Cover -- Contents -- Preface -- Acknowledgments -- Chapter 1 Introduction -- 1.1 Natural Products: Primary and Secondary Metabolites -- 1.2 Common Reactions in Secondary Metabolites -- 1.2.1 Alkylations -- 1.2.2 Wagner-Meerwein Rearrangements -- 1.2.3 Aldol and Claisen Reactions -- 1.2.4 Schiff Base Formation and Mannich Reactions -- 1.2.5 Transaminations -- 1.2.6 Decarboxylations -- 1.2.7 Oxidation and Reduction Reactions -- 1.2.8 Dehalogenation/Halogenation Reactions -- 1.2.9 Glycosylation Reactions -- References -- Chapter 2 Techniques for Biosynthesis -- 2.1 Isotopic Labeling -- 2.1.1 Stable Isotopes -- 2.1.2 Radioactive Isotopes -- 2.2 Gene Coding for Enzymes -- 2.3 Combinatorial Biosynthesis -- References -- Chapter 3 Three-Membered Heterocyclic Rings and Their Fused Derivatives -- 3.1 Aziridines and Azirines -- 3.1.1 Azicemicins -- 3.1.2 Miraziridine -- 3.1.3 Maduropeptin -- 3.1.4 Azinomycins -- 3.1.5 Ficellomycin -- 3.1.6 Mitomycins -- 3.1.7 Azirinomycin and Related Azirines -- 3.2 Oxiranes and Oxirenes -- 3.2.1 Fosfomycin -- 3.2.2 AK, HC, and AF toxins -- 3.2.3 Cerulenin -- 3.2.4 Polyhydroxyalkanoates -- 3.2.5 Epoxyrollins -- 3.2.6 Asperlactone, Aspyrone, Asperline -- 3.2.7 Tajixanthone -- 3.2.8 Cyclomarin -- 3.2.9 Cyclopenin -- 3.2.10 Ovalicin and Fumagillin -- 3.2.11 Methylenomycin A -- 3.2.12 Antibiotic LL-C10037 -- 3.2.13 Manumycins -- 3.2.14 Scopolamine -- 3.2.15 Iridoid Glucosides -- 3.2.16 Cordiaquinone -- 3.2.17 Cyclizidine and Indolizomycin -- 3.2.18 Enediyne Antibiotics -- 3.2.19 Macrolides -- 3.2.20 Epothilones -- 3.2.21 Pimaricin -- 3.2.22 Hypothemycin -- 3.2.23 Radicicol and Monocillin I -- 3.2.24 Trichothecenes -- 3.2.25 Sporolides A and B -- References -- Chapter 4 Four-Membered Heterocyclic Rings and Their Fused Derivatives -- 4.1 Azetidine and Azetines.

4.1.1 Azetidine-2-carboxylic acid -- 4.1.2 Polyoxins -- 4.1.3 Mugineic Acids -- 4.1.4 Tabtoxin and Tabtoxinine-β-lactam -- 4.1.5 Nocardicins -- 4.1.6 Thienamycin -- 4.1.7 Clavulanic Acid and Clavams -- 4.1.8 Penicillins and Cephalosporins -- 4.2 Oxetanes -- 4.2.1 Oxetanocins -- 4.2.2 Salinosporamides -- 4.2.3 Taxol -- 4.3 Dithiethanes -- 4.3.1 Tropodithietic acid and Thiotropocin -- References -- Chapter 5 Five-Membered Heterocyclic Rings and Their Fused Derivatives -- 5.1 Pyrroles (Including Tetrapyrroles) -- 5.1.1 2-Acetyl-1-pyrroline -- 5.1.2 Pyrrolnitrin -- 5.1.3 Broussonetines -- 5.1.4 Prodigiosin and Undecylprodigiosin -- 5.1.5 Anatoxin-a and Homoanatoxin-a -- 5.1.6 Nostopeptolides A -- 5.1.7 Pyrrolizidine Alkaloids -- 5.1.8 Toyocamycin and Sangivamycin -- 5.1.9 Tetrapyrroles -- 5.2 Indoles -- 5.2.1 Indole-3-acetic acid and Glucobrassicin -- 5.2.2 Camalexin -- 5.2.3 Cyclomarazines -- 5.2.4 Rebeccamycin and Staurosporine -- 5.2.5 Paxilline -- 5.3 Furans -- 5.3.1 Furanomycin -- 5.3.2 Xenofuranones A and B -- 5.3.3 Acyl α- L-Rhamnopyranosides and Rhamnosyllactones -- 5.3.4 Tuscolid and Tuscoron A and B -- 5.3.5 Tetronomycin and Tetronasin -- 5.3.6 Nonactin and Macrotetrolides -- 5.3.7 Furanonaphthoquinone I -- 5.4 Thiophenes -- 5.5 Pyrazoles -- 5.6 Imidazoles -- 5.6.1 Histidine -- 5.6.2 Amaranzole A -- 5.6.3 Oroidin -- 5.6.4 Nikkomycins -- 5.6.5 Anosmine -- 5.7 Thiazoles -- 5.7.1 Thiamin (Vitamin B1) -- 5.7.2 Polypeptide Antibiotics -- 5.7.3 Barbamide -- 5.7.4 BE-10988 -- 5.7.5 Pheomelanins -- 5.8 Dithioles -- References -- Chapter 6 Six-Membered Rings, and Their Fused Derivatives -- 6.1 Pyridines and Piperidines -- 6.1.1 Pyridoxal 5'-phosphate -- 6.1.2 Nicotinamide Adenine Dinucleotide -- 6.1.3 Nicotine and Related Compounds -- 6.1.4 Tropane Alkaloids -- 6.1.5 Stenusine -- 6.1.6 Antidesmone -- 6.1.7 Quinolobactin.

6.1.8 Pyridomycin -- 6.1.9 Lycopodine -- 6.1.10 Acridone Alkaloids -- 6.1.11 Benzylisoquinolines -- 6.1.12 Saframycins -- 6.2 Pyrans -- 6.2.1 Lovastatin and Compactin -- 6.2.2 Bafilomycins and Concanamycin -- 6.2.3 Citrinin -- 6.2.4 Aminocoumarin Antibiotics -- 6.2.5 Flavonoids -- 6.2.6 Actinorhodin and Granaticin -- 6.2.7 Trichothecenes -- 6.2.8 Gilvocarcins -- 6.3 Pyridazines -- 6.3.1 Kutznerides -- 6.3.2 Pyridazomycin -- 6.3.3 Azamerone -- 6.4 Pyrimidines -- 6.4.1 Purine and Pyrimidine Nucleotides -- 6.4.2 Methylxanthines and Methyluric Acids -- 6.4.3 Cytokinins -- 6.4.4 Uridyl Peptide Antibiotics -- 6.4.5 Riboflavin, FMN, and FAD -- 6.5 Pyrazines -- 6.5.1 Alkyl and Methoxy Pyrazines -- 6.5.2 Pteridines -- 6.5.3 Epipolythiodioxopiperazines -- 6.5.4 Roquefortine C and Related Compounds -- 6.6 Oxazines -- 6.6.1 Minimycin -- 6.6.2 Benzoxazinoids -- 6.7 Dioxanes -- 6.7.1 Plakortolides -- 6.7.2 Alnumycin -- References -- Chapter 7 Seven-, Eight-Membered and Larger Heterocyclic Rings and Their Fused Derivatives -- 7.1 Azepines -- 7.2 Oxepanes and Oxepines -- 7.3 Diazepines, Oxazepines, and Thiazepines -- 7.4 Diazocines -- 7.5 Oxocines -- 7.6 Erythromycin A -- 7.7 Tylosin -- 7.8 Zearalenone -- 7.9 Polyene Macrolide Antibiotics -- 7.9.1 Nystatin and Amphotericin -- 7.9.2 Candicidin D -- 7.10 Geldanamycin and Herbimycins -- 7.11 Rifamycins -- 7.12 Rapamycin -- References -- Index -- EULA.