Phytochemistry PPC303: Carbohydrates Overview

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Questions and Answers

What is the general formula that represents carbohydrates?

  • C(H2O)x
  • C6H12O6
  • C2H2O2
  • Cx(H2O)y (correct)

Which type of carbohydrate is characterized by containing only one type of monosaccharide unit?

  • Hetero-polysaccharides
  • Disaccharides
  • Homo-polysaccharides (correct)
  • Mucopolysaccharides

Which of the following is not a product of carbohydrate metabolism?

  • Conversion to fatty acids (correct)
  • Energy production
  • Conversion to amino acids
  • Conversion to ketones

Which type of disaccharide is classified as a reducing disaccharide?

<p>Both B and C (D)</p> Signup and view all the answers

What is a key role of carbohydrates in pharmaceuticals?

<p>They can act as therapeutic agents. (B)</p> Signup and view all the answers

What process describes the interconversion between α and β forms of sugar in solution?

<p>Mutarotation (D)</p> Signup and view all the answers

Which form of glucose is referred to as glucopyranose?

<p>β-D-Glucopyranose (A)</p> Signup and view all the answers

What is a primary use of glucose in a medical context?

<p>Energy source during starvation (B)</p> Signup and view all the answers

Which sugar is known for having a low glycemic index and is primarily used in diabetic food?

<p>Fructose (B)</p> Signup and view all the answers

In what forms can glucose be administered medically?

<p>Intravenous in physiologic salt solution (C)</p> Signup and view all the answers

Which of the following statements about glucosamine is true?

<p>It occurs naturally in shellfish and animal bones (C)</p> Signup and view all the answers

What role does fructose play in infant feeding formulas?

<p>It serves as a sweetener with low glycemic index (B)</p> Signup and view all the answers

What is the configuration of the highest numbered asymmetric carbon in D-glucose?

<p>D if OH is on the right (C)</p> Signup and view all the answers

What is the role of xylitol in dental health?

<p>It inhibits the growth of Streptococcus mutans. (C)</p> Signup and view all the answers

Which condition is calcium gluconate therapy NOT indicated for?

<p>Kidney stones (D)</p> Signup and view all the answers

What is the primary use of ferrous gluconate?

<p>To increase hemoglobin in the blood (D)</p> Signup and view all the answers

What is glucuronic acid primarily used for?

<p>As a component of cartilage and joint fluid (C)</p> Signup and view all the answers

What describes the preparation of calcium gluconate?

<p>Electrolytic oxidation of glucose with calcium carbonate (D)</p> Signup and view all the answers

Which statement is false regarding lactose?

<p>It is primarily sourced from refined sugars. (D)</p> Signup and view all the answers

What enzyme action is involved in the preparation of glucuronic acid?

<p>Selective enzymatic oxidation of glucose (C)</p> Signup and view all the answers

Which of the following is NOT a common application of calcium gluconate?

<p>To treat generalized pneumonia (C)</p> Signup and view all the answers

What is the primary marketed use of oral glucosamine?

<p>Prevention of joint cartilage degeneration (D)</p> Signup and view all the answers

Which glucose derivative is administered intramuscularly for rheumatic arthritis?

<p>Aurothioglucose (A)</p> Signup and view all the answers

Which of the following is NOT a use of mannitol?

<p>Sweetener in chewing gums (C)</p> Signup and view all the answers

How is xylitol produced?

<p>Hydrogenation of xylose (C)</p> Signup and view all the answers

What makes xylitol a 'tooth-friendly' sugar alcohol?

<p>It can rearrange with Ca due to its structure (B)</p> Signup and view all the answers

Which of the following is a synthetic glucose derivative used for rheumatic arthritis?

<p>Auranofin (C)</p> Signup and view all the answers

Which characteristic of mannitol makes it effective as an osmotic diuretic?

<p>Excretion unchanged by the body (A)</p> Signup and view all the answers

Which statement about mannitol hexanitrate is true?

<p>It's taken orally at a dose of 30 mg daily for coronary vasodilation. (B)</p> Signup and view all the answers

What is a primary use of lactulose?

<p>Treatment of chronic constipation (C)</p> Signup and view all the answers

How does lactulose help in decreasing blood ammonia levels?

<p>By trapping ammonia in acidified stools (D)</p> Signup and view all the answers

What is the structural composition of sucrose?

<p>2-O-(α-D-glucopyranosyl) β-D-fructofuranose (D)</p> Signup and view all the answers

Which of the following is NOT a use of sucralfate?

<p>Sweetening agent in pharmaceuticals (D)</p> Signup and view all the answers

What is the most frequent adverse effect of sucralfate?

<p>Constipation (A)</p> Signup and view all the answers

Which statement about lactulose is true?

<p>Lactulose helps increase fecal bulk. (C)</p> Signup and view all the answers

What is a critical preparation method for lactulose?

<p>Alkaline rearrangement of lactose (A)</p> Signup and view all the answers

What mechanism does sucralfate use to aid in healing gastric ulcers?

<p>Forming a complex with proteins (C)</p> Signup and view all the answers

Flashcards

Carbohydrates

Organic compounds made of carbon, hydrogen, and oxygen, often in a 1:2:1 ratio (like water). Plants produce them.

Photosynthesis

The process by which plants use sunlight to convert water and carbon dioxide into sugars.

Monosaccharides

Simple sugars; the basic building blocks of carbohydrates.

Disaccharides

Double sugars, formed by combining two monosaccharides.

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Polysaccharides

Complex carbohydrates formed by linking many monosaccharides.

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Reducing disaccharides

Disaccharides that can reduce other substances in chemical reactions.

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Non-reducing disaccharides

Disaccharides that cannot reduce substances in chemical reactions.

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Glycogen

Animal carbohydrate storage form.

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Glucose

A common monosaccharide; a major source of energy for cells.

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Fructose

A monosaccharide; a type of ketose sugar found in fruits.

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Mutarotation

The process where α and β forms of sugars interconvert in solution, reaching equilibrium through an open-chain structure.

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α-form of sugar

One of the cyclic forms of a sugar molecule, distinguished by the position of the hydroxyl group on the anomeric carbon.

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β-form of sugar

Another cyclic form of a sugar molecule, differing in hydroxyl group position on the anomeric carbon from the α-form.

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Monosaccharides

Simple sugars that are the basic units of carbohydrates.

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Glucose

A common monosaccharide, also known as dextrose or grape sugar, an aldohexose.

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Fructose

A ketohexose sugar commonly found in fruits and honey, also known as levulose.

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Glucosamine

An amino sugar found in shellfish, animal bones, and some fungi.

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D-configuration

A stereoisomer configuration of a molecule where the hydroxyl group on the highest numbered chiral carbon is on the right side in a Fischer projection.

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L-configuration

A stereoisomer configuration of a molecule where the hydroxyl group on the highest numbered chiral carbon is on the left side in a Fischer projection.

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Calcium Gluconate

A calcium salt of gluconic acid; a soluble, non-toxic, and well-tolerated form of calcium.

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Preparation of Calcium Gluconate

Prepared via electrolytic oxidation of glucose (at C1) in presence of calcium carbonate, or bacterial fermentation of glucose solution with calcium carbonate.

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Uses of Calcium Gluconate

Treats calcium deficiency conditions, like parathyroid deficiency, tetany, and general calcium deficiency in women and children.

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Ferrous Gluconate

A hematinic –increases blood hemoglobin - used in iron deficiency anemia.

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Xylitol

Inhibits Streptococcus mutans bacteria, a major contributor to tooth decay.

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Glucuronic Acid

Component of various substances like cartilage, nerve sheaths, tendons, and joint fluids. Helpful in relieving arthritis.

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Lactose

Milk sugar, a byproduct of whey after butter and cheese production.

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Reducing Disaccharides

Disaccharides such as lactose that can be oxidized.

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Glucosamine Use

Used to treat osteoarthritis by preventing cartilage degeneration because it's a precursor for glycosaminoglycans, key components of joint cartilage.

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Aurothioglucose

A gold derivative of glucose, administered intramuscularly, used to treat rheumatic arthritis.

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Auranofin

A synthetic gold derivative of glucose, taken orally to treat rheumatic arthritis.

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Sugar Alcohol

Reduction products of sugars, like mannitol, glucitol, and xylitol.

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Mannitol Use (osmotic diuretic)

Used as diuretic to increase excretion of water and salts from the body, used in kidney function tests.

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Mannitol as Laxative

Mannitol can be used as a laxative to increase bowel movements.

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Mannitol Use (excipient)

Used in chewable tablets as a filling agent.

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Mannitol Hexanitrate

A coronary vasodilator used to widen blood vessels.

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Mannitol-nitrogen mustard

Antineoplastic agent to prevent, inhibit, or halt the development of tumors.

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Xylitol Use (sweetener)

Used as a sugar substitute in chewing gum and other products.

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Xylitol oral hygiene

Found in toothpaste, fluoride tablets, and mouthwashes for oral health.

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Xylitol's tooth-friendly nature

Xylitol's tridentate ligand structure (H-C-OH)3 can rearrange with calcium, making it safer on teeth.

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Lactulose - Use

Used as a laxative to treat chronic constipation and to decrease blood ammonia in portal-systemic encephalopathy.

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Lactulose - Structure

A semisynthetic disaccharide formed by rearranging lactose (a sugar composed of glucose and galactose).

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Lactulose - Mechanism

Colon bacteria metabolize lactulose into acids, increasing fecal bulk and stimulating peristalsis.

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Sucrose - Use

A common table sugar used in syrups and as a sweetening agent.

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Sucrose - Occurrence

Found in sugar cane and sugar beets.

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Sucralfate - Use

Treatment for peptic and duodenal ulcers by creating a protective barrier.

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Sucralfate - Mechanism

Forms a complex with proteins that adheres to the ulcer, protecting it from stomach acids and enzymes.

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Study Notes

Phytochemistry, PPC303

  • Carbohydrates are produced by plants during photosynthesis
  • Carbohydrates are composed of carbon, hydrogen, and oxygen in the same proportion as water
  • Carbohydrates formula is Cx(Hâ‚‚O)y
  • Structurally, carbohydrates can be polyhydroxy aldehydes or polyhydroxy ketones
  • Examples of monosaccharides include D-glucose and D-fructose
  • After absorption, metabolism of monosaccharides depends on body requirements, resulting in energy production, storage as glycogen or triglycerides, or conversion to keto acids, amino acids, or proteins
  • Carbohydrates are classified by the number of monosaccharide units, including monosaccharides (e.g., pentose, hexoses), disaccharides (reducing, non-reducing), trisaccharides, and polysaccharides (homo-, hetero-)
  • Mucopolysaccharides are of animal origin (e.g., chitin, hyaluronic acid, heparin)
  • Carbohydrates are found in many pharmaceutical products as therapeutic agents or due to their pharmaceutical importance
  • Mutarotation is the interconversion between α and β forms of sugar in solution via an open chain
  • Dextrose, glucopyranose, and Grape sugar are examples of aldohexoses
  • Carbohydrates are used as a ready source of energy during starvation
  • Fructose, also known as levulose, fructofuranose, or fructopyranose is found naturally in fruits and honey
  • Fructose is used as a food for diabetics due to its low glycemic index and inclusion in infant formulas
  • Glucosamine is naturally present in shellfish, animal bones, and bone marrow, and some fungi (e.g., Aspergillus niger)
  • Oral glucosamine is used in the treatment of osteoarthritis
  • Aurothioglucose is a semi-synthetic glucose derivative used in the treatment of rheumatoid arthritis
  • Auranofin is a synthetic glucose derivative used in the treatment of rheumatoid arthritis
  • Sugar alcohols are obtained as reduction products of corresponding sugars. Xylitol, D-mannitol, and Glucitol are examples
  • Mannitol is naturally obtained from manna, and also through the catalytic hydrogenation of mannose
  • Mannitol is used as an osmotic diuretic and diagnostic agent in kidney function tests
  • Mannitol is also used as an excipient in chewable tablets
  • Mannitol hexanitrate is used as a coronary vasodilator
  • Mannitol-nitrogen mustard is an antineoplastic agent
  • Xylitol is found in fibers of many fruits and vegetables (e.g., berries, corn, mushrooms) and is produced via hydrogenation of xylose
  • Xylitol is used as a sweetener in chewing gums and pastilles, and also in oral hygiene products
  • Xylitol is considered a "tooth-friendly" sugar alcohol due to its ability to bind calcium and remineralize enamel
  • Calcium gluconate is the calcium salt of gluconic acid
  • Calcium gluconate is prepared via electrolytic oxidation of glucose or bacterial fermentation
  • Calcium gluconate is used as a source of soluble, non-toxic, well-tolerated calcium
  • Calcium gluconate therapy is indicated for conditions with calcium deficiency (e.g., parathyroid deficiency, tetany, general calcium deficiency)
  • Ferrous gluconate is classified as an hematinic and used orally or by injection in iron deficiency anemia
  • Glucuronic acid is a naturally occurring component of gums, mucillages, and hemicelluloses
  • Glucuronic acid is prepared through enzymatic oxidation of glucose
  • Glucuronic acid is used in the relief of certain arthritic conditions
  • Lactose is a by-product from whey, the portion of milk left after fat and casein have been removed, and crystallizes out following whey evaporation
  • Lactose is used as a diluent in tablets and powders and a nutrient in infant formulas
  • Lactulose is a semisynthetic sugar prepared by alkaline rearrangement of lactose
  • Lactulose is a treatment for chronic constipation (laxative)
  • Lactulose is used to decrease blood ammonia concentration in portal-systemic encephalopathy
  • Sucrose is a non-reducing disaccharide found in sugar cane and sugar beet
  • Sucrose is used to prepare syrups and as a sweetening agent in pharmaceutical products, and as bacteriostatic and preservative in aqueous solution
  • Sucralfate is a basic aluminum salt, used in the treatment of peptic and duodenal ulcers

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