Pmc 1 Exam 3

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Androgens & Estrogens (Cox & Sumanasekera), Adrenocorticosteroids (Cox & Sumanasekera) and Antihistamines (Cox & McCune)


Questions and Answers
  • 1. 

    A substituent attached to the 10 Carbon on the steroid nucleus shown here would have what numbering?

    • A.

      18

    • B.

      19

    • C.

      20

    • D.

      21

    Correct Answer
    B. 19
    Explanation
    19 is attached to 10, 18 is attached to 13 (Cox Androgens)

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  • 2. 

    Steroids bind receptors ____

    • A.

      Inside the cell membrane

    • B.

      Extracellularly

    • C.

      Intracellularly

    Correct Answer
    C. Intracellularly
    Explanation
    Steroids bind receptors intracellularly because they are lipid-soluble molecules that can easily pass through the cell membrane. Once inside the cell, steroids bind to specific intracellular receptors located in the cytoplasm or nucleus. This binding activates the receptor and initiates a series of cellular responses, including changes in gene expression. Unlike other signaling molecules that bind receptors on the cell membrane, steroids directly affect gene transcription and protein synthesis within the cell.

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  • 3. 

    Steroids act by binding intracellular receptors; the steroid-receptor complex then enters the nucleus and changes levels of proteins by altering the rate of DNA replication.

    • A.

      True

    • B.

      False

    Correct Answer
    B. False
    Explanation
    alters the rate of transcription and thus translation (Cox androgens)

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  • 4. 

    Testosterone exhibits poor bioavailability due to extensive 1st pass metabolism.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    Cox androgens

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  • 5. 

    The steroid molecule shown here is transformed by which of the following enzymes?

    • A.

      Gyrases

    • B.

      Esterases

    • C.

      Deaminases

    • D.

      Phosphatases

    Correct Answer
    B. Esterases
    Explanation
    This steroid has an ester at C17, so it is transformed by esterases into a COOH and alcohol (Cox androgens)

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  • 6. 

    Esterases metabolize lipophilic esters found at C17 on steroid molecules. Where in the body can these enzymes be found?

    • A.

      Liver only

    • B.

      Lung and skin only

    • C.

      Fat tissues only

    • D.

      Throughout the body

    Correct Answer
    D. Throughout the body
    Explanation
    esterases are found in nearly all tissues (cox androgens)

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  • 7. 

    The purpose of esterification of steroid molecules with long carbon chains at C17 is to

    • A.

      Reduce drug half-lfie

    • B.

      Make the molecule more hydrophilic

    • C.

      Extend drug half-life in the blood

    • D.

      Minimize the lipophilicity of the molecule

    Correct Answer
    C. Extend drug half-life in the blood
    Explanation
    long chains are more lipophilic and thus harder to break down in the blood, extending the half life (Cox androgens)

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  • 8. 

    Finasteride and Dutasteride act by which of the following mechanisms?

    • A.

      5a Reductase inhibition

    • B.

      5a Reductase induction

    • C.

      11b Hydroxysteroid dehydrogenase inhibition

    • D.

      11b Hydroxysteroid dehydrogenase induction

    Correct Answer
    A. 5a Reductase inhibition
    Explanation
    they are 5aR inhibitors (cox androgens)

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  • 9. 

    5-alpha Reductase inhibitors, such as Dutasteride, are irreversible modifiers.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    5aRI's are irreversible (cox androgens)

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  • 10. 

    The antiandrogens Bicalutamide, Flutamide and Nilutamide act by blocking the effects of testosterone and DHT on androgen receptors in the treatment of advanced prostate cancer.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    Cox androgens

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  • 11. 

    Which feature of the molecule shown here is very rarely found in drug molecules today?

    • A.

      Tri-fluoro group

    • B.

      Nitro group

    • C.

      Amide group

    • D.

      Cyano group

    Correct Answer
    B. Nitro group
    Explanation
    Cox androgens

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  • 12. 

    Why is the nitro group found in antiandrogens such as Nilutamide and Flutamide so unusual in modern drugs?

    • A.

      Highly nephrotoxic

    • B.

      Highly hepatotoxic

    • C.

      Highly neurotoxic

    • D.

      Highly cardiotoxic

    Correct Answer
    B. Highly hepatotoxic
    Explanation
    Nitro groups are rarely used because they are highly hepatotoxic upon conversion to free radicals (cox androgens)

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  • 13. 

    Estrogens have an aromatic A ring, 18 Carbons and a 3-OH group. Which of the following is the most potent estrogen?

    • A.

      Option 1

    • B.

      Option 2

    • C.

      Option 3

    • D.

      Option 4

    Correct Answer
    A. Option 1
    Explanation
    Estradiol is the most potent estrogen. Estrone is the most abundant estrogen. Other structures are Estriol and Progesterone (Cox estrogens)

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  • 14. 

    The rightward reaction shown in this pictures is what type of reaction?

    • A.

      Oxidation

    • B.

      Reduction

    • C.

      Amination

    • D.

      Esterification

    Correct Answer
    A. Oxidation
    Explanation
    the rightward reaction is the oxidation of estradiol into estrone. oxidation because it gains a bond to oxygen (cox estrogens)

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  • 15. 

    What type of reaction is shown here?

    • A.

      Reduction

    • B.

      Dehydroxylation

    • C.

      Oxidation

    • D.

      Dehydration

    Correct Answer
    C. Oxidation
    Explanation
    This is the oxidation of estradiol into estrione. Oxidation because it gains a bond to oxygen (cox estrogens)

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  • 16. 

    Which of the following are Phase 2 reactions undergone by Estrogens?

    • A.

      Sulfation

    • B.

      Glucuronidation

    • C.

      Hydroxylation

    • D.

      Esterification

    Correct Answer(s)
    A. Sulfation
    B. Glucuronidation
    Explanation
    cox estrogens

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  • 17. 

    The enzyme which catalyzes the Phase 2 reaction of estradiol shown here is which of the following?

    • A.

      UDP-glucuronosyltransferase

    • B.

      Methyltransferase

    • C.

      Thioesterase

    • D.

      Sulfotransferase

    Correct Answer
    D. Sulfotransferase
    Explanation
    Sulfotransferase conjugates a sulfate group in Phase 2 to make the molecule more polar so it can be removed from circulation by the kidneys (cox estrogens)

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  • 18. 

    The reaction shown here occurs in Phase ___ and is catalyzed by the enzyme ______.

    • A.

      2; dehydrogenase

    • B.

      1; UGT

    • C.

      2; UGT

    • D.

      1; dehydrogenase

    Correct Answer
    C. 2; UGT
    Explanation
    this reaction is the glucuronide conjugation of estradiol by UGT in phase 2 (cox estrogens)

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  • 19. 

    Which of the following enzymes is responsible for enterohepatic cycling?

    • A.

      Beta-glucuronidase

    • B.

      Estrogen 2/4-hydroxylase

    • C.

      COMT

    • D.

      UGT

    Correct Answer
    A. Beta-glucuronidase
    Explanation
    b-glucuronidase hydrolyzes estradil glucuronide back into estradiol so it can be cycled again (cox estrogens)

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  • 20. 

    The enzyme responsible for enterohepatic cycling, Beta-glucuronidase, can be found where?

    • A.

      Bacteria in the liver

    • B.

      Bacteria in the large intestine

    • C.

      Liver cell membranes

    • D.

      Intestinal cell membranes

    Correct Answer
    B. Bacteria in the large intestine
    Explanation
    the enzyme is found in bacteria in the large intestine (cox estrogens)

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  • 21. 

    The drug-drug interaction between antibiotics and estrogens is due to the lack of Beta-glucuronidase that occurs after antibiotics kill intestinal bacteria. Estrogen levels decrease because estrogen can no longer undergo enterohepatic cycling.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    cox estrogens

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  • 22. 

    Another name for the enzyme Estrogen 2/4-hydroxylase is

    • A.

      CYP2D6

    • B.

      CYP2C9

    • C.

      CYP3A4

    • D.

      CYP6D9

    Correct Answer
    C. CYP3A4
    Explanation
    cox estrogens

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  • 23. 

    The structure shown here is produced by metabolism of Estrogen by Estrogen 2-hydroxylase enzyme. This molecule is further metabolized by which of the following enzymes?

    • A.

      UGT

    • B.

      Estrogen 4-hydroxylase

    • C.

      COMT

    • D.

      Aromatase

    Correct Answer
    C. COMT
    Explanation
    recognize that this product is now a catechol, which can be metabolized by COMT (catechol O-methyltransferase) (cox estrogens)

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  • 24. 

    The purpose of the addition of the 17-alpha alkyne group to this estrogen molecule is to

    • A.

      Increase molecular size

    • B.

      Decrease oral bioavailability

    • C.

      Increase oral bioavailability

    • D.

      Make the molecule ionic

    Correct Answer
    C. Increase oral bioavailability
    Explanation
    this is Ethinyl Estradiol. the 17a-alkyne group increases oral bioavailability by preventing oxidation of C17 to a ketone (cox estrogens)

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  • 25. 

    Which of the following classes of drugs are estrogen antagonists?

    • A.

      Aromatase Inhibitors

    • B.

      Phenylethanolamines

    • C.

      PDE5 Inhibitiors

    • D.

      Triphenylethylenes

    Correct Answer(s)
    A. Aromatase Inhibitors
    D. Triphenylethylenes
    Explanation
    cox estrogens

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  • 26. 

    Selective Estrogen Receptor Modulators, or SERMs, act as agonists for estrogen in bone tissue (not marrow) and antagonists in breast tissue.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    SERMs are agonists in some tissues and antagonists in others (cox estrogens)

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  • 27. 

    SERMs, such as Clomifene and Tamoxifen, act by which of the following mechanisms?

    • A.

      They prevent translocation of the receptor complex to the nucleus

    • B.

      They prevent estrogen from entering the cell membrane

    • C.

      They degrade the intracellular estrogen receptor in the cytosol before estrogen can bind

    • D.

      They kill cells to prevent estrogen action

    Correct Answer
    A. They prevent translocation of the receptor complex to the nucleus
    Explanation
    cox estrogens

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  • 28. 

    Which of the following antiestrogens is NOT an aromatase inhibitor?

    • A.

      Anastrazole

    • B.

      Exemestane

    • C.

      Letrozole

    • D.

      Clomifene

    Correct Answer
    D. Clomifene
    Explanation
    Clomifene is a triphenylethylene SERM (cox estrogens)

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  • 29. 

    The function of the enzyme Aromatase is to de-aromatize the A ring of androgen molecules.

    • A.

      True

    • B.

      False

    Correct Answer
    B. False
    Explanation
    Aromatase aromatizes the A ring of androgens to produce estrogens (cox estrogens)

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  • 30. 

    The enzyme Aromatase can produce Estrone from which of the following androgens?

    • A.

      Option 1

    • B.

      Option 2

    • C.

      Option 3

    • D.

      Option 4

    Correct Answer
    B. Option 2
    Explanation
    Aromatase converts androstenedione to estrone and converts testosterone to estradiol. Other choices are testosterone, ethinyl estradiol and DHT (cox estrogens)

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  • 31. 

    Identify this drug.

    • A.

      Raloxifene

    • B.

      Anastrazole

    • C.

      Exemestane

    • D.

      Letrozole

    Correct Answer
    B. Anastrazole
    Explanation
    cox estrogens

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  • 32. 

    Suicide inhibition is another name for which type of binding, exhibited by steroid binding to aromatase?

    • A.

      Irreversible

    • B.

      Reversible

    • C.

      Shannon Burton binding

    Correct Answer
    A. Irreversible
    Explanation
    Irreversible binding of steroids to aromatase is known as suicide inhibition (cox estrogens)

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  • 33. 

    Which of the following are structural features of progestins, which promote gestation and relax the uterus?

    • A.

      C21-keto

    • B.

      3-keto

    • C.

      4-ene

    • D.

      Aromatic A ring

    Correct Answer(s)
    A. C21-keto
    B. 3-keto
    C. 4-ene
    Explanation
    aromatic A are found in estrogens only (cox estrogens)

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  • 34. 

    Progesterone is converted to 6-alpha-hydroxyprogesterone by the addition of a hydroxy group at the 6 position. This reaction is a(n)

    • A.

      Oxidation

    • B.

      Reduction

    Correct Answer
    A. Oxidation
    Explanation
    adding a bond to an O is an oxidation (cox estrogens)

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  • 35. 

    5-beta-pregnanediol is produced by changing the 3-keto group of progesterone to a 3-OH and saturating the double bond at the 4 position. This reaction is a(n)

    • A.

      Oxidation

    • B.

      Reduction

    Correct Answer
    B. Reduction
    Explanation
    Changing the ketone to an alcohol loses a bond to O, so this is a reduction (cox estrogens)

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  • 36. 

    The follicular phase of menstruation involves the conversion of pregnenolone to DHEA. The luteal phase involves the conversion of pregnenolone to which of the following?

    • A.

      Cortisol

    • B.

      Aldosterone

    • C.

      Progesterone

    • D.

      Estradiol

    Correct Answer
    C. Progesterone
    Explanation
    Luteal: pregnenolone to progesterone via 3B-dehydrogenase (S estrogens/androgens)

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  • 37. 

    11-deoxycorticosterone is converted to Aldosterone in the Zona Glomerulosa via which of the following enzymes?

    • A.

      11b-hydroxylase

    • B.

      21b-hydroxylase

    • C.

      3b-dehydrogenase

    • D.

      3,20-lyase

    Correct Answer
    A. 11b-hydroxylase
    Explanation
    Dr. S

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  • 38. 

    The enzyme Aromatase produces 17b-estradiol from which of the following androgens?

    • A.

      DHEA

    • B.

      Testosterone

    • C.

      Androstenedione

    • D.

      Cortisol

    Correct Answer
    B. Testosterone
    Explanation
    Dr. S

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  • 39. 

    Estradiol enhances protein synthesis by altering the rate of transcription. Which of the following are functions of estradiol in the body?

    • A.

      Growth and maturation

    • B.

      Decreased protein production

    • C.

      Cell growth and proliferation

    • D.

      Building the endometrial lining

    • E.

      Raising HDL and lowering LDL

    • F.

      Decreased blood coagulation

    Correct Answer(s)
    A. Growth and maturation
    C. Cell growth and proliferation
    D. Building the endometrial lining
    E. Raising HDL and lowering LDL
    Explanation
    estrogen increases protein production and blood coagulation Dr. S

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  • 40. 

    Are you going to read Dr. S's research paper in sharepoint?

    • A.

      No

    • B.

      Nah

    • C.

      Doubt it

    • D.

      What?

    Correct Answer
    B. Nah
    Explanation
    The answer "Nah" suggests that the person is not interested in reading Dr. S's research paper in SharePoint. This informal response indicates a lack of enthusiasm or willingness to engage with the research material.

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  • 41. 

    Progestins reduce the risk of cancer from estrogen therapy and decrease water retention by competing with aldosterone.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    Dr. S

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  • 42. 

    Dutasteride blocks the conversion of Testosterone to which of the following?

    • A.

      DHT

    • B.

      Androstenedione

    • C.

      Estriol

    • D.

      Aldosterone

    Correct Answer
    A. DHT
    Explanation
    Dr. S

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  • 43. 

    Steroids are transported in the blood via transport proteins. Which of the following is NOT a transport protein for steroids?

    • A.

      Albumin

    • B.

      Corticosteroid Binding Globulin

    • C.

      Sex Hormone Binding Globulin

    • D.

      Immunoglobulns

    Correct Answer
    D. Immunoglobulns
    Explanation
    cox adrenocorticoids 1

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  • 44. 

    One example of a drug-drug interaction involving competition for steroid transport proteins is that between oral contraceptives and prednisolone.

    • A.

      True

    • B.

      False

    Correct Answer
    A. True
    Explanation
    cox adrenocorticoids 1

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  • 45. 

    Which of the following substituents (numbered) is CORRECTLY matched with its designation as alpha or beta?

    • A.

      18 beta methyl

    • B.

      19 beta methyl

    • C.

      8 alpha Hydrogen

    • D.

      14 alpha Hydrogen

    • E.

      5 beta Hydrogen

    Correct Answer(s)
    A. 18 beta methyl
    B. 19 beta methyl
    D. 14 alpha Hydrogen
    Explanation
    alpha: hydrogens at 5, 9 and 14
    beta: hydrogen at 8, methyls at

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  • 46. 

    The most potent endogenous glucocorticoid is _____ while the most potent endogenous mineralocorticoid is _____.

    • A.

      Estrogen; Fludrocortisone

    • B.

      Methylprednisolone; Aldosterone

    • C.

      Cortisol; Aldosterone

    • D.

      Cortisol; Fludrocortisone

    Correct Answer
    C. Cortisol; Aldosterone
    Explanation
    cox adrenocorticoids 1

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  • 47. 

    A 17-Beta Ketol group, which may or may not be esterified, is a MUST for which type of activity?

    • A.

      Corticosteroid

    • B.

      Androgenic

    • C.

      Estrogenic

    • D.

      Physical

    Correct Answer
    A. Corticosteroid
    Explanation
    cox adrenocorticoids 1

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  • 48. 

    Which of the following enzymes catalyzes the reaction shown here?

    • A.

      11-alpha Hydrogenase

    • B.

      11-beta Hydroxysteroid Dehydrogenase

    • C.

      17-alpha Hydroxylase

    • D.

      17-beta Esterase

    Correct Answer
    B. 11-beta Hydroxysteroid Dehydrogenase
    Explanation
    cox adrenocorticoids 1

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  • 49. 

    Cortisone is a prodrug of Hydrocortisone. The conversion of cortisone to hydrocortisone requires converting the 11-keto group to an 11-OH. This conversion is which type of reaction?

    • A.

      Reduction

    • B.

      Oxidation

    • C.

      Hydrolysis

    • D.

      Hydroxylation

    Correct Answer
    A. Reduction
    Explanation
    converting a ketone to an alcohol loses an O bond, so it is a reduction (cox adrenocorticoids 1)

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  • 50. 

    This compound is hydrolyzed to a 17-beta ketol by which of the following enzymes?

    • A.

      Esterase

    • B.

      Hydroxylase

    • C.

      Phosphatase

    • D.

      Deaminase

    Correct Answer
    C. Phosphatase
    Explanation
    the water-soluble phosphate salt in the molecule is hydrolyzed by a phosphatase (cox adrenocorticoids 1)

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  • Current Version
  • Mar 20, 2023
    Quiz Edited by
    ProProfs Editorial Team
  • Aug 28, 2016
    Quiz Created by
    Sbolto0457

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