean particle size d(v,0.5) of 0.28 microns was measured.

[0238] The viscosity of the composition was very low also after milling. This was still the case after storage for 3 months at 4 C.

Example 5

Composition with beta-carotene and polysorbate

[0239] Composition of milled suspension (Recipe 20% beta-carotene):

TABLE-US-00005 Ingredient % Amount (g) Dem water 54.3 2118 Polysorbate 80 20 800 Ascorbic acid 4 160 K-sorbate 0.1 4 Acetic acid 30% 0.6 80 Crystalline beta-carotene 21 840 Citric acid to pH 3.0-3.5

[0240] Ball milling:

[0241] The color suspension was milled on a LabStar ball mill (Netzsch, Germany) in two steps. The particle size of the milled beta-carotene crystals was measured on a Malvern Mastersizer.

[0242] During the first milling step the mill was equipped with 450 ml of beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range 0.6-0.8 mm and a 0.2 mm slit on the mill.

[0243] Milling was continued until all particles with a diameter of above 10 microns had disappeared.

[0244] The beads were then exchanged with 450 ml of smaller beads (SiliBeads ZY, Sigmund Lindner GmbH, Germany) with diameters in the range of 0.3-0.4 mm.

[0245] Milling was continued until a particle size (d (v,4,3)) of 0.28 microns was obtained. After storage for 3 months at 4 C. a mean particle size d(v,4,3) of 0.29 microns was measured.

[0246] The viscosity of the composition was still very low after milling. This was still the case after storage for 3 months at 4 C.

Example 6

Composition with turmeric and nOSA starch

[0247] 4 kg of a suspension consisting of 27.3 wt % of nOSA modified starch (HiCap 100, National Starch, E1450), 9.1 wt % turmeric powder (95% strength, Synthite, India), 0.1% potassium sorbate, 4.2% acetic acid and 59.2 wt % demineralized water was prepared. The suspension comprised 8.6% curcumin. When the starch had been dissolved and the turmeric powder had been sufficiently wetted the suspension was run through a pilot scale ball mill (LabStar, Netzsch, Germany) for 4 hours. The first hour the milling was performed using 450 ml 0.6-0.8 mm beads and a 0.2 mm screen, the last 3 hours the milling was done using 450 ml 0.2-0.3 mm beads and a 0.1 mm screen.

[0248] When the milling had been completed a mean particle size (d4,3) of 0.34 microns was measured on a Malvern MasterSizer.

Example 7

nOSA Coated curcumin in Combination with polysorbate Coated carotenoidProduction of Colored Pasta Sauce and Stability Study

[0249] Two batches of 3500 grams of pasta sauce were prepared for the test:

TABLE-US-00006 Ingredient Grams Water 1524.66 Trisodium phosphate 31.63 Disodium phosphate 15.56 Salt 40.25 Whey powder 878.50 Cheddar Cheese 735.00 Butter 227.50 Lactic acid liquid 26.25 Total 3500

[0250] The ingredients were blended, pH adjusted to 5.4-5.6 citric acid and homogenized in a 2 stage homogenizer (2.sup.nd stage: 2 MPa, 1.sup.st stage: 6 MPa).

[0251] The homogenized pasta sauce was split into batches of 1000 grams.

[0252] Color was added to each batch before spray drying as appears in the table below. The values for dried product are based on calculations assuming 45% solids in the dried product.

TABLE-US-00007 Bixin formulation Curcumin formulation prepared according prepared according to example 4, % to example 6, % % bixin % curcumin % bixin formulation % curcumin formulation formulation in dried formulation in dried Sample in liquid product in liquid product No sauce (calculated) sauce (calculated) SD 411 0.026 0.0587 0.012 0.0271 SD 412 0.034 0.0751 0.013 0.0298 SD 413 0.0165 0.0366 0.1087 0.2415 SD 414 0.0165 0.0366 0.0543 0.1207 SD 415 0.0165 0.0366 0.0272 0.0604

[0253] The pasta sauce was spray dried on a FSD Minor spray dryer (GEA Niro A/S)

[0254] The spray dried powders were measured colorimetrically. They were then put into plastic bags in foil bags and stored for 8 weeks at 20 C in the dark. After 8 weeks they were colorimetrically tested again (see table below)

[0255] As appears from the table only insignificant changes had occurred after 8 week's storage at 20 C.

[0256] Colorimetric Data of Spray Dried Cheese Powder

[0257] Storage Conditions: 8 weeks Ambient 20 C., Dark packaged in Plastic bag in Foil bag Colorimetric Instrument: Minolta CM-3700d (D65, 10, %Reflectance)

TABLE-US-00008 E L* a* b* C* h L* C* H* 2000 SD 410 Week 1 76.82 21.64 47.20 51.92 65.37 0.00 0.00 0.00 0.00 Week 8 77.60 20.10 46.27 50.45 66.52 0.56 0.45 0.71 1.00 SD 411 Week 1 77.28 21.87 38.59 44.36 60.46 0.00 0.00 0.00 0.00 Week 8 77.86 20.68 36.93 42.33 60.75 0.41 0.69 0.16 0.82 SD 412 Week 1 75.69 24.54 38.63 45.77 57.57 0.00 0.00 0.00 0.00 Week 8 76.63 22.94 36.55 43.15 57.89 0.68 0.87 0.17 1.12 SD 413 Week 1 84.51 7.29 47.04 47.60 81.19 0.00 0.00 0.00 0.00 Week 8 84.54 5.84 46.64 47.00 82.86 0.02 0.19 0.98 1.00 SD 414 Week 1 83.18 12.19 43.79 45.46 74.44 0.00 0.00 0.00 0.00 Week 8 83.52 10.88 42.03 43.42 75.49 0.23 0.68 0.59 0.93 SD 415 Week 1 82.77 14.80 41.08 43.66 70.19 0.00 0.00 0.00 0.00 Week 8 83.41 13.65 38.95 41.27 70.69 0.43 0.82 0.27 0.97