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MO30 Phase 1 Drug Metabolism

Mer Scott 12 questions

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Questions in this quiz (12)

  1. 1Identify the major and minor products of aliphatic oxidation of pentobarbital.Image for question 1
    1. Amajor product
    2. Bminor product
  2. 2Label the compounds by their active groups, and also label the chemical vs enzymatic pathways.Image for question 2
    1. Aepoxide
    2. Bphenol
    3. Cdiol (catechol)
    4. DEnzymatic
    5. EChemical
  3. 3Reactivity in Aromatic Oxidation mechanism is analogous to electrophilic aromatic substitution reactions
    in organic chemistry:
    • electron-donating substituents [blank_start]enhance[blank_end] metabolic oxidation
    • electron-withdrawing substituents [blank_start]reduce or prevent[blank_end] oxidation
    • oxidation occurs at the [blank_start]least[blank_end] hindered position
    • if two rings are present [blank_start]only one is[blank_end] usually oxidised
    1. Aenhance
    2. Breduce or prevent
    3. Cleast
    4. Dmost
    5. Eonly one is
    6. Fboth are
  4. 4Dealkylation is loss of alkyl groups attached to [blank_start]O, N or S[blank_end] atoms.
    The mechanism is [blank_start]hydroxylation[blank_end] of the nearest aliphatic/alpha [blank_start]carbon[blank_end], followed by hydrolytic cleavage to give the corresponding [blank_start]phenols, amines and thiols[blank_end]. Forms an [blank_start]ether[blank_end] as well.
    There must be an alpha [blank_start]hydrogen[blank_end] present, i.e. Aromatic ring—X—CR3 would be resistant (X = O, N or S).
    1. AO, N or S
    2. Bhydroxylation
    3. Ccarbon
    4. Dphenols, amines and thiols
    5. Eether
    6. Fhydrogen
  5. 5In O-deakylation, the hemiacetal intermediate is unstable and dissociates to form an aldehyde or ketone.
    1. ATrue
    2. BFalse
  6. 6Choose the incorrect statement.
    1. AIn O-deakylation, the hemiacetal intermediate is unstable and dissociates to form an aldehyde or ketone.
    2. BN-dealkylation proceeds via a carbinolamine which is unstable and dissociates to form an amine and an aldehyde.
    3. CS-dealkylation is rather uncommon because sulfur containing drugs are uncommon and the S atom is more susceptible to oxidation than the adjacent C-H bond.
  7. 7Primary aliphatic amines with no alpha-H like are oxidised to [blank_start]hydroxylamines[blank_end]. [blank_start]Secondary[blank_end] amines are also oxidised to hydroxylamines. Tertiary amines are oxidised to [blank_start]N-oxides[blank_end]. These N-oxidations are catalysed by either [blank_start]CYP450s[blank_end] or flavin-containing monooxygenases ([blank_start]FMOs[blank_end]).
    1. Ahydroxylamines
    2. BN-oxides
    3. CSecondary
    4. DCYP450s
    5. EFMOs
  8. 8Label the amines and product amine groups.Image for question 8
    1. APrimary amine
    2. BSecondary amine
    3. CTertiary amine
    4. DPrimary amine
    5. ESecondary amine
    6. FTertiary amine
    7. GPrimary amine
    8. HSecondary amine
    9. ITertiary amine
    10. JHydroxylamine
    11. KN-oxide
    12. LHydroxylamine
    13. MN-oxide
    14. NHydroxylamine
    15. ON-oxide
  9. 9S-oxidation is catalysed by the enzyme flavin-containing monoxygenase.
    1. ATrue
    2. BFalse
  10. 10Deamination occurs when the [blank_start]C-N[blank_end] bond linking the amino group to the bulk of the molecule is cleaved. Oxidative deamination converts primary aliphatic amines to [blank_start]aldehydes/ketones[blank_end]. Most deamination is via [blank_start]monoamine oxidase (MAO)[blank_end] which degrades endogenous catecholamines, but some still occur via [blank_start]CYP450s[blank_end].
    1. AC-N
    2. Baldehydes/ketones
    3. Cmonoamine oxidase (MAO)
    4. DCYP450s

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Description
PHCY211 (Molecules) Quiz on MO30 Phase 1 Drug Metabolism, created by Mer Scott on 15/04/2018.
Author
Mer Scott
Language
English
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