WO2023049848A1 - Methods and compositions for inhibiting fungal growth in food and cosmetic products - Google Patents

Methods and compositions for inhibiting fungal growth in food and cosmetic products Download PDF

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Publication number
WO2023049848A1
WO2023049848A1 PCT/US2022/076943 US2022076943W WO2023049848A1 WO 2023049848 A1 WO2023049848 A1 WO 2023049848A1 US 2022076943 W US2022076943 W US 2022076943W WO 2023049848 A1 WO2023049848 A1 WO 2023049848A1
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Prior art keywords
acid
extract
food
acids
organic
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PCT/US2022/076943
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French (fr)
Inventor
Sambasiva Rao Chigurupati
Sivaraj Annanmar
Ana Cristina Arciniega CASTILLO
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S&P Ingredient Development, Llc
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Publication date
Priority claimed from US17/950,733 external-priority patent/US11819565B2/en
Application filed by S&P Ingredient Development, Llc filed Critical S&P Ingredient Development, Llc
Priority to EP22793072.4A priority Critical patent/EP4404747A1/en
Publication of WO2023049848A1 publication Critical patent/WO2023049848A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/06Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/10Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/10Apiaceae or Umbelliferae [Carrot family], e.g. parsley, caraway, dill, lovage, fennel or snakebed
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/20Fabaceae or Leguminosae [Pea or Legume family], e.g. pea, lentil, soybean, clover, acacia, honey locust, derris or millettia
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/22Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/24Lauraceae [Laurel family], e.g. laurel, avocado, sassafras, cinnamon or camphor
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/28Myrtaceae [Myrtle family], e.g. teatree or clove
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/34Rosaceae [Rose family], e.g. strawberry, hawthorn, plum, cherry, peach, apricot or almond
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08Magnoliopsida [dicotyledons]
    • A01N65/36Rutaceae [Rue family], e.g. lime, orange, lemon, corktree or pricklyash
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/40Liliopsida [monocotyledons]
    • A01N65/42Aloeaceae [Aloe family] or Liliaceae [Lily family], e.g. aloe, veratrum, onion, garlic or chives
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/40Liliopsida [monocotyledons]
    • A01N65/48Zingiberaceae [Ginger family], e.g. ginger or galangal
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00Fungicides

Definitions

  • This disclosure generally relates to methods and compositions for inhibiting fungal/mold growth in food and cosmetic products.
  • cosmetic and beauty products can harbor microorganisms including fungi, which can cause products to become unpleasant and/or unsafe for consumers.
  • Preservatives, including antimicrobial ingredients can be added to product formulations to maintain the microbiological safety of the products by inhibiting the growth of and reducing the amount of microbial contaminants.
  • the present disclosure provides methods and compositions for inhibiting fungal growth in food and cosmetic compositions.
  • methods of inhibiting fungal growth in a food or cosmetic product typically include contacting the food or cosmetic product with an organic acid or salt and a spice oil or extract.
  • the organic acid is a saturated aliphatic acids (e.g., formic acid, acetic acid, propionic acid), unsaturated aliphatic acids (e.g., sorbic acid), aromatic acids (e.g., benzoic acid), poly carboxylic acids (e.g., oxalic acid), hydroxyl acids (e.g., lactic acid), keto acids (e.g., pyruvic acid), and amino acids (e.g., glycine).
  • the organic acid is propionic acid.
  • the spice oil or extract is from a spice selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary, spearmint, St. John’s wort, tangerine, tea tree, thyme, white mulberry, ylang.
  • the spice oil or extract is turmeric.
  • the food product is selected from bakery products, meat and poultry products, dairy products, snacks, and pet foods.
  • the cosmetic product is selected from creams and lotions.
  • the contacting step includes combining.
  • such methods further include combining the organic acid or salt and the spice oil or extract with a solvent to yield a composition, and contacting the food or cosmetic product with the composition.
  • such methods further include packaging the food or cosmetic product.
  • anti-fungal compositions comprising, or consisting essentially of, or consisting of, an organic acid and a spice oil or extract.
  • the organic acid is a saturated aliphatic acids (e.g., formic acid, acetic acid, propionic acid), unsaturated aliphatic acids (e.g., sorbic acid), aromatic acids (e.g., benzoic acid), poly carboxylic acids (e.g., oxalic acid), hydroxyl acids (e.g., lactic acid), keto acids (e.g., pyruvic acid), and amino acids (e.g., glycine).
  • the organic acid is propionic acid.
  • the spice oil or extract is selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, Melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary, spearmint, St. John’s wort, tangerine, tea tree, thyme, turmeric, white mulberry, ylang ylang.
  • the spice oil or extract is turmeric.
  • the organic acid is a propionic acid and the spice oil or extract is turmeric.
  • the composition comprises a solvent.
  • the composition is a food or cosmetic product.
  • FIG. 1 shows the inhibition of Aspergillus flavus by the compositions described herein 5 days after inoculation.
  • FIG. 2 shows the inhibition of Aspergillus parasiticus by the compositions described herein 5 days after inoculation.
  • an organic acid is produced during the fermentation process (e.g., propionic acid can be produced when microorganisms are grown in the presence of dextrose or other sources such as wheat flour, tapioca, oats, or milk), referred to as natural organic acids or salts (e.g., natural calcium propionate); in other instances, an organic acid can be added exogenously, referred to as chemically derived organic acid (e.g., chemically derived calcium propionate).
  • natural organic acids or salts e.g., natural calcium propionate
  • an organic acid can be added exogenously, referred to as chemically derived organic acid (e.g., chemically derived calcium propionate).
  • a level of about 0.5% w/w organic acid or salt thereof typically inhibits the growth of many fungi.
  • the industry standard for establishing whether a compound inhibits growth of a microorganism is a 3-point inoculation of the compound into a culture plate followed by 5-days of incubation under suitable temperature and humidity conditions. After 5 days, the diameter and size of the fungal colonies indicates whether the compound is effective at inhibiting growth of the fungi.
  • compositions and methods described herein can be used in virtually any food (e.g., human or animal) or cosmetic product that has a water activity (a w) that supports the growth of fungi or mold (e.g., food or cosmetic products having an a w of at least 0.60; at least 0.65, 0.70, 0.75, 0.80, 0.85, 0.90, or 0.95).
  • a w water activity
  • the compositions and methods described herein can be used in any number of food and cosmetic products including, without limitation, bakery and bread products, dairy products, pet foods and treats, meat and poultry products (e.g., meat snacks), plantbased foods (e.g., non-dairy products, plant-based burgers) and cosmetic products (e.g., creams and lotions).
  • Suitable food and cosmetic products for use with the compositions and methods described herein can be fresh, refrigerated, frozen and/or partially dried.
  • an organic acid e.g., propionic acid
  • a spice oil or extract e.g., turmeric extract
  • the organic acid or salt and the spice oil or extract is combined directly with a food or cosmetic product to yield a treated food or cosmetic product.
  • the organic acid or salt and the spice or extract are combined with a solvent to yield an anti-fungal composition, and the antifungal composition can be applied to a food or cosmetic product to yield a treated food or cosmetic product.
  • Saturated aliphatic acids e.g., formic acid, acetic acid
  • Unsaturated aliphatic acids e.g., sorbic acid
  • Aromatic acids e.g., benzoic acid
  • Polycarboxylic acids e.g., oxalic acid
  • GRAS GRAS
  • anti-microbials and/or are considered as intermediates or products of sugar fermentation.
  • Salts of these and other organic acids can include, without limitation, metal cations (e.g., alkali metal cations, alkaline earth metal cations, transition metal cations) such as potassium, lithium, sodium, calcium, zinc, magnesium or non-metal cations such as ammonium.
  • metal cations e.g., alkali metal cations, alkaline earth metal cations, transition metal cations
  • potassium, lithium, sodium, calcium, zinc, magnesium or non-metal cations such as ammonium.
  • the amount of organic acid in an anti-fungal composition or combined with a food or cosmetic product can range from about 0.01% up to about 5% w/w (e.g., about 0.05% to about 4.5%; about 0.1% to about 4.0%; about 0.5% to about 3.5%; about 1.0% to about 3.0%; about 1.5% to about 2.5%; about 1.75% to about 2.0%).
  • any number of spices can be used to produce oils or extracts for use in the compositions described herein.
  • the following are considered GRAS and/or are used for medicinal purposes: allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary', spearmint, St. John’s wort, tangerine, tea tree, thyme, turmeric, white mulberry, and ylang ylang.
  • Turmeric (Curcuma longa) is a member of the Zingiberaceae family, and is used as a spice, food preservative and coloring material in many south Asian countries.
  • Several turmeric-hke compounds e.g., sesquiterpenes and curcuminoids such as, without limitation, o/'-turmerone. turmerone, and curlone
  • Turmeric or a turmeric-hke compound can be used in the compositions described herein in the form of an oil, an extract, a powder, or as a root alcohol.
  • Methods of obtaining oil or another extract from a spice which typically takes the form of a plant or plant component, are known in the art.
  • Methods typically include, without limitation, compression of the plant material (also referred to as plant biomass) using a shear force (e.g., generated by a screw press or a hydraulic press) to disrupt the hard coat of the seed and/or the cell w alls of the plant tissue. Compression of the seed or other plant biomass, as well as frictional heat generated during the compression process (e.g., due to the shearing action), allows for oils or other phytochemicals that are harbored within the seed or other plant biomass to be liberated and collected.
  • a shear force e.g., generated by a screw press or a hydraulic press
  • extraction processes can use organic solvents (e.g., steam, super-critical carbon dioxide, hexane, butane, or isopropanol) to chemically extract the oils or desirable phy tochemicals from plant biomass.
  • organic solvents e.g., steam, super-critical carbon dioxide, hexane, butane, or isopropanol
  • chemical extraction steps can be followed by concentration steps (e.g., distillation) to remove any remaining organic solvents.
  • the amount of spice oil or extract can range from about 10 ppm up to about 10,000 ppm (e.g., about 50 ppm to about 5,000 ppm; about 50 ppm to about 500 ppm; about 100 ppm to about 4,000 ppm; about 100 ppm to about 2500 ppm; about 500 ppm to about 5,000 ppm; about 1000 ppm to about 5000 ppm; about 5000 ppm to about 10000 ppm; about 5000 ppm to about 7500 ppm; about 300 ppm to about 3000 ppm; about 500 ppm to about 2000 ppm).
  • Czapek Yeast Autolysate Agar (CYA Agar) was used to culture various species and strains of fungi in the presence or absence of a composition for inhibiting fungal growth. A 3-point inoculation was used and cultures were grown at 25°C.
  • FIG. 1 shows the extent of growth of Aspergillus flavus after 5 days in the presence of the above-indicated inhibitors (1) - (6)
  • FIG. 2 shows the extent of growth of Aspergillus parasiticus after 5 days in the presence of the above-indicated inhibitors (1) - (6).
  • culture dishes labeled as “1” and “2” in each of FIGs. 1 and 2 the presence of turmeric oil and cultured dextrose (as a source of propionic acid) significantly inhibited fungal growth.
  • turmeric oil 1000 ppm
  • the combination of fermented calcium salt of propionic acid and turmeric oil inhibits mold formation in bread for more days than in the absence of such a combination. Further, the combination of fermented calcium salt of propionic acid with calcium lactate, vinegar and turmeric oil inhibits mold formation in bread for more days than in the absence of such a combination, sometimes for significantly more days, than bread lacking such components.

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  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Natural Medicines & Medicinal Plants (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)

Abstract

The present disclosure describes methods and compositions for inhibiting fungal growth in food and cosmetic products, as well as food and cosmetic products treated with anti-fungal compositions.

Description

METHODS AND COMPOSITIONS FOR INHIBITING FUNGAL GROWTH IN FOOD AND COSMETIC PRODUCTS
CLAIM OF PRIORITY
This application claims priority to U.S. Application No. 63/247,505 filed on September 23, 2021, and U.S Application No. 17/950,733 filed on September 22, 2022, the entire contents of which are hereby incorporated by reference.
TECHNICAL FIELD
This disclosure generally relates to methods and compositions for inhibiting fungal/mold growth in food and cosmetic products.
BACKGROUND
Food spoilage due to the presence of microorganisms including fungi is a major issue for the food industry, leading to significant food waste and substantial economic losses for manufacturers and consumers. Fungal contamination can be encountered at various stages of the food chain (e.g., post-harvest, during processing or storage), and can lead to issues ranging from visual deterioration to noticeable odor, flavor, or texture changes. In some instances, fungal growth in food can negatively impact health due to, for example, mycotoxin production by some molds.
Similarly, cosmetic and beauty products can harbor microorganisms including fungi, which can cause products to become unpleasant and/or unsafe for consumers. Preservatives, including antimicrobial ingredients, can be added to product formulations to maintain the microbiological safety of the products by inhibiting the growth of and reducing the amount of microbial contaminants.
Currently, fungicides and chemical preservatives are used to inhibit fungal growth in food and cosmetic products, however, there is a demand by consumers for clean label products that are less processed. Therefore, new methods and compositions for inhibiting fungal growth in food and cosmetic products are needed. SUMMARY
The present disclosure provides methods and compositions for inhibiting fungal growth in food and cosmetic compositions.
In one aspect, methods of inhibiting fungal growth in a food or cosmetic product are provided. Such methods typically include contacting the food or cosmetic product with an organic acid or salt and a spice oil or extract.
In some embodiments, the organic acid is a saturated aliphatic acids (e.g., formic acid, acetic acid, propionic acid), unsaturated aliphatic acids (e.g., sorbic acid), aromatic acids (e.g., benzoic acid), poly carboxylic acids (e.g., oxalic acid), hydroxyl acids (e.g., lactic acid), keto acids (e.g., pyruvic acid), and amino acids (e.g., glycine). In some embodiments, the organic acid is propionic acid.
In some embodiments, the spice oil or extract is from a spice selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary, spearmint, St. John’s wort, tangerine, tea tree, thyme, white mulberry, ylang. In some embodiments, the spice oil or extract is turmeric.
In some embodiments, the food product is selected from bakery products, meat and poultry products, dairy products, snacks, and pet foods. In some embodiments, the cosmetic product is selected from creams and lotions.
In some embodiments, the contacting step includes combining. In some embodiments, such methods further include combining the organic acid or salt and the spice oil or extract with a solvent to yield a composition, and contacting the food or cosmetic product with the composition.
In some embodiments, such methods further include packaging the food or cosmetic product.
In another aspect, anti-fungal compositions comprising, or consisting essentially of, or consisting of, an organic acid and a spice oil or extract.
In some embodiments, the organic acid is a saturated aliphatic acids (e.g., formic acid, acetic acid, propionic acid), unsaturated aliphatic acids (e.g., sorbic acid), aromatic acids (e.g., benzoic acid), poly carboxylic acids (e.g., oxalic acid), hydroxyl acids (e.g., lactic acid), keto acids (e.g., pyruvic acid), and amino acids (e.g., glycine). In some embodiments, the organic acid is propionic acid.
In some embodiments, the spice oil or extract is selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, Melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary, spearmint, St. John’s wort, tangerine, tea tree, thyme, turmeric, white mulberry, ylang ylang. In some embodiments, the spice oil or extract is turmeric.
In some embodiments, the organic acid is a propionic acid and the spice oil or extract is turmeric. In some embodiments, the composition comprises a solvent.
In some embodiments, the composition is a food or cosmetic product.
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary' skill in the art to which the methods and compositions of matter belong. Although methods and materials similar or equivalent to those described herein can be used in the practice or testing of the methods and compositions of matter, suitable methods and materials are described below. In addition, the materials, methods, and examples are illustrative only and not intended to be limiting. All publications, patent applications, patents, and other references mentioned herein are incorporated by reference in their entirety.
DESCRIPTION OF DRAWINGS
FIG. 1 shows the inhibition of Aspergillus flavus by the compositions described herein 5 days after inoculation.
FIG. 2 shows the inhibition of Aspergillus parasiticus by the compositions described herein 5 days after inoculation.
DETAILED DESCRIPTION
The present disclosure describes an unexpected synergistic effect on inhibiting the growth of fungi in food and cosmetic products when an organic acid and a spice oil or extract are used in combination. In some instances, an organic acid is produced during the fermentation process (e.g., propionic acid can be produced when microorganisms are grown in the presence of dextrose or other sources such as wheat flour, tapioca, oats, or milk), referred to as natural organic acids or salts (e.g., natural calcium propionate); in other instances, an organic acid can be added exogenously, referred to as chemically derived organic acid (e.g., chemically derived calcium propionate).
In many food and cosmetic products, a level of about 0.5% w/w organic acid or salt thereof (e.g., calcium propionate) typically inhibits the growth of many fungi. The industry standard for establishing whether a compound inhibits growth of a microorganism is a 3-point inoculation of the compound into a culture plate followed by 5-days of incubation under suitable temperature and humidity conditions. After 5 days, the diameter and size of the fungal colonies indicates whether the compound is effective at inhibiting growth of the fungi.
The compositions and methods described herein can be used in virtually any food (e.g., human or animal) or cosmetic product that has a water activity (a w) that supports the growth of fungi or mold (e.g., food or cosmetic products having an a w of at least 0.60; at least 0.65, 0.70, 0.75, 0.80, 0.85, 0.90, or 0.95). For example, the compositions and methods described herein can be used in any number of food and cosmetic products including, without limitation, bakery and bread products, dairy products, pet foods and treats, meat and poultry products (e.g., meat snacks), plantbased foods (e.g., non-dairy products, plant-based burgers) and cosmetic products (e.g., creams and lotions). Suitable food and cosmetic products for use with the compositions and methods described herein can be fresh, refrigerated, frozen and/or partially dried.
In addition, a number of spice oils or extracts, including those from turmeric, have exhibited anti-fungal properties.
As demonstrated herein, the combination of an organic acid (e.g., propionic acid) or salt and a spice oil or extract (e.g., turmeric extract) shows surprising and synergistic fungal inhibitory properties. In some embodiments, the organic acid or salt and the spice oil or extract is combined directly with a food or cosmetic product to yield a treated food or cosmetic product. In other embodiments the organic acid or salt and the spice or extract are combined with a solvent to yield an anti-fungal composition, and the antifungal composition can be applied to a food or cosmetic product to yield a treated food or cosmetic product. Organic Acids or Salts Thereof
Representative categories of organic acids are shown below, with representative examples of each. 1) Saturated aliphatic acids (e.g., formic acid, acetic acid)
2) Unsaturated aliphatic acids (e.g., sorbic acid)
3) Aromatic acids (e.g., benzoic acid)
4) Polycarboxylic acids (e.g., oxalic acid)
5) Hydroxy acids (e.g., lactic acid) 6) Keto acids (e.g., pyruvic acid)
7) Amino acids (e.g., glycine)
The following Table contains representative organic acids that can be used in the compositions described herein. Some of the organic acids listed below are generally recognized as safe (GRAS), have been used as anti-microbials and/or are considered as intermediates or products of sugar fermentation.
Figure imgf000006_0001
Figure imgf000007_0001
Salts of these and other organic acids can include, without limitation, metal cations (e.g., alkali metal cations, alkaline earth metal cations, transition metal cations) such as potassium, lithium, sodium, calcium, zinc, magnesium or non-metal cations such as ammonium.
The amount of organic acid in an anti-fungal composition or combined with a food or cosmetic product can range from about 0.01% up to about 5% w/w (e.g., about 0.05% to about 4.5%; about 0.1% to about 4.0%; about 0.5% to about 3.5%; about 1.0% to about 3.0%; about 1.5% to about 2.5%; about 1.75% to about 2.0%).
Spice Oil or Extract
Any number of spices can be used to produce oils or extracts for use in the compositions described herein. The following are considered GRAS and/or are used for medicinal purposes: allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary', spearmint, St. John’s wort, tangerine, tea tree, thyme, turmeric, white mulberry, and ylang ylang.
One of the representative spices that has demonstrated synergy with an organic acid in the compositions described herein is turmeric. Turmeric (Curcuma longa) is a member of the Zingiberaceae family, and is used as a spice, food preservative and coloring material in many south Asian countries. Several turmeric-hke compounds (e.g., sesquiterpenes and curcuminoids such as, without limitation, o/'-turmerone. turmerone, and curlone) have been isolated from Turmeric and shown to have a variety of biological activities. Turmeric or a turmeric-hke compound can be used in the compositions described herein in the form of an oil, an extract, a powder, or as a root alcohol.
Methods of obtaining oil or another extract from a spice, which typically takes the form of a plant or plant component, are known in the art. Methods typically include, without limitation, compression of the plant material (also referred to as plant biomass) using a shear force (e.g., generated by a screw press or a hydraulic press) to disrupt the hard coat of the seed and/or the cell w alls of the plant tissue. Compression of the seed or other plant biomass, as well as frictional heat generated during the compression process (e.g., due to the shearing action), allows for oils or other phytochemicals that are harbored within the seed or other plant biomass to be liberated and collected. In addition to, or as an alternative to, a physical compression and/or shearing of plant biomass, extraction processes can use organic solvents (e.g., steam, super-critical carbon dioxide, hexane, butane, or isopropanol) to chemically extract the oils or desirable phy tochemicals from plant biomass. If desired, chemical extraction steps can be followed by concentration steps (e.g., distillation) to remove any remaining organic solvents.
The amount of spice oil or extract can range from about 10 ppm up to about 10,000 ppm (e.g., about 50 ppm to about 5,000 ppm; about 50 ppm to about 500 ppm; about 100 ppm to about 4,000 ppm; about 100 ppm to about 2500 ppm; about 500 ppm to about 5,000 ppm; about 1000 ppm to about 5000 ppm; about 5000 ppm to about 10000 ppm; about 5000 ppm to about 7500 ppm; about 300 ppm to about 3000 ppm; about 500 ppm to about 2000 ppm).
In accordance with the present embodiments, there may be employed conventional molecular biology, microbiology, biochemical, and recombinant DNA techniques within the skill of the art. Such techniques are explained fully in the literature. The embodiments will be further described in the following examples, which do not limit the scope of the methods and compositions of matter described in the claims.
EXAMPLES
Example 1 — Fungal Inhibition Experiments
Czapek Yeast Autolysate Agar (CYA Agar) was used to culture various species and strains of fungi in the presence or absence of a composition for inhibiting fungal growth. A 3-point inoculation was used and cultures were grown at 25°C.
Fungal samples recovered from commercially available products (e.g., pet foods) or obtained from NRRL Culture Collection were tested with various compositions for their ability to inhibit the different types of fungi. The following species and strains of fungi were used in the experiments described herein: Aspergillus flavus, Aspergillus flavus NRRL 1290, Aspergillus parasiticus, Aspergillus parasiticus NRRL 2999, Aspergillus repens, Aspergillus oryzae NRRL 3484, Penicillium commune NRRL 894, Penicillium crustosum FR 1809, Penicillium expansum NRRL 2304.
The following compositions were used in the experiments described herein:
(1) cultured dextrose (as a source of propionic acid or propionate equivalent to 0.5% w/w) + 1000 ppm turmeric oil;
(2) cultured dextrose (as a source of propionic acid or propionate equivalent to 0.5% w/w) + 3000 ppm turmeric oil;
(3) cultured dextrose alone (as a source of propionic acid or propionate);
(4) 1000 ppm turmeric oil alone;
(5) 3000 ppm turmeric oil alone; and
(6) no inhibitor added.
FIG. 1 shows the extent of growth of Aspergillus flavus after 5 days in the presence of the above-indicated inhibitors (1) - (6), and FIG. 2 shows the extent of growth of Aspergillus parasiticus after 5 days in the presence of the above-indicated inhibitors (1) - (6). As demonstrated in culture dishes labeled as “1” and “2” in each of FIGs. 1 and 2, the presence of turmeric oil and cultured dextrose (as a source of propionic acid) significantly inhibited fungal growth.
Example 2 — Fungal Inhibition Experiments in Bread
Methods
• Media:
• standard bread recipe
• Mold inhibitors:
(1) no mold inhibitor;
(2) cultured dextrose (0.5%)
(3) cultured dextrose (1.0%)
(4) turmeric oil (1000 ppm);
(5) cultured dextrose (0.5%) + turmeric oil (250 ppm)
(6) cultured dextrose (0.5%) + turmeric oil (500 ppm)
(7) cultured dextrose (0.5%) + turmeric oil (1000 ppm)
(8) acid blend (cultured dextrose + calcium lactate + vinegar) - 1%; (9) acid blend (cultured dextrose + calcium lactate + vinegar) - 1% + turmeric oil (500 ppm); and
(10) acid blend (cultured dextrose + calcium lactate + vinegar) - 0.5% + turmeric oil (500 ppm). • Observation
• # of days to visual mold formation
• qualitative flavor evaluation (for smell and taste) on the date of making
Formulations The recipes shown in the following Table were used.
Figure imgf000012_0001
From previous studies, the appearance of mold in the presence of 0.5% cultured dextrose was only 17 days.
Conclusions
The combination of fermented calcium salt of propionic acid and turmeric oil inhibits mold formation in bread for more days than in the absence of such a combination. Further, the combination of fermented calcium salt of propionic acid with calcium lactate, vinegar and turmeric oil inhibits mold formation in bread for more days than in the absence of such a combination, sometimes for significantly more days, than bread lacking such components.
It is to be understood that, while the methods and compositions of matter have been described herein in conjunction with a number of different aspects, the foregoing description of the various aspects is intended to illustrate and not limit the scope of the methods and compositions of matter. Other aspects, advantages, and modifications are within the scope of the following claims.
Disclosed are methods and compositions that can be used for, can be used in conjunction with, can be used in preparation for, or are products of the disclosed methods and compositions. These and other materials are disclosed herein, and it is understood that combinations, subsets, interactions, groups, etc. of these methods and compositions are disclosed. That is, while specific reference to each various individual and collective combinations and permutations of these compositions and methods may not be explicitly disclosed, each is specifically contemplated and described herein. For example, if a particular composition of matter or a particular method is disclosed and discussed and a number of compositions or methods are discussed, each and every combination and permutation of the compositions and the methods are specifically contemplated unless specifically indicated to the contrary. Likewise, any subset or combination of these is also specifically contemplated and disclosed.

Claims

WHAT IS CLAIMED IS:
1. A method of inhibiting fungal growth in a food or cosmetic product, comprising: contacting the food or cosmetic product with an organic acid or salt thereof and a spice oil or extract.
2. The method of claim 1, wherein the organic acid is a saturated aliphatic acid (e.g., formic acid, acetic acid, propionic acid), an unsaturated aliphatic acid (e.g., sorbic acid), an aromatic acid (e.g., benzoic acid), a poly carboxy lie acid (e.g., oxalic acid), a hydroxyl acid (e.g., lactic acid), a keto acid (e.g., pyruvic acid), an amino acid (e.g., glycine), or combinations thereof.
3. The method of claim 1, wherein the organic acid is propionic acid.
4. The method of claim 1, wherein the organic acid is a blend of organic acids.
5. The method of claim 4, wherein the blend of organic acids comprises propionic acid, lactic acid, and acetic acid.
6. The method of any of claims 1-5, wherein the spice oil or extract is from a spice selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary, spearmint, St. John’s wort, tangerine, tea tree, thyme, white mulberry, ylang ylang.
7. The method of any of claims 1-5, wherein the spice oil or extract is turmeric.
8. The method of any of claims 1-7, wherein the food product is selected from bakery products, meat and poultry products, dany' products, snacks, and pet foods.
9. The method of any of claims 1-7, wherein the cosmetic product is selected from creams and lotions.
10. The method of any of claims 1-9, wherein contacting comprises combining.
11. The method of any of claims 1-9, further comprising combining the organic acid or salt and the spice oil or extract with a solvent to yield a composition, and contacting the food or cosmetic product with the composition.
12. The method of any of claims 1-11, further comprising packaging the food or cosmetic product.
13. An anti-fungal composition comprising or consisting essentially of or consisting of an organic acid and a spice oil or extract.
14. The anti-fungal composition of claim 13, wherein the organic acid is a saturated aliphatic acids (e.g., formic acid, acetic acid, propionic acid), unsaturated aliphatic acids (e.g., sorbic acid), aromatic acids (e.g., benzoic acid), poly carboxylic acids (e.g., oxalic acid), hydroxyl acids (e.g., lactic acid), keto acids (e.g., pyruvic acid), amino acids (e.g., glycine), or combinations thereof.
15. The anti-fungal composition of claim 13, wherein the organic acid is propionic acid.
16. The anti-fungal composition of claim 13, wherein the organic acid is a blend of organic acids.
17. The anti-fungal composition of claim 16, wherein the blend of organic acids comprises propionic acid, lactic acid, and acetic acid.
18. The anti-fungal composition of any of claims 13-17, wherein the spice oil or extract is selected from allicin, basil, bergamot, black pepper, cassia, catechin, chamomile, chitosan, cinnamon, citron, clary sage, clove, coriander, cumin, eucalyptus, fennel, frankincense, geranol, geranium, ginger, gingerol, grapefruit, honey, juniper berry, lavender, lemon, lemongrass, lime, marjoram, Melissa, mengzong bamboo extract, orange, oregano, peppermint, petitgrain, rosemary', spearmint, St. John’s wort, tangerine, tea tree, thyme, turmeric, white mulberry, ylang ylang.
19. The anti-fungal composition of any of claims 13-17, wherein the spice oil or extract is turmeric.
20. The anti-fungal composition of any of claims 13-17, wherein the organic acid is propionic acid and the spice oil or extract is turmenc.
21. The anti-fungal composition of any of claims 13-20, wherein the composition comprises a solvent.
22. The anti-fungal composition of any of claims 13-21, wherein the composition is a food or cosmetic product.
15
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