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Preface x 1. The Chemical Constituents of Cannabis Sativa and the Endocannabinoid System 1 Vincenzo Di Marzo and Emil Pop 2. Pharmacology and Medicinal Chemistry of THC 8 Emil Pop Pharmacology of THC 9 Medicinal Chemistry 16 3. The Pharmacology and Therapeutic Potential of Cannabidiol 32 Roger G. Pertwee Receptor Interactions of Cannabidiol 35 Effects of CBD on Central and Peripheral Neurotransmission 42 Fate of Anandamide and Palmitoylethanolamide 43 Anxiolytic and Antipsychotic Effects 44 Anticonvulsant Effects of CBD 46 Neuroprotective Effect of CBD 53 Effects of CBD on the Production of Mediators of Inflammation and Immune Responses 54 Effects of CBD on Cancer Cell Proliferation 59 Effects of CBD on Cytochrome P450 (CYP) Isozymes 60 Effects of CBD on Membrane Fluidity and Stability 61 Other Effects of CBD 62 Interactions between CBD and D9-THC 64 Structure-Activity Relationships 65 4. Cannabinoid Receptors and Signal Transduction 84 Allyn C. Howlett and Joong-Youn Shim CB1 Receptor and Signal Transduction Pathways 84 CB2 Receptor and Signal Transduction Pathways 87 Endothelial Anandamide Receptor: Pharmacology and Signal Transduction Pathways 88 Mechanism of Receptor-Mediated G Protein Coupling 88 5. Endocannabinoids 98 Luciano De Petrocellis, Tiziana Bisogno and Vincenzo Di Marzo Discovery of the Encannabinoids 99 Quantitative Analysis of Encannabinoids in Mammals 100 Biosynthesis, Action and Inactivation of Endocannabinoids 101 Possible Physiological and Pathological Functions of Endocannabinoids in the CNS-An Overview 113 Endocannabinoids: Relax, Eat, Rest, Forget and Protect 118 6. Chemistry and Structure Activity Relationships for Tetrahydrocannabinols and Endocannabinoids 131 Raj K. Razdan Endocannabinoids 138 Pyrazole Based Antagonists 141 7. Cannabinoids and Medicine: Eating Disorders, Nausea and Emesis 147 Tim C. Kirkham Endocannabinoids and the Physiological Regulation of Appetite and Body Weight 147 Disorders of Appetite and Body Weight 150 Obesity 150 Cachexia, Anorexia and Malnutrition in Disease 152 Nausea and Emesis 155 8. Cannabinoids and Medicine II: The Role of Cannabinoids in Multiple Sclerosis and Neuronal Damage 161 Gareth Pryce and David Baker Multiple Sclerosis 162 Head Injury and Stroke 167 Glaucoma 169 Parkinson's Disease 170 Huntington's Disease 171 Motor Neuron Diseases 172 Alzheimer's Disease 173 9. Endocannabinoids and Related Fatty Acid Derivatives in Pain Modulation: Behavioral, Neurophysiological and Neuroanatomical Perspectives on Cannabinoid Antinociception 181 Andrea G. Hohmann and J. Michael Walker Functional Significance of a Cannabinoid Transmitter System 181 Subtypes of Cannabinoid Receptors 182 Endocannabinoids 182 Cannabinoid Receptor Pharmacology 183 Antinociceptive Effects of Cannabinoids 183 Cannabinoid-Induced Suppression of Nociceptive Transmission 183 Spinal and Peripheral Cannabinoid Antinociceptive Mechanisms 184 Evidence for Endocannabinoid Modulation of Nociception at the Supraspinal Level 187 Role of Other Endocannabinoids and Related Fatty Acid Derivatives 189 Localization of Cannabinoid Receptors and mRNA 190 Cannabinoid Receptor Distribution on Central Terminals of Primary Afferents 193 10. Endocannabinoids and Alcohol Drinking Behavior 205 George Kunos, Lei Wang, Jie Liu, Douglas Osei-Hyiaman and Judith Harvey-White Endocannabinoids and Brain Reward Mechanisms 205 Endocannabinoids As Regulators of Alcohol Preference 206 Age-Dependence of Alcohol Preference and Endocannabinoid Signaling in Mice 207 Endocannabinoids and Alcohol-Withdrawal 209 A New Hypothesis 209 Index 213
Library of Congress Subject Headings for this publication: Cannabinoids, Cannabinoids adverse effects, Cannabinoids pharmacokinetics, Cannabinoids therapeutic use, Marijuana Smoking adverse effects, Receptors, Cannabinoid