Ojima I. (ed.) Fluorine in Medicinal Chemistry and Chemical Biology
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Blackwell Publishing, Ltd. 2009. - 624 This book presents the recent developments and future prospects of fluorine in medicinal chemistry and chemical biology. The extraordinary potential of fl uorine - containing biologically relevant molecules in peptide/protein chemistry, medicinal chemistry, chemical biology, pharmacology, and drug discovery as well as diagnostic and therapeutic applications, was recognized by researchers who are not in the traditional fl uorine chemistry fi eld, and thus the new wave of fl uorine chemistry has been rapidly expanding its biomedical frontiers. The book starts with an introductory chapter, summarizing and discussing the unique properties of fluorine and their relevance to medicinal chemistry and chemical biology. Then, several hot topics in medicinal chemistry as well as discovery and development of fluorine - containing drugs and drug candidates are described, including fl uorinated prostanoids (for glaucoma), fluorinated conformationally restricted glutamate analogues (for CNS disorder), fl uorinated MMP inhibitors (e.g. for cancer metastasis intervention), fluoro - taxoids (for cancer), trifluoro - artemisinin (for malaria), and fl uorinated nucleosides (for viral infections). This book will serve as an excellent reference book for graduate students as well as scientists at all levels in both academic and industrial laboratories.ContentsPreface pageList of ContributorsAbbreviationsIntroduction: Basic Aspects of Fluorine in Chemistry and BiologyUnique Properties of Fluorine and Their Relevance to Medicinal Chemistry and Chemical Biology Takashi Yamazaki, Takeo Taguchi, and Iwao OjimaMedicinal ChemistryFluorinated Prostanoids: Development of Tafl uprost, a New Anti-glaucoma Agent Yasushi MatsumuraFluorinated Conformationally Restricted Glutamate Analogues for CNS Drug Discovery and Development Atsuro NakazatoFluorinated Inhibitors of Matrix Metalloproteinases Roberta Sinisi, Monika Jagodzinska, Gabriele Candiani, Florent Huguenot, Monica Sani, Alessandro Volonterio, Raffaella Maffezzoni, and Matteo ZandaFluoro-Taxoid Anticancer Agents Antonella Pepe, Larisa Kuznetsova, Liang Sun, and Iwao OjimaAntimalarial Fluoroartemisinins: Increased Metabolic and Chemical Stability Jean-Pierre Bégué and Danièle Bonnet-DelponSynthesis and Biological Activity of Fluorinated Nucleosides Tokumi Maruyama, Masahiro Ikejiri, Kunisuke Izawa, and Tomoyuki OnishiSynthetic Methods for Medicinal Chemistry and Chemical BiologySynthesis of gem-Difl uoromethylenated Nucleosides via gem-Difl uoromethylene-containing Building Blocks Wei-Dong Meng and Feng-Ling QingRecent Advances in the Syntheses of Fluorinated Amino Acids Kenji UneyamaFluorinated Moieties for Replacement of Amide and Peptide Bonds Takeo Taguchi and Hikaru YanaiPerfluorinated Heteroaromatic Systems as Scaffolds for Drug Discovery David Armstrong, Matthew W. Cartwright, Emma L. Parks, Graham Pattison, Graham Sandford, Rachel Slater, Ian Wilson John A. Christopher, David D. Miller, Paul W. Smith, and Antonio Vonggem-Difl uorocyclopropanes as Key Building Blocks for Novel Biologically Active Molecules 313 Toshiyuki ItohFluorous Mixture Synthesis (FMS) of Drug-like Molecules and Enantiomers, Stereoisomers, and Analogues of Natural Products Wei ZhangFluorine-18 Radiopharmaceuticals Michael R. Kilbourn and Xia Shao Applications of Fluorinated Amino Acids and Peptides to Chemical Biology and PharmacologyApplication of Artificial Model Systems to Study the Interactions of Fluorinated Amino Acids within the Native Environment of Coiled Coil Proteins Mario Salwiczek, Toni Vagt, and Beate KokschFluorinated Amino Acids and Biomolecules in Protein Design and Chemical Biology He Meng, Ginevra A. Clark, and Krishna KumarEffects of Fluorination on the Bioorganic Properties of Methionine John F. HonekStructure Analysis of Membrane-Active Peptides Using 19F-labeled Amino Acids and Solid-State NMR Parvesh Wadhwani and Erik StrandbergStudy of Metabolism of Fluorine-containing Drugs Using In Vivo Magnetic Resonance Spectroscopy Erika Schneider and Roger Lin Appendix Approved Active Pharmaceutical Ingredients Containing Fluorine Elizabeth Pollina Cormier, Manisha Das, and Iwao Ojima Section 1: Fluorine-containing Drugs for Human Use Approved by FDA in the United States Section 2: Fluorine-containing Drugs for Veterinary Use Approved by FDA in the United StatesIndex
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