John Wiley & Sons Ltd, 2011. — 144 p. - (At a Glance)
Steroids: a Brief HistoryStructure Determination
Cholesterol and Cholic Acid
The Sex Steroids
Corticosteroids
Sources of SteroidsBiosynthesis
Commercial Steroid Starting Materials
Diosgenin
Soybean Sterols
Estranes: Steroids in Which Ring A is AromaticBiological Activity
Sources of Estranes
From Androstanes
Estrogens by Total Synthesis
Chemical Reactions of Estranes
Aromatic A-ring Reactions
Modifications on Ring B
Modifications on Ring C
Modifications on Ring D
Some Drugs Based on Estranes
Gonanes or 19-nor-SteroidsPreparation of Gonane Starting Materials
Synthesis by Sequential Annulation Reactions
Anabolic–Androgenic Gonanes
Biological Activity
Synthesis of 19-Norandrogens
Progestational Gonanes
Biological Activity
Preparation of 19-Norprogestins
Some Drugs Based on Gonanes
Androgenic–Anabolic Agents
Progestins
Progestin Antagonists
Androstanes, C19 Steroids and Their DerivativesBiological Activity
Sources of Androstanes
From Pregnenolone
Fermentations
Total Synthesis
Modified Anabolic–Androgenic Androstanes
17-Desalkyl Compounds
17-Alkyl Compounds
Modifications on Ring B
Modifications on Ring C
Modifications on Ring D
17-Spirobutyrolactone Aldosterone Antagonists
Some Drugs Based on Androstanes
Androgens
Spirobutyrolactones
Pregnanes, Part 1: ProgestinsBiological Activity
Sources of Progesterone
From Phytochemicals
By Total Synthesis
From Dehydroepiandrosterone (DHEA) Acetate
Modified Pregnanes
17-Hydroxy and Acyloxy Derivatives
Modifications on Ring A
Modifications on Ring B
General Methods for Modifications on Ring D
More Progesterone Analogues
Some Drugs Based on Progestins
Medroxyprogesterone Acetate (10-2)
Megestrol Acetate (10-3)
Melengestrol Acetate (26-7)
Pregnanes, Part 2: CorticosteroidsBiological Activity
Sources of Corticoids
Introduction of Oxygen at C11
Construction of the Dihydroxyacetone Side Chain
Modified Corticoids
Unsaturation
Additional Alkyl Groups
Halogenated Corticoids
Hydroxylation: 16,17-Diols
Corticoids with Multiple Modifications
Miscellaneous Corticoids
Some Drugs Based on Corticoids
Miscellaneous SteroidsHeterocyclic Steroids
Steroids with a Heteroatom in Ring A
Steroids with a Heteroatom in Ring B
Steroids with a Heteroatom in Ring C
Steroids with a Heteroatom in Ring D
Cardenolides
Actodigin Aglycone
Synthesis from a Bile Acid
Compounds Related to Cholesterol
Subject Index
Reactions Index