Fluorine in medicinal chemistry and chemical biology / ed. by I.Ojima. - Chichester: Wiley-Blackwell, 2009. - xvi, 624 p., [16] p. of plates: ill. (some col.). - Incl. bibl. ref. - Ind.: p.605-624. - ISBN 978-1-405-16720-8  Место хранения:   032 | Институт органической химии им. Н.Н.Ворожцова СО РАН | Новосибирск | Библиотека

Оглавление / Contents

Preface page ................................................... ix List of Contributors ........................................... xi Abbreviations .................................................. xv Introduction: Basic Aspects of Fluorine in Chemistry and Biology ......................................................... 1 1 Unique Properties of Fluorine and Their Relevance to Medicinal Chemistry and Chemical Biology ..................... 3 Takashi Yamazaki, Takeo Taguchi, and Iwao Ojima Medicinal Chemistry ............................................ 47 2 Fluorinated Prostanoids: Development of Tafluprost, a New Anti-glaucoma Agent ......................................... 49 Yasushi Matsumura 3 Fluorinated Conformationally Restricted Glutamate Analogues for CNS Drug Discovery and Development ............ 67 Atsuro Nakazato 4 Fluorinated Inhibitors of Matrix Metalloproteinases ......... 99 Roberta Sinisi, Monika Jagodzinska, Gabriele Candiani, Florent Huguenot, Monica Sani, Alessandro Volonterio, Rajfaella Maffezzoni, and Matteo Zanda 5 Fluoro-Taxoid Anticancer Agents ............................ 117 Antonella Pepe, Larisa Kuznetsova, Liang Sun, and Iwao Ojima 6 Antimalarial Fluoroartemisinins: Increased Metabolic and Chemical Stability ..................................... 141 Jean-Pierre Bégué and Danièle Bonnet-Delpon 7 Synthesis and Biological Activity of Fluorinated Nucleosides ................................................ 165 Tokumi Maruyama, Masahiro Ikejiri, Kunisuke Izawa, and Tomoyuki Onishi Synthetic Methods for Medicinal Chemistry and Chemical Biology ....................................................... 199 8 Synthesis of gem-Difluoromethylenated Nucleosides via gem-Difluoromethylene-containing Building Blocks ........... 201 Wei-Dong Meng and Feng-Ling Qing 9 Recent Advances in the Syntheses of Fluorinated Amino Acids ...................................................... 213 Kenji Uneyama 10 Fluorinated Moieties for Replacement of Amide and Peptide Bonds ...................................................... 257 Takeo Taguchi and Hikaru Yanai 11 Perfluorinated Heteroaromatic Systems as Scaffolds for Drug Discovery ............................................. 291 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 Wong 12 gem-Difiuorocyclopropanes as Key Building Blocks for Novel Biologically Active Molecules ........................ 313 Toshiyuki Itoh 13 Fluorous Mixture Synthesis (FMS) of Drug-like Molecules and Enantiomers, Stereoisomers, and Analogues of Natural Products ................................................... 335 Wei Zhang 14 Fluorine-18 Radiopharmaceuticals ........................... 361 Michael R. Kilbourn and Xia Shao Applications of Fluorinated Amino Acids and Peptides to Chemical Biology and Pharmacology ............................. 389 15 Application of Artificial Model Systems to Study the Interactions of Fluorinated Amino Acids within the Native Environment of Coiled Coil Proteins ........................ 391 Mario Salwiczek, Toni Vagt, and Beate Koksch 16 Fluorinated Amino Acids and Biomolecules in Protein Design and Chemical Biology ................................ 411 He Meng, Ginevra A. Clark, and Krishna Kumar 17 Effects of Fluorination on the Bioorganic Properties of Methionine ................................................. 447 John F. Honek 18 Structure Analysis of Membrane-Active Peptides Using 19F-labeled Amino Acids and Solid-State NMR ................ 463 Parvesh Wadhwani and Erik Strandberg 19 Study of Metabolism of Fluorine-containing Drugs Using In Vivo Magnetic Resonance Spectroscopy .................... 495 Erika Schneider and Roger Lin Appendix ...................................................... 525 Approved Active Pharmaceutical Ingredients Containing Fluorine ...................................................... 525 Elizabeth Pollina Cormier, Manisha Das, and Iwao Ojima Section 1. Fluorine-containing Drugs for Human Use Approved by FDA in the United States ........................ 527 Section 2. Fluorine-containing Drugs for Veterinary Use Approved by FDA in the United States ............... 585 Index ......................................................... 605