Natural Compounds in Skincare and Medicine
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Questions and Answers

What is the primary advantage of alpha-arbutin over beta-arbutin?

  • It is more stable and potent. (correct)
  • It is less stable than beta-arbutin.
  • It is derived from natural sources.
  • It is effective for treating skin conditions.
  • What major component is produced when gaultherin undergoes hydrolysis?

  • Beta-arbutin
  • Salicin
  • Methyl salicylate (correct)
  • Alpha-arbutin
  • Which of the following is a common use of salicin?

  • Sunscreen protection
  • Pain relief (correct)
  • Skin hydration
  • Anti-aging
  • What is a potential side effect of high doses of salicin?

    <p>Stomach ulcers</p> Signup and view all the answers

    From which plant is gaultherin sourced?

    <p>Gaultheria procumbens</p> Signup and view all the answers

    What is the product of acid hydrolysis of Salicin?

    <p>D-glucose</p> Signup and view all the answers

    Which reagent produces a violet color when tested with Salicin?

    <p>Froehd’s reagent</p> Signup and view all the answers

    Which of the following is a source of populin?

    <p>Populus species</p> Signup and view all the answers

    What is the byproduct of alkali hydrolysis of populin?

    <p>Glucose and Saligenin</p> Signup and view all the answers

    Which chemical test results in a red color that disappears upon addition of water?

    <p>Concentrated sulphuric acid</p> Signup and view all the answers

    Study Notes

    Arbutin

    • Alpha-arbutin, a synthetic form, is more stable and potent than the natural form, beta-arbutin.
    • Alpha-arbutin is commonly used in high-performance skincare products due to its effectiveness.

    Phenolic Ester Glycosides

    • Gaultherin is a phenolic ester glycoside found in Wintergreen (Gaultheria procumbens).
    • It is used as an analgesic, antipyretic, and anti-rheumatic.
    • Upon hydrolysis (by acid or the enzyme gaultherase), it yields methyl salicylate, xylose, and β-D-glucose.

    Phenolic Alcohol Glycosides

    Salicin

    • O-Hydroxybenzyl glucoside, found in willow barks (e.g., Salix fragilis).
    • Used as an analgesic, antipyretic, and anti-rheumatic.
    • Topical application can help treat skin conditions such as acne, psoriasis, and eczema.
    • High doses can cause side effects similar to aspirin (e.g., stomach ulcers, bleeding, allergic reactions).

    Populin

    • A 6’- benzoyl salicin, found in Populus species.
    • Hydrolysis by alkali yields benzoic acid and slicin.
    • Acid hydrolysis yields benzoic acid, glucose, and saligenin.

    Thioglycosides (Glucosinolates)

    • Thioglycosides are S-glycosides, containing glucose.
    • They are anions.
    • Rich sources include oil seeds (rapeseed), condiments (mustard), and vegetables (broccoli, cabbage, and turnips).

    Black Mustard

    • Black mustard acts as a local irritant and emetic.
    • Used externally as a rubefacient and commercially as a condiment.
    • Possesses anticarcinogenic properties.

    Sinigrin

    • Found in the seeds of Brassica nigra (black mustard).
    • Hydrolysis yields glucose, sulfate, and allyl isothiocyanate.

    Sinalbin

    • Found in the seeds of Brassica alba (white mustard).
    • Hydrolysis by the myrosinase enzyme yields p-hydroxybenzyl isothiocyanate, sinapine acid, sulfate, and glucose.

    Isoflavonoid Glycosides

    • Diadizin and genistin are isoflavonoid glycosides.
    • Diadizin occurs in soya beans (Glycine max) and genistin in Genista lupines and Prunus spp.
    • Both yield their respective aglycones (diadzein and genistein) and glucose upon hydrolysis.
    • Isoflavones are considered dietary phytoestrogens and cancer protective compounds.
    • Diadzin is used as an antioxidant.

    Biflavones Glycoside

    • Amentoflavone is a biflavones glycoside, found in Ginkgo biloba, formed by the linkage of two Apigenin molecules.
    • It is used as a uterine antispasmodic, and helps delay diabetic cataract and diabetic neuropathies.
    • It also acts as a cardiotonic.

    Flavanolignans

    • Silymarin is a mixture of various flavanonol or flavanol derivatives, found in the fruits of Silybum marianum.
    • It consists of three principle components: silybin, silychristin, and silydianin.
    • Silymarin has hepatoprotective properties, protecting the liver from damage caused by metabolic toxins.
    • It is used in liver dysfunction and after hepatitis treatment.
    • It also has antioxidant activity.

    Cyanogenic Glycosides

    • Linamarin is a cyanogenic glycoside, found in flax (Linum usitatissimum).
    • Hydrolysis yields glucose and acetone cyanohydrin.
    • Further hydrolysis yields glucose, acetone, and hydrocyanic acid.

    Amygdalin

    • Found in bitter almond seeds (Prunus amygdalus) and kernels of apricots (Prunus armeniaca), peaches, and plums.
    • Used in the preparation of benzaldehyde, a volatile oil of bitter almond, which acts as a bactericidal, antispasmodic, and sedative.
    • Hydrolysis by a mixture of three enzymes (amygdalin hydrolase, prunasin hydrolase, and mandelonitrile lyase) yields benzaldehyde, HCN, and two molecules of glucose.

    Method of Isolating Amygdalin

    • The fruits are cracked to obtain the kernels, which are dried in the sun or in ovens.
    • The kernels are boiled in ethanol.
    • Evaporation of the solution and the addition of diethyl ether precipitates amygdalin as white crystals.

    Rutinose

    • A sugar moiety formed from rhamnose and glucose.

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    Description

    Explore the roles of alpha-arbutin, salicin, and gaultherin in skin care and medicinal applications. This quiz covers their properties, uses, and potential side effects. Test your knowledge on these phenolic compounds and their benefits.

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