Steroids Lecture 2

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SteroidsLecture 2

• Nomenclature
• Cholesterol

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Conversion of Lanosterol to Cholesterol

• Removal of three CH3 groups
• Reduce double bond at carbon 24
• Shift double bond from position 8 to 5

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Routes of conversion
Lanosterol
C24 unsaturated compounds
Reduction at carbon 24
Reduction at carbon 24
C24 saturated compounds
Final intermediate 7-dehydrocholesterol (Vitamin
D synthesis)
Cholesterol
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Significance of minor route
Last intermediate (7-Dehydrocholesterol) Vitamin
D
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Terms with which you should be familiar

• Oestrane, Androstane, Pregnane and Cholestane
• Cholesterol
• Sterol
• Squalene
• HMGCoA Reductase Inhibitor
• Statins

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What you should be able to do

• Systematically name a steroid molecule
• List the general structural features of a sterol
• Describe in outline the synthesis of cholesterol
• Describe how drugs may be used to inhibit the
  synthesis of cholesterol