List of phytochemicals in food

The following is a list of phytochemicals present in commonly consumed foods.

Terpenoids (isoprenoids)

Carotenes

orange pigments

  • α-Carotene – to vitamin A carrots, pumpkins, maize, tangerine, orange.
  • β-Carotene – to vitamin A dark, leafy greens, red, orange and yellow fruits and vegetables.
  • γ-Carotene - to vitamin A,
  • δ-Carotene
  • ε-carotene
  • Lycopene Vietnam Gac, tomatoes, grapefruit, watermelon, guava, apricots, carrots, autumn olive.
  • Neurosporene
  • Phytofluene star fruit, sweet potato, orange.
  • Phytoene sweet potato, orange.

Xanthophylls

yellow pigments

  • Canthaxanthin paprika, mushrooms, crustaceans, fish and eggs.
  • β-Cryptoxanthin to vitamin A mango, tangerine, orange, papaya, peaches, avocado, pea, grapefruit, kiwi.
  • Zeaxanthin wolfberry, spinach, kale, turnip greens, maize, eggs, red pepper, pumpkin, orange.
  • Astaxanthin microalgae, yeast, krill, shrimp, salmon, lobsters, and some crabs.
  • Lutein spinach, turnip greens, romaine lettuce, eggs, red pepper, pumpkin, mango, papaya, oranges, kiwi, peaches, squash, brassicas, prunes, sweet potatoes, honeydew melon, rhubarb, plum, avocado, pear, cilantro.
  • Rubixanthin rose hip.

Triterpenoid

  • Saponins soybeans, beans, other legumes, maize, alfalfa.
  • Oleanolic acid American pokeweed, honey mesquite, garlic, java apple, cloves, and many other Syzygium species.
  • Ursolic acid apples, basil, bilberries, cranberries, elder flower, peppermint, lavender, oregano, thyme, hawthorn, prunes.
  • Betulinic acid Ber tree, white birch, winged beans, tropical carnivorous plants Triphyophyllum peltatum, Ancistrocladus heyneanus, Diospyros leucomelas a member of the persimmon family, Tetracera boiviniana, the jambul (Syzygium formosanum), chaga (Inonotus obliquus), and many other Syzygium species.
  • Moronic acid Rhus javanica (a sumac), mistletoe

Diterpenes

  • Cafestol Coffea arabica in unfiltered form such as French press coffee or Turkish coffee/Greek coffee.[1]

Monoterpenes

  • Limonene, oils of citrus, cherries, spearmint, dill, garlic, celery, maize, rosemary, ginger, basil.
  • Perillyl alcohol citrus oils, hops, caraway, mints.
  • Thujones, oils of Thyme, Oregano, Sage, Mugwort, Juniper

Steroids

  • Phytosterols almonds, cashews, peanuts, sesame seeds, sunflower seeds, whole wheat, maize, soybeans, many vegetable oils.
    • Campesterol buckwheat.
    • beta Sitosterol avocado, rice bran, wheat germ, corn oils, fennel, peanuts, soybeans, hawthorn, basil, buckwheat.
    • gamma sitosterol
    • Stigmasterol buckwheat.

Phenolic compounds

Natural monophenols

  • Apiole parsley, celery leaf.
  • Carnosol rosemary, sage.
  • Carvacrol oregano, thyme, pepperwort, wild bergamot.
  • Dillapiole dill, fennel root.

Flavonoids

red, blue, purple pigments

  • Flavonols
    • Quercetin red and yellow onions, tea, wine, apples, cranberries, buckwheat, beans, lovage.
    • Kaempferol tea, strawberries, gooseberries, cranberries, grapefruit, apples, peas, brassicates (broccoli, kale, brussels sprouts, cabbage), chives, spinach, endive, leek, tomatoes.
    • Myricetin grapes, red wine, berries, walnuts.
    • Fisetin strawberries, cucumbers.
    • Rutin citrus fruits, oranges, lemons, limes, grapefruit, berries, peaches, apples, pagoda tree fruits, asparagus, buckwheat, parsley, tomatoes, apricots, rhubarb, tea.
    • Isorhamnetin red turnip, goldenrod, mustard leaf, ginkgo biloba, onion.
  • Flavanones
    • Hesperidin citrus fruits.
    • Naringenin citrus fruits.
    • Silybin milk thistle.
    • Eriodictyol citrus fruits.
  • Flavones
    • Acacetin Robinia pseudoacacia, Turnera diffusa.
    • Apigenin chamomile, celery, parsley.
    • Chrysin Passiflora caerulea, Pleurotus ostreatus, Oroxylum indicum.
    • Diosmetin Vicia.
    • Tangeritin tangerine and other citrus peels.
    • Luteolin beets, artichokes, celery, carrots, celeriac, rutabaga, parsley, mint, chamomile, lemongrass, chrysanthemum.
  • Flavan-3-ols (flavanols)
    • Catechins white tea, green tea, black tea, grapes, wine, apple juice, cocoa, lentils, black-eyed peas.
      • (+)-Catechin
      • (+)-Gallocatechin
      • (−)-Epicatechin
      • (−)-Epigallocatechin
      • (−)-Epigallocatechin gallate (EGCG) green tea.
      • (−)-Epicatechin 3-gallate
    • Theaflavin black tea.
      • Theaflavin-3-gallate black tea.
    • Thearubigins black tea.
    • Proanthocyanidins
  • Flavanonols
  • Anthocyanidins (flavonals) and Anthocyanins red wine, many red, purple or blue fruits and vegetables.
    • Pelargonidin bilberry, raspberry, strawberry.
    • Peonidin bilberry, blueberry, cherry, cranberry, peach.
    • Cyanidin red apple & pear, bilberry, blackberry, blueberry, cherry, cranberry, peach, plum, hawthorn, loganberry, cocoa.
    • Delphinidin bilberry, blueberry, eggplant.
    • Malvidin malve, bilberry, blueberry.
    • Petunidin
    • Phycocyanin spirulina.

Isoflavonoids

  • Isoflavones (phytoestrogens) use the 3-phenylchromen-4-one skeleton (with no hydroxyl group substitution on carbon at position 2).
    • Daidzein (formononetin) soy, alfalfa sprouts, red clover, chickpeas, peanuts, kudzu, other legumes.
    • Genistein (biochanin A) soy, alfalfa sprouts, red clover, chickpeas, peanuts, other legumes.
    • Glycitein soy.
  • Isoflavanes
  • Isoflavandiols
  • Isoflavenes
  • Pterocarpans or Coumestans (phytoestrogens)
  • Coumestrol red clover, alfalfa sprouts, soy, peas, brussels sprouts.

Flavonolignans

  • Silymarin artichokes, milk thistle.

Lignans

Phytoestrogens seeds (flax, sesame, pumpkin, sunflower, poppy), whole grains (rye, oats, barley), bran (wheat, oat, rye), fruits (particularly berries) and vegetables.[2]

  • Matairesinol flax seed, sesame seed, rye bran and meal, oat bran, poppy seed, strawberries, blackcurrants, broccoli.
  • Secoisolariciresinol flax seeds, sunflower seeds, sesame seeds, pumpkin, strawberries, blueberries, cranberries, zucchini, blackcurrant, carrots.
  • Pinoresinol and lariciresinol[3] sesame seed, Brassica vegetables.

Stilbenoids

  • Resveratrol grape (skins and seeds, grape wine), nuts, peanuts, Japanese Knotweed root.
  • Pterostilbene grapes, blueberries.
  • Piceatannol grapes.
  • Pinosylvin

Curcuminoids

  • Curcumin (Oxidizes to vanillin) turmeric, mustard.
Hydrolyzable tannins
  • Ellagitannins
    • Punicalagins tea, berries.
    • Castalagins
    • Vescalagins oak wood.[4]
    • Castalins
    • Casuarictins
    • Grandinins
    • Punicalins
    • Roburin As
    • Tellimagrandin IIs
    • Terflavin Bs
  • Gallotannins
    • Digalloyl glucose
    • 1,3,6-Trigalloyl glucose
Condensed tannins
  • Proanthocyanidins horse chestnut Aesculus hippocastanum, cranberry juice, peanut skin, grape.
  • Polyflavonoid tannins
  • Catechol-type tannins
  • Pyrocatecollic type tannins
  • Flavolans
Phlorotannins

extracted from brown alga species (Ecklonia cava, Sargassum mcclurei), sea oak (Eisenia bicyclis, Fucus vesiculosus).

Flavono-ellagitannin

extracted from Mongolian Oak (Quercus mongolica).

Phenolic acids

  • Salicylic acid peppermint, licorice, peanut, wheat.
  • Vanillin and Vanillic acid açaí oil, vanilla beans, cloves.
  • Gallic acid tea, mango, strawberries, rhubarb, soy.
  • Ellagic acid walnuts, strawberries, cranberries, blackberries, guava, grapes.
  • Tannic acid nettles, tea, berries.

Hydroxycinnamic acids

  • Caffeic acid burdock, hawthorn, artichoke, pear, basil, thyme, oregano, apple, olive oil.
  • Chlorogenic acid echinacea, strawberries, pineapple, coffee, sunflower, blueberries.
  • Cinnamic acid cinnamon, aloe.
  • Ferulic acid oats, rice, artichoke, orange, pineapple, apple, peanut, açaí oil.
  • Coumarin citrus fruits, maize.

Phenylethanoids

  • Tyrosol olive oil.
  • Hydroxytyrosol olive oil.
  • Oleocanthal olive oil.
  • Oleuropein olive oil.

Others

  • Capsaicin chilli peppers.
  • Gingerol ginger.
  • Alkylresorcinols wholegrain wheat, rye and barley.
  • Piperine black pepper.

Glucosinolates

The precursor to isothiocyanates

  • Sinigrin (the precursor to allyl isothiocyanate) broccoli family, brussels sprouts, black mustard.
  • Glucotropaeolin (the precursor to benzyl isothiocyanate)
  • Gluconasturtiin (the precursor to phenethyl isothiocyanate)
  • Glucoraphanin (the precursor to sulforaphane) brassicas: broccoli, cauliflower, brussels sprouts, cabbages.

Aglycone derivatives

  • Dithiolthiones (isothiocyanates)
    • Sulforaphane brassicas: broccoli, cauliflower, brussels sprouts, cabbages.
    • Allyl isothiocyanate
    • Phenethyl Isothiocyanate
    • Benzyl Isothiocyanate
  • Oxazolidine-2-thiones
  • Nitriles
  • Thiocyanates

Organosulfides/ Organosulfur compounds

  • Polysulfides (allium compounds)
    • Allyl methyl trisulfide garlic, onions, leeks, chives, shallots.
  • Sulfides
    • Diallyl disulfide garlic, onions, leeks, chives, shallots.
  • Allicin garlic.
  • Alliin garlic.
  • Allyl isothiocyanate horseradish, mustard, wasabi.
  • Syn-propanethial-S-oxide cut onions.

Indoles

  • Indole-3-carbinol cabbage, kale, brussels sprouts, rutabaga, mustard greens, broccoli.
  • 3,3'-Diindolylmethane or DIM broccoli family, brussels sprouts, cabbage, kale.
  • Indole-3-acetic acid Commonly occurring plant hormone, a part of the auxin family.

Betalains

  • Betacyanins beets, chard, Amaranthus tricolor.
    • betanin
    • isobetanin
    • probetanin
    • neobetanin
  • Betaxanthins (non glycosidic versions)
    • Indicaxanthin beets, sicilian prickly pear.
    • Vulgaxanthin beets.

Chlorophylls

  • Chlorophyllin: Dark green leafy vegetables like spinach.[5]

Other organic acids

  • Saturated cyclic acids
    • Phytic acid (inositol hexaphosphate) cereals, nuts, sesame seeds, soybeans, wheat, pumpkin, beans, almonds.
    • Quinic acid
  • Oxalic acid orange, spinach, rhubarb, tea and coffee, banana, ginger, almond, sweet potato, bell pepper.
  • Tartaric acid apricots, apples, sunflower, avocado, grapes, tamarind.
  • Anacardic acid cashews, mangoes.
  • Malic acid apples.
  • Caftaric acid grapes.
  • Coutaric acid grapes.
  • Fertaric acid

Amines

  • Betanin beetroot.

Carbohydrates

Monosaccharides

  • Hexose wheat, barley.
  • Pentose rye, oat.

Polysaccharides

  • Beta-glucan
    • Chitin fungi includes other edible mushrooms.
    • Lentinan fruit body of shiitake (Lentinula edodes mycelium (LEM)) and other edible mushrooms.
  • Fructan
    • Inulins diverse plants, e.g. topinambour, chicory.
  • Lignin stones of fruits, vegetables (filaments of the garden bean), cereals.
  • Pectins fruit skin (mainly apple and, quince), vegetables.

Protease inhibitors

  • Protease inhibitors soybean, seeds, legumes, potatoes, eggs, cereals.

See also

References

  1. Zhang, Chen; Linforth, Robert; Fisk, Ian D. (2012). "Cafestol extraction yield from different coffee brew mechanisms". Food Research International. 49: 27–31. doi:10.1016/j.foodres.2012.06.032. S2CID 56221623.
  2. Linus Pauling Institute at Oregon State University
  3. Lignan contents of Dutch plant foods: a database i...[Br J Nutr. 2005] - PubMed Result
  4. Marinov, M G; Dimitrova, E D; Puech, J L (1997). "Kinetics of ellagitannin extraction from oak wood using white wine". Journal of Wine Research. 8: 29–40. doi:10.1080/09571269708718095.
  5. "Chlorophyll and Chlorophyllin". Micronutrient Information Center, Linus Pauling Institute, Oregon State University. 1 June 2009. Retrieved 26 November 2019.
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