Structure Modification in Medicinal Chemistry Quizzes
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Questions and Answers

Which class of drugs primarily affects glucose homeostasis and possesses anti-inflammatory activity?

  • NSAIDS
  • Biologics/DMARDS
  • Glucocorticoids (correct)
  • Mineralocorticoids
  • What are the two types of corticosteroids produced in the adrenal cortex?

  • Mineralocorticoids and NSAIDS
  • Glucocorticoids and Biologics/DMARDS
  • NSAIDS and Glucocorticoids
  • Glucocorticoids and Mineralocorticoids (correct)
  • What type of ring system is the steroid nucleus?

  • Hexacyclic ring system
  • Pentacyclic ring system
  • Heptacyclic ring system
  • Tetracyclic ring system (correct)
  • Which group of agents are called pregnanes due to their structure?

    <p>Glucocorticoids</p> Signup and view all the answers

    In inflammatory diseases, which class of drugs is specifically known for their disease-modifying properties?

    <p>Biologics/DMARDS</p> Signup and view all the answers

    What is the effect of glucocorticoids on phospholipids in the cell membrane?

    <p>Prevent the release of arachidonic acid</p> Signup and view all the answers

    What is the role of lipocortin in the mechanism of action of glucocorticoids?

    <p>Inhibit phospholipase A2</p> Signup and view all the answers

    Where do glucocorticoids bind to exert their anti-inflammatory effects?

    <p>Cytoplasmic receptors</p> Signup and view all the answers

    What is the primary effect of glucocorticoids on T- and B-lymphocytes production?

    <p>Inhibition</p> Signup and view all the answers

    Which classification of receptors do glucocorticoids bind to for their anti-inflammatory activity?

    <p>Hormone nuclear receptors</p> Signup and view all the answers

    What is the primary role of glucocorticoids in the management and treatment of inflammation?

    <p>Inhibiting pro-inflammatory agents that result in symptoms</p> Signup and view all the answers

    Which of the following is a characteristic of inflammation?

    <p>Swelling, redness, and pain in surrounding tissue</p> Signup and view all the answers

    What is a key difference between glucocorticoids and mineralocorticoids?

    <p>Glucocorticoids regulate blood pressure</p> Signup and view all the answers

    What is an essential consideration when modifying the structure of glucocorticoids for different routes of administration?

    <p>Maintaining similar potency across routes</p> Signup and view all the answers

    How do NSAIDs primarily target inflammation?

    <p>By interfering with the action of enzymes involved in inflammation</p> Signup and view all the answers

    How can glucocorticoids be altered to increase lipophilicity for reducing systemic absorption and side effects?

    <p>Esterify hydroxyl groups</p> Signup and view all the answers

    Which modification results in prodrugs that require activation by hydrolysis to free the C-21 hydroxyl for bonding?

    <p>Esterification of C-21 hydroxyl</p> Signup and view all the answers

    To design agents with minimal mineralocorticoid activity and maximal anti-inflammatory activity, what should be done?

    <p>Minimize anti-inflammatory activity</p> Signup and view all the answers

    In glucocorticoids, which esterification is hindered by the presence of methyls at C-10 and C-13?

    <p>C-11 hydroxyl</p> Signup and view all the answers

    Which hydroxyl group in steroids is the most easily accessible and easiest to esterify for structural modification?

    <p>C-21 hydroxyl</p> Signup and view all the answers

    What structural modification increases glucocorticoid action and eliminates mineralocorticoid action?

    <p>16a-methyl group</p> Signup and view all the answers

    Why is prednisone considered a prodrug of prednisolone?

    <p>Unprotected C-21 hydroxyl</p> Signup and view all the answers

    Which modification is responsible for improving glucocorticoid action by increasing lipophilicity?

    <p>16b-methyl group</p> Signup and view all the answers

    Inhaled lipophilic prodrugs are commonly used in which type of therapy?

    <p>Glucocorticoid therapy</p> Signup and view all the answers

    Which structural feature of Solu-Medrol makes it water-soluble?

    <p>C-21 sodium succinate ester</p> Signup and view all the answers

    What structural modification can be made to steroids to prolong their activity by slowing C-17 oxidation?

    <p>Esterification of the C-17 hydroxyl group</p> Signup and view all the answers

    Which type of ester is commonly used to increase solubility of steroids, making them water-soluble prodrugs for intramuscular or intravenous administration?

    <p>Hydrophilic esters</p> Signup and view all the answers

    In systemic glucocorticoid therapy, which hydroxyl groups play a significant role in drug effectiveness?

    <p>C-11 and C-17 hydroxyls</p> Signup and view all the answers

    Which structural feature in a derivative of hydrocortisone makes it about 3-4 times more potent in glucocorticoid therapy?

    <p>Presence of a double bond at C-3 to C-4</p> Signup and view all the answers

    What modification can be made to steroids to alter their delivery routes, such as topical, IM, or IV administration?

    <p>Esterification</p> Signup and view all the answers

    Which type of steroids are generally used topically if treatment is long-term?

    <p>Low potency steroids</p> Signup and view all the answers

    What is the ideal quality for glucocorticoids used in intranasal/inhalation delivery regarding systemic absorption?

    <p>Low logP</p> Signup and view all the answers

    Which organ primarily metabolizes glucocorticoids used for systemic delivery?

    <p>Liver</p> Signup and view all the answers

    What can high logP values indicate for highly potent steroids?

    <p>Increased risk of systemic side effects</p> Signup and view all the answers

    Which type of steroids are safely used for short-term treatment?

    <p>High potency steroids</p> Signup and view all the answers

    What is the common route of elimination for glucocorticoids used systemically?

    <p>Conversion to glucuronides in the liver</p> Signup and view all the answers

    How does high logP benefit intranasal/inhalation delivery of glucocorticoids?

    <p>Limits oral absorption</p> Signup and view all the answers

    Which characteristic makes glucocorticoids advantageous in limiting oral absorption during intranasal/inhalation delivery?

    <p>Metabolic instability</p> Signup and view all the answers

    What are the common side effects associated with long-term therapy of systemic glucocorticoids?

    <p>Glaucoma, cataracts</p> Signup and view all the answers

    What should be avoided when using highly potent steroids with high logP values?

    <p>Long-term use in high doses</p> Signup and view all the answers

    Which factor heavily influences the clinical effectiveness of adrenocorticoids?

    <p>Steroidal core configurations</p> Signup and view all the answers

    What type of enzymatic reactions are involved in the biotransformation of synthetic adrenocorticoids?

    <p>Oxidations, reductions, and hydrolysis</p> Signup and view all the answers

    Which of the following is NOT a key aspect discussed in adrenocorticoid medicinal chemistry?

    <p>Steroidogenesis</p> Signup and view all the answers

    What influences the varying potencies, selectivities, and pharmacodynamics properties of synthetic adrenocorticoids?

    <p>Differences in molecular structures</p> Signup and view all the answers

    Which process results in the formation of both active and inactive metabolic products of synthetic adrenocorticoids?

    <p>Biotransformation</p> Signup and view all the answers

    What impacts the tissue distribution of synthetic adrenocorticoids?

    <p>Steroidal core configurations</p> Signup and view all the answers

    What plays a crucial role in making some analogs of adrenocorticoids more desirable clinically?

    <p>Alterations in molecular structures</p> Signup and view all the answers

    Where do synthetic adrenocorticoids primarily undergo biotransformation?

    <p>Mainly in liver cells</p> Signup and view all the answers

    Which factor primarily determines how much of a drug reaches systemic circulation following administration?

    <p>Solubility</p> Signup and view all the answers

    What is a common consequence of overstimulation of non-target tissues by adrenocorticoids?

    <p>Increased susceptibility to infection</p> Signup and view all the answers

    How do chemical modifications impact the pharmacokinetics of synthetic adrenocorticoids?

    <p>They increase bioavailability</p> Signup and view all the answers

    What is the primary reason for designing formulations to enhance solubility, permeability, and lipophilicity in adrenocorticoids?

    <p>To optimize therapeutic efficacy</p> Signup and view all the answers

    Which of the following is NOT a side effect commonly associated with adrenocorticoids?

    <p>Increased blood pressure</p> Signup and view all the answers

    Why is it important to be aware of potential side effects when using adrenocorticoids in treatment?

    <p>To guide appropriate dosing strategies</p> Signup and view all the answers

    What role does understanding structure-activity relationships play in designing adrenocorticoid derivatives?

    <p>Optimizing therapeutic indices</p> Signup and view all the answers

    Which structural component of adrenocorticoids is most responsible for their biological activity?

    <p>Steroid ring B</p> Signup and view all the answers

    Which type of receptors do glucocorticoids primarily exert anti-inflammatory effects on?

    <p>Glucocorticoid receptors (GR)</p> Signup and view all the answers

    Replacing one methyl group in cortisol leads to the formation of which compound known for its strong mineralocorticoid receptor affinity?

    <p>Aldosterone</p> Signup and view all the answers

    Which modification can result in drugs possessing unique pharmacologic profiles in adrenocorticoids?

    <p>Modifying specific functional groups</p> Signup and view all the answers

    Which receptor type is targeted by mineralocorticoids like fludrocortisone?

    <p>Mineralocorticoid receptors (MR)</p> Signup and view all the answers

    What is the role of ring A through D in the structure of adrenocorticoids?

    <p>Contributing to receptor affinity</p> Signup and view all the answers

    What role does reduction play in adrenocorticoid metabolism?

    <p>It produces less active forms of adrenocorticoids in the liver</p> Signup and view all the answers

    Which approach involves predicting interactions of novel molecules with target proteins in drug design?

    <p>Structure-based drug design</p> Signup and view all the answers

    Why is understanding the metabolic profile of adrenocorticoid compounds important?

    <p>To tailor individualized treatment plans</p> Signup and view all the answers

    What is the primary focus of fragment-based drug design in adrenocorticoid drug discovery?

    <p>Combining low-affinity ligands to create high-potency molecules</p> Signup and view all the answers

    What role do oxidation reactions play in adrenocorticoid metabolism?

    <p>Produce water-soluble products for excretion in urine</p> Signup and view all the answers

    Which approach utilizes machine learning algorithms to screen small molecule libraries for potential drug candidates?

    <p>Computational methods</p> Signup and view all the answers

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