Alkaloids Overview and Functions

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Questions and Answers

What is the primary characteristic of alkaloids that is reflected in their name?

  • They contain a high proportion of carbon.
  • They are always found in monocot plants.
  • They are acidic in nature.
  • They are derived from 'al kaly,' meaning basic or soda. (correct)

Which plant family is NOT known to be rich in alkaloids?

  • Solanaceae
  • Labiatae (correct)
  • Apocynaceae
  • Papaveracea

Which of the following best describes the principal function of alkaloids in plants?

  • Facilitating water transport throughout the plant.
  • Structural component of plant cell walls.
  • Defense mechanism against herbivores. (correct)
  • Primary energy storage.

Which type of amine is LEAST commonly found within alkaloid structures?

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

An alkaloid is classified as having a 'sympathomimetic' effect. What does this imply about its pharmacological activity?

<p>It mimics the effects of the sympathetic nervous system. (B)</p> Signup and view all the answers

Which alkaloid is known for its local anesthetic properties and is sometimes used as a drug of abuse?

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

What is the primary use of pilocarpine, an imidazole alkaloid?

<p>Treatment of glaucoma (B)</p> Signup and view all the answers

Which class of alkaloids is noted for being potentially toxic to humans?

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

Which alkaloid, found in tobacco, is used in nicotine patches to assist in quitting smoking?

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

Which of the following is a modified benzyltetrahydro-isoquinoline alkaloid known for its powerful analgesic and narcotic effects?

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

Which alkaloid is known for its activity against the AIDS virus HIV?

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

What is the primary use of papaverine, a benzyltetrahydroisoquinoline alkaloid?

<p>As an expectorant and for male impotence (C)</p> Signup and view all the answers

Which of the following is a common purine alkaloid known for its smooth muscle relaxant properties?

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

Which alkaloid is associated with inflammatory, rheumatic and gastrointestinal disorders?

<p>Acetyl-lycopsamine (A)</p> Signup and view all the answers

Which of the following is a basic skeleton for indole alkaloids?

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

Flashcards

Alkaloids

Natural organic nitrogenous bases primarily found in plants, containing at least one nitrogen atom in a heterocyclic ring, and exhibiting physiological activity.

Alkaloid Classification

Alkaloids are classified based on their chemical structure, particularly the heterocyclic ring containing nitrogen. Examples include piperidine, quinoline, and indole.

Dicots vs. Monocots

Dicots are more abundant in alkaloids compared to monocots, suggesting a greater role of alkaloids in their biological processes.

Alkaloid Functions in Plants

Plants can use alkaloids as a defense mechanism against herbivores and predators. Alkaloids may also serve as a nitrogen source or waste product for the plant.

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Pharmacological Actions of Alkaloids

Alkaloids have diverse pharmacological activities. For example, morphine is a depressant, caffeine is a stimulant, and ephedrine can stimulate the sympathetic nervous system.

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Tropane Alkaloids

A type of alkaloid characterized by a bicyclic ring system containing a nitrogen atom and a five-membered ring.

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Piperidine Alkaloids

A type of alkaloid with a six-membered ring containing a nitrogen atom, often found in plants like lobeline and piperine.

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Quinolitzidine Alkaloids

A type of alkaloid with a bicyclic ring system containing a nitrogen atom and a seven-membered ring.

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Indole Alkaloids

A type of alkaloid containing the indole ring system, a crucial part of many natural products.

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Tropane Alkaloids: Anticholinergic Activity

A type of alkaloid known for its anticholinergic activity, which can lead to muscle relaxation and other effects.

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Pyridine Alkaloids

A type of alkaloid with a six-membered ring containing a nitrogen atom, often found in plants, and can have various physiological effects.

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Modified Benzyltetrahydroisoquinoline Alkaloids

A type of alkaloid, with a similar structure to morphine, known for its potent analgesic properties, useful in pain relief.

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Ergot Alkaloids

A type of alkaloid with a specific structure, often found in plants like ergot fungi, known for their diverse pharmacological activities.

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Purine Alkaloids

A type of alkaloid that has a key role in stimulating the central nervous system, often found in coffee, tea, and chocolate.

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Imidazole Alkaloids

A type of alkaloid with a unique structure, found in plants like pilocarpus, known for its miotic properties, used for the treatment of glaucoma.

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Study Notes

Alkaloids

  • Alkaloids are natural organic nitrogenous bases
  • Primarily found in plants, but also in microorganisms and animals
  • Contain at least one nitrogen atom in a heterocyclic ring
  • Physiologically active
  • Nitrogen atoms are typically secondary, tertiary, or quaternary amines (rarely primary amines)
  • Classified based on the basic nitrogen-containing structures from which they are derived (e.g., piperidine, quinoline, indole)
  • Dicots tend to contain more alkaloids than monocots
  • Rich alkaloid families include Apocynaceae, Rubiaceae, Solanaceae, and Papaveraceae
  • Families lacking alkaloids include Rosaceae and Labiatae

Alkaloid Functions

  • Defense mechanisms (nitrogen source or waste)
  • Pharmacological activities
  • Central Nervous System (CNS) effects: depressants (morphine), stimulants (caffeine)
  • Autonomic Nervous System (ANS) effects: sympathomimetic (ephedrine), sympatholytic (yohimbine), parasympathomimetic (pilocarpine), anticholinergic (atropine), ganglioplegic (nicotine)
  • Used in:
    • Anesthesia (cocaine)
    • Treating fibrilation (quinidine)
    • Antitumor agents (vinblastine)
    • Antimalarial agents (quinine)
    • Antibacterial agents (berberine)
    • Antiamebic agents (emetine)
  • Starting materials for drug synthesis

Alkaloid Classification

  • Biogenetic classification is based on the pathways: acetate or shikimate
  • Classification by botanical source
  • Classification by type of amines (primary, secondary, tertiary)

Basic Alkaloid Skeletons

  • Diagrams of various alkaloid skeletons (quinoline, quinazoline, isoquinoline, pyrrolidine, purine, indole, imidazole, indolizidine, pyridine, tropane) are shown

Tropane Alkaloids

  • Include compounds like hyoscyamine, scopolamine, and cocaine
  • Hyoscyamine and scopolamine have anticholinergic activity and are used for antispasmodic and motion sickness prevention.
  • Cocaine is a local anesthetic
  • Tropane alkaloids are often derived from the Erythroxylaceae family
  • Mostly used as drugs to generate stimulation and euphoria, but can lead to dependence and depression

Piperidine Alkaloids

  • Lobeline: Relieves asthma and bronchitis
  • Lobelia inflata (Indian tobacco) is a source.

Pyrrolizidine Alkaloids

  • Pyrrolizidine alkaloids can cause inflammatory, rheumatic, and gastrointestinal (GI) disorders
  • Examples are present in the slide

Quinoline Alkaloids

  • Potentially toxic to humans (e.g., sparteine, cytisine, lupinine)

Indoline Alkaloids

  • Active against HIV

Pyridine Alkaloids

  • Nicotine is a respiratory stimulant/depressant
  • Used in nicotine patches to assist with smoking cessation
  • Tobacco is a source

Tetrahydroisoquinoline Alkaloids

  • Anhalamine, anhalonidine and anhalomine are variations
  • Lophocerine is a component.

Benzyltetrahydroisoquinoline Alkaloids

  • Papaverine is used as an expectorant and for impotence

Modified Benzyltetrahydroisoquinoline Alkaloids

  • Morphine, codeine, and thebaine/paramorphine are potent analgesics and narcotics

Indole Alkaloids

  • Reserpine, deserpidine, vinblastine and vincristine are examples
  • From plants like Vinca minor

Ergot Alkaloids

  • Contain compounds like lysergic acid, ergometrine, and ergotamine

Imidazole Alkaloids

  • Pilocarpine is used for glaucoma treatment

Purine Alkaloids

  • Caffeine is a CNS stimulant and weak diuretic
  • Theobromine has diuretic and smooth muscle relaxant properties
  • Theophylline is a smooth muscle relaxant and diuretic that provides relief from bronchospasm

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