CA2319242A1 - Dietetic composition in the form of a substitution salt for table salt - Google Patents

Dietetic composition in the form of a substitution salt for table salt Download PDF

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Publication number
CA2319242A1
CA2319242A1 CA002319242A CA2319242A CA2319242A1 CA 2319242 A1 CA2319242 A1 CA 2319242A1 CA 002319242 A CA002319242 A CA 002319242A CA 2319242 A CA2319242 A CA 2319242A CA 2319242 A1 CA2319242 A1 CA 2319242A1
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magnesium
salt
calcium
composition according
dietetic composition
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CA002319242A
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French (fr)
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Marcel Derrien
Anne-Marie Fontvieille
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Sanofi Aventis France
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Individual
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/40Table salts; Dietetic salt substitutes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
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  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Heart & Thoracic Surgery (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Seasonings (AREA)

Abstract

The invention concerns a dietetic composition in the form of a substitution salt for table salt, characterised in that it comprises, expressed in weight percentages: 40 to 50 % of potassium chloride; 15 to 25 % of sodium chloride; 15 to 25 % of one or several calcium salts; 8 to 15 % of one or several magnesium salts.

Description

"Dietetic composition in the form of a salt substitute for table salt"
The present invention relates in general to a dietetic composition in the form of a salt substitute for common table salt.
In particular, the invention relates to a dietetic composition in the form of a low-sodium substitute salt which is useful as a supplement in the case of mild or moderate high blood pressure.
The benefit of a pharmacological correction of high blood pressure on the risk of cardiovascular complications has been clearly demonstrated.
Thus, a decrease in blood pressure of 6 mm Hg causes a reduction in the risk of cerebrovascular accidents and of myocardial infarction of 42 and 14%, respectively.
For this reason, a nonpharmacological approach has been generally recommended in the case of high blood pressure at least in the initial phase of the management of a mild or even moderate hypertension, or in combination with a drug treatment.
This attitude is motivated by the abundant literature which shows a statistical or even physiopathological relationship between certain factors and high blood pressure. Thus, nicotine addiction, excessive alcohol consumption, being overweight, certain dietary imbalances relating to the supply of sodium, potassium, calcium and magnesium, stress and sedentary lifestyle are implicated as factors or cofactors in the onset, maintenance or worsening of hypertension.
The results of numerous studies tend to show the important role of mineral salts in the regulation of blood pressure: sodium is thought to increase this pressure whereas the opposite appears to be demonstrated for potassium and magnesium.
Indeed, epidemiological studies suggest an inverse relationship between the dietary supply of K+
ion and the prevalence of high blood pressure.
A meta-analysis published in JAMA: 1997; 277:
1624-1632 and relating to 33 studies in fact reports that oral supplementation with potassium is associated with a reduction of 3.11 mm Hg for systolic pressure and 1.97 mm Hg for diastolic pressure. The hypotensive effect would, in addition, appear to be more marked in subjects who have a higher sodium consumption.
Thus, it appears demonstrated that an additional supply of K+ ion could decrease blood pressure.
In populations used to a diet high in potassium, the incidence of cerebrovascular accidents in fact appears to be low.
Furthermore, it has been shown that a provoked depletion of potassium, of short duration, aggravates a preexisting hypertension and induces an increase in blood pressure in volunteers with normal blood pressure. Among the numerous mechanisms invoked, the most important appears to be the natriuretic effect of the K+ ion, which would explain the poor response obtained during additional supplies of potassium in persons under sodium restriction.
Numerous studies have shown, moreover, a more marked relationship of the Na+/K+ ratio with blood pressure than with Na+ or K' alone. The result is that the dietetic measures for reducing blood pressure appear to be more effective when the supplies of different mineral salts are changed simultaneously.
Thus, following intervention studies, it appears reasonable to encourage a diet high in potassium or to have recourse to supplementation.
Moreover, an additional supply of magnesium is likewise recommended in hypertensives. This . recommendation is based on observations which were initially carried out in rats where a magnesium deficiency causes the appearance of a marked hypertension.
Furthermore, the Mg++ ion, a natural vasodilator antagonist of the Ca++ ion at numerous levels, constitutes a cofactor for numerous enzymes and its deficient presence could produce haemodynamic deteriorations and ventricular arrhythmias.
Recently, it has in fact been demonstrated that the Mg++ ion, administered in the acute phase of myocardial infarction reduces the onset of arrhythmias and mortality.
An additional supply of magnesium is in addition indicated during resistant hypokaliemia generally due to a hypomagnesemia. This supplementation can in fact be tried for a few weeks without any major risk when a deficiency is identified or is highly suspected.
Furthermore, the benefit of a simultaneous additional supply of potassium and magnesium with a decrease in the supply of sodium in particular for a decrease in blood pressure has been clearly demonstrated.
For example, a study carried out over 24 weeks in elderly persons with a moderate hypertension has been published in British Medical Journal 1994;
309: 436-440.
Following this study, it has been possible to show that the replacement of common table salt (sodium chloride) with a salt containing 41% of sodium chloride, 410 of potassium chloride, 170 of magnesium salts and 1% of minerals in trace amounts causes a reduction of 7.6 mm Hg in systolic pressure and of 3.3 mm Hg in diastolic pressure.
These results lead to the conclusion that a 5 substitute salt low in Na+ ion but enriched with K+ ion and with Mg++ ion offers an advantageous nonpharmacological approach for reducing mild to moderate hypertension.
This trial, like others also published (Circulation Supplement, 1996, vol. 94, No. 8, p. 1983) suggest, consequently, that the replacement of common table salt with a salt low in Na+ ion but, on the other hand, high in K+ and Mg'+ ions could be of interest as therapeutic adjuvant in particular in the treatment of moderate hypertension.
Numerous other compositions useful as substitute salts have been proposed in order to reduce the daily supply of Na' ion.
Among these are in particular substitute salts with a reduced sodium content but enriched with _ potassium and magnesium in substantial quantities.
To this effect, there may be mentioned:
a) patent GB 2015803 which describes a substitute salt containing, by weight of the composition, 50 to 65% of NaCl, 20 to 40% of KC1 or K2S04 and 5 to 20 % of MgCl2 or MgS04, b) patent US 4473595 which reports a substitute salt containing, by weight of the composition, 40 to 500 of NaCl, 25 to 350 of KC1 and 15 to 25% of MgCl2 or MgS04.
However, salt substitutes for table salt including sodium, potassium, magnesium and calcium salts are also known and have been published.
However, the magnesium salts and calcium salts are present therein in relatively low quantities.
There may be mentioned, to this effect:
c) patent US 4107346 where a replacement composition for table salt is described which comprises Na+, K+, Mg++ and Ca++ ions, in proportions substantially corresponding to those present in the extracellular fluids of the human body, these proportions comprising, by weight, 92 to 93.1% of Na+ ion; 2.4 to 3.4% of K+
ion; 3. 1 to 3 . 4% of Ca++ ion; 1 .2 to 1 . 4 0 of Mg++ ion.
d) patent GB 2237720 which cites a dietetic salt consisting of sea salt or rock salt enriched with KC1, that is to say having a final composition comprising, by weight, 46.6% of NaCl; 6.5% of MgCl2;
2.80 of MgS09; 2.20 of CaS04; 41.5% of KC1; 0.10% of MgBr2 and 0.2% of CaC03.
e) patent EP 0291578 which describes a table salt substitute containing 40 to 85o by weight of rock salt, 5 to 45% by weight of KC1, 2 to loo by weight of of CaC03 and 2 to loo by weight of MgC03.
It will be observed, however, that in each of the substitute salts of the state of the art reported above, sodium chloride remains present in an amount of at least 40o by weight, that is to say in a relatively large quantity.
The search for a salt substitute for common table salt, comprising potassium chloride, a magnesium salt as well as sodium chloride, itself in a quantity by weight proportionally lower than in the previous compositions, this substitute salt having, furthermore, acceptable taste qualities and salting power, remains of paramount interest.
Now, it has been found, surprisingly, that by partially replacing, with calcium salts, the sodium chloride of the substitute salts of the prior art, it is possible to obtain compositions which can be used as dietetic supplements in mild or moderate hypertension while possessing at the same time a taste which is quite similar to that of common table salt and a salting power substantially equal to or even higher than it.
The subject of the present invention is therefore a dietetic composition, in the form of a salt substitute for table salt, comprising by weight, from:
40% to 50% of potassium chloride 8 _ 15a to 25% of sodium chloride 15% to 25% of one or more calcium salts 8% to 150 of one or more magnesium salts.
As calcium salt, a phosphate, that is to say monocalcium phosphate, dicalcium phosphate, tricalcium phosphate or calcium glycerophosphate, is advantageously used. This calcium salt may also be calcium dicitrate or calcium D-gluconate.
However, monocalcium phosphate, that is to say Ca (HZPOQ) 2, is preferred.
Likewise, the magnesium salt may be a magnesium phosphate, magnesium gluconate or dibasic magnesium citrate. The latter is in fact preferably used in the dietetic compositions according to the invention.
It is observed, in addition, that the calcium or magnesium salts present in the dietetic compositions according to the invention, in particular monocalcium phosphate and dibasic magnesium citrate possess taste qualities which are generally superior to those of calcium lactate, chloride or hydroxide or alternatively magnesium chloride or sulphate.
To allow them ease of flow and without formation of agglomerates, the compositions according to the invention will contain, if necessary, one or more antiagglomerating agents in an amount of 0.5% to 2.5e by weight of the total composition, in particular 0.5% to 1% by weight of this composition.
Magnesium carbonate is normally used as antiagglomerating agent.
However, other agents of this type, such as colloidal silica, magnesium silicate, stearic acid, magnesium stearate or a calcium phosphate can be advantageously envisaged.
Furthermore, the dietetic compositions according to the invention may optionally contain one or more taste-enhancing agents, in an amount of 0.5% to 2.5o by weight of the total composition, in particular from 0.5o to 2o by weight of this composition. This taste enhancer, which contributes in particular to the masking of the bitterness of the K+ ion and to the impression of saltiness, is preferably glutamic acid, a glutamate such as calcium glutamate or magnesium glutamate, ascorbic acid, an ascorbate such as calcium ascorbate or magnesium ascorbate, citric acid or a citrate such as calcium citrate or magnesium citrate.
If necessary, the dietetic compositions according to the invention may include traces of an iodinated compound, preferably potassium iodide, in order to obtain an iodinated substitute salt. This iodinated compound, and preferably potassium iodide, is normally added in an amount of about 0.01% by weight of the final composition.
According to a particular and preferred aspect, the invention relates to a dietetic composition in the form of a salt substitute for table salt, 5 comprising, by weight, from:
45% to 50% of potassium chloride 15% to 200 of sodium chloride 15o to 20% of one or more calcium salts loo to 150 of one or more magnesium salts 10 and optionally from:
0.5o to to of one or more antiagglomerating agents 0.5% to 2% of one or more taste-enhancing agents.
The dietetic compositions according to the invention have proved to be free of after taste and of bitter taste and their use as condiment or a source of seasoning gives a perception of a taste similar to that of table salt or sodium chloride.
In addition, in spite of their low content of sodium chloride, the dietetic compositions according to the invention, through their completely advantageous salting power, could reduce by at least 60% the daily consumption of Na+ ion.
Compared with the substitute salts of the state of the art, the dietetic compositions according to the invention are mainly characterized by the replacement of a certain proportion by weight of sodium chloride with an equivalent proportion of one or more calcium salts.
These calcium salts not only confer on the compositions according to the invention completely acceptable taste qualities but significantly contribute to controlling mild or moderate hypertension.
Indeed, it is known that the increase in the dietary supply of calcium reduces blood pressure and favourably affects the arterial function of the smooth muscle in different forms of experimental hypertension.
Thus, the dietetic compositions according to the invention, in the form of salt substitutes for table salt, can be advantageously used to increase the supply of magnesium and calcium. In this regard, they are particularly advantageous from the nutritional point of view. These supplies are often insufficient in subjects with mild or moderate high blood pressure.
The subject of the present invention is also the use of a composition as defined above or below as adjuvant in the treatment of mild or gravidic high blood pressure, in the prevention of high blood pressure, in the correction of magnesium deficiencies, in the prevention or treatment of hydrosodium retention or alternatively in persons wishing to reduce their consumption of common table salt. The composition claimed is in particular useful for the preparation of a pharmaceutical composition useful for the treatment of mild or gravidic high blood pressure, the prevention of high blood pressure, the correction of magnesium deficiencies and/or the prevention or treatment of hydrosodium retention.
Sensory analyses have been carried out in order to determine the mean value of iso-salty concentrations of a substitute salt according to the invention having the formulation by weight:
potassium chloride 450 sodium chloride 20%
monocalcium phosphate 200 dibasic magnesium citrate 12%
magnesium carbonate 10 ascorbic acid 1%
glutamic acid to and this being compared with table salt. "Iso-salty concentration" is understood to mean the concentration of the substitute salt according to the invention which gives the same salty intensity in the mouth as a reference solution of table salt.
These results have then made it possible to calculate the salting power of this substitute salt represented by the ratio between the concentration of the reference solution and the mean value of the iso-salty concentrations determined during several trials.
a) Iso-salty concentration in mashed potato The so-called "up-and-down" method is used to this effect whose benefit is to make it possible to very rapidly obtain a correct estimation of the salting intensity of a solution or of a food compared with a solution or with a reference food containing a given concentration of table salt (NaCl).
This method consisted in presenting, to a group of 27 experienced and trained tasters, stimuli of increasing or decreasing intensity according to the responses of the subjects.
A protocol was used to this effect similar to that of a test of classifying in pairs, each pair consisting of a variable stimulus (substitute salt of the invention) and a constant reference (table salt).
In the above test, there is used as reference a mashed potato containing 0.6 g of table salt (NaCl)/100 g of mashed potato and as variable stimulus a range of 8 decreasing concentrations of the substitute salt of the invention, from a maximum concentration of 4 g/100 g of mashed potato with a decreasing step of 1.5.
Consequently, the concentrations of substitute salt were 4 g/100 g; 2.67 g/100 g;
1.77 g/100 g ; 1.18 g/100 g; 0.79 g/100 g;
0.53 g/100 g; 0.35 g/100 g; 0.23 g/100 g; 0.16 g/100 g.
During the tests, the mashed potatoes were kept hot in yoghurt machines. In addition, the experimenters operated binomially, one experimenter being a taster, the other a tester, and then the roles were reversed.
On each presentation of the pairs to be tasted, the taster experimenter should assess which of the two mashed potatoes was the more salty.
A mean value of iso-salty concentrations of 0.33 g/100 g of mashed potato was thus found.
In other words, on average 0.33 g of substitute salt was needed in 100 g of mashed potato to confer the same salty taste intensity as 0.6 g of table salt in 100 g of mashed potato.
b) Salting power in the mashed potato The salting power detected by a subject corresponds to the ratio of the reference concentration to the mean value of the iso-salty concentrations whereas the salting power detected by the group of experimenters is equal to the mean of the salting powers obtained for each subject.
In the above test, the salting power of the substitute salt detected by the group of experimenters was 2.07.
In conclusion, the salting power of the substitute salt of the invention in the mashed potato is quite remarkable given its low content of sodium chloride (20% by weight).
Taken in this food, the substitute salt could reduce by 90% the sodium chloride supplies while 5 allowing a coverage of 280 of the recommended daily supplies of Mg++ ion and of 45% of the recommended daily supplies of Ca++ ion for 5 g of daily consumption.
The dietetic compositions according to the invention can be prepared by mixing, after calibration, 10 the different ingredients entering into the formulation so as to obtain a homogeneous mixture free of segregation.
The following nonlimiting example illustrates the preparation of such a dietetic composition of the 15 invention.
EXAMPLE
A dietetic composition of the invention is prepared which has the formula:
potassium chloride 45%
sodium chloride 20%
monocalcium phosphate 20%
dibasic magnesium citrate 12%
magnesium carbonate 1%
ascorbic acid 1%
glutamic acid to by application of the following method:

.. - CA 02319242 2000-07-21 All the ingredients entering into the composition are weighed and premix is prepared, over minutes and with stirring (24 revolutions/min) on an inverting mixer. The premix is then calibrated on a 5 grid with a mesh opening of 0.8 mm and it is again mixed, with stirring (24 revolutions/min), for 20 minutes.
The mixture obtained is taken up by calibrating it on a grid with a mesh opening of 0.5 mm and then the final mixing is carried out, with stirring (24 revolutions/min), for 15 minutes.

Claims (13)

1. Dietetic composition in the form of a salt substitute for table salt, characterized in that it comprises, by weight, from:
40% to 50% of potassium chloride 15% to 25% of sodium chloride 15o to 25% of one or more calcium salts 8% to 15% of one or more magnesium salts and optionally from:
0.5% to 2.5% of one or more antiagglomerating agents 0.5o to 2.5% of one or more taste-enhancing agents.
2. Dietetic composition according to Claim 1, characterized in that it comprises, by weight, from:
0.5% to 1% of one or more antiagglomerating agents 0.5% to 2% of one or more taste-enhancing agents.
3. Dietetic composition according to Claim 1 or 2, characterized in that it comprises, by weight, from:
45% to 50% of potassium chloride 15% to 20% of sodium chloride 15% to 20% of one or more calcium salts 10% to 15% of one or more magnesium salts and optionally from:
0.5% to 1% of one or more antiagglomerating agents 0.5% to 2% of one or more taste-enhancing agents.
4. Dietetic composition according to one of Claims 1 to 3, characterized in that the calcium salt is monocalcium phosphate, dicalcium phosphate, tricalcium phosphate, calcium glycerophosphate, calcium dicitrate or calcium D-gluconate.
5. Dietetic composition according to one of Claims 1 to 4, characterized in that the magnesium salt is a magnesium phosphate, magnesium gluconate or dibasic magnesium citrate.
6. Dietetic composition according to Claim 4, characterized in that the calcium salt is monocalcium phosphate.
7. Dietetic composition according to Claim 5, characterized in that the magnesium salt is dibasic magnesium citrate.
8. Dietetic composition according to one of Claims 1 to 7, characterized in that it comprises, in addition, at least one antiagglomerating agent chosen from magnesium carbonate, colloidal silica, magnesium silicate, stearic acid, magnesium stearate and a calcium phosphate.
9. Dietetic composition according to one of Claims 1 to 8, characterized in that it comprises, in addition, at least one taste-enhancing agent chosen from glutamic acid, calcium glutamate, magnesium glutamate, ascorbic acid, calcium ascorbate, magnesium ascorbate, citric acid, calcium citrate and magnesium citrate.
10. Dietetic composition according to one of Claims 1 to 9, characterized in that it contains, in addition, 0.01% by weight of potassium iodide.
11. Dietetic composition in the form of a salt substitute for table salt, characterized in that it comprises, by weight:

45% of potassium chloride 20% of sodium chloride 20% of monocalcium phosphate 12% of dibasic magnesium citrate 1% of magnesium carbonate 1% of ascorbic acid 1% of glutamic acid.
12. Use of a dietetic composition according to one of Claims 1 to 11 for increasing the supply of magnesium and calcium.
13. Use of a composition as defined in Claims 1 to 11 for the preparation of a pharmaceutical composition useful for the treatment of mild or gravidic high blood pressure, the prevention of high blood pressure, the correction of magnesium deficiencies and/or the treatment or prevention of hydrosodium retention.
CA002319242A 1998-01-26 1999-01-20 Dietetic composition in the form of a substitution salt for table salt Abandoned CA2319242A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR98/00800 1998-01-26
FR9800800A FR2773955B1 (en) 1998-01-26 1998-01-26 DIETETIC COMPOSITION IN THE FORM OF A SALT SUBSTITUTING TABLE SALT
PCT/FR1999/000098 WO1999037170A1 (en) 1998-01-26 1999-01-20 Dietetic composition in the form of a substitution salt for table salt

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EP (1) EP1051086B1 (en)
JP (1) JP2002500871A (en)
AT (1) ATE216193T1 (en)
AU (1) AU2060199A (en)
CA (1) CA2319242A1 (en)
DE (1) DE69901288T2 (en)
DK (1) DK1051086T3 (en)
ES (1) ES2175928T3 (en)
FR (1) FR2773955B1 (en)
HU (1) HUP0101002A3 (en)
PT (1) PT1051086E (en)
WO (1) WO1999037170A1 (en)

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ES2168226B1 (en) * 2000-11-27 2003-09-16 Recuperat Ion Electrolitos S L COMPOSITION THAT INCLUDES SODIUM, POTASSIUM, CALCIUM AND MAGNESIUM.
US6896925B2 (en) * 2001-06-29 2005-05-24 Blue Sky Potions, Llc Cooking salt formulations and methods
WO2005053429A1 (en) * 2003-11-21 2005-06-16 Unilever N.V. Salt containing flow aid and processes for its manufacture
US7208189B2 (en) * 2004-04-06 2007-04-24 Council Of Scientific And Industrial Research Low sodium salt of botanic origin
WO2006013997A1 (en) * 2004-08-03 2006-02-09 Ajinomoto Co., Inc. Seasoning composition, seasoning material and process for producing food therewith
US20070059428A1 (en) 2005-09-14 2007-03-15 Chigurupati Sambasiva R Low-sodium salt composition
US9629384B2 (en) 2005-09-14 2017-04-25 S & P Ingredient Development, Llc Low sodium salt composition
US8802181B2 (en) 2006-10-05 2014-08-12 S & P Ingredient Development, Llc Low sodium salt composition
DE102010041385A1 (en) * 2010-09-24 2012-03-29 Chemische Fabrik Budenheim Kg salt composition
KR101250134B1 (en) 2011-01-13 2013-04-04 고려대학교 산학협력단 Salt substitutes comprising potassium lactate and calcium ascorbate, and low-sodium meat products using the same
WO2013116062A1 (en) * 2012-01-30 2013-08-08 Health & Science, LLC Salt replacement compositions and methods of using same
FR2989556B1 (en) * 2012-04-24 2014-05-23 Midi & Salines Est Salins SALT SUBSTITUTE
ES2546739A1 (en) * 2014-03-28 2015-09-28 Pedro ESCUDERO ALCARAZ Composed of macrominerals for culinary use (Machine-translation by Google Translate, not legally binding)
US9247762B1 (en) 2014-09-09 2016-02-02 S & P Ingredient Development, Llc Salt substitute with plant tissue carrier
CA2980830A1 (en) * 2015-03-30 2016-10-06 E.K.Salt Ltd. Novel and useful edible salt and methods of use and production thereof
RS60272B1 (en) * 2015-09-14 2020-06-30 Podravka D D Salt substitute composition and use thereof
WO2017216319A1 (en) 2016-06-17 2017-12-21 Givaudan Sa Salt product for flavor stabilization in cured meat products
IT201700093441A1 (en) * 2017-08-11 2019-02-11 Garcia Fernando Horacio PROCESS FOR OBTAINING IPOSODIC SALT IN SOLID FORM
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HUP0101002A2 (en) 2001-07-30
DE69901288T2 (en) 2002-11-07
ATE216193T1 (en) 2002-05-15
JP2002500871A (en) 2002-01-15
DK1051086T3 (en) 2002-08-05
PT1051086E (en) 2002-09-30
FR2773955B1 (en) 2000-04-07
EP1051086B1 (en) 2002-04-17
DE69901288D1 (en) 2002-05-23
AU2060199A (en) 1999-08-09
EP1051086A1 (en) 2000-11-15
FR2773955A1 (en) 1999-07-30
ES2175928T3 (en) 2002-11-16
HUP0101002A3 (en) 2001-11-28
WO1999037170A1 (en) 1999-07-29

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