Fluorine in Medicinal Chemistry and Chemical Biology

Professor Iwao Ojima is Distinguished Professor in the Department of Chemistry, and Director of the Institute of Chemical Biology & Drug Discovery, at the State University of New York at Stony Brook. He has published over 340 papers and reviews, more than 140 patents and patent applications, and edited 5 books, including Biomedical Frontiers of Fluorine Chemistry, published in the ACS Symposium Series in 1996.

• Introduction Chapter 1 “Unique Properties of Fluorine and Their Relevance to Medicinal Chemistry and Chemical Biology” by Takashi Yamazaki, Takeo Taguchi and Iwao OjimaMedicinal ChemistryChapter 2 “Fluorinated Prostanoids: Development of Tafluprost, a New Anti-glaucoma Agent” by Yasushi MatsumuraChapter 3 “Fluorinated conformationally restricted glutamate analogs for CNS drug discovery and development” by Atsuro NakazatoChapter 4 “Fluorinated Inhibitors of Matrix Metalloproteinases” by Roberta Sinisi, Monika Jagodzinska, Gabriele Candiani, Florent Huguenot, Monica Sani, Alessandro Volonterio, Raffaella Maffezzoni and Matteo ZandaChapter 5 “Fluoro-Taxoid Anticancer Agents” by Antonella Pepe, Larisa Kuznetsova, Liang Sun and Iwao OjimaChapter 6 “Antimalarial Fluoroartemisinins: Increased Metabolic and Chemical Stability”by Jean-Pierre Bégué, Danièle Bonnet-DelponChapter 7 “Synthesis and Biological Activity of Fluorinated Nucleosides” by Tokumi Maruyama, Masahiro Ikejiri, Kunisuke Izawa and Tomoyuki OnishiSynthetic methods for medicinal chemistry and chemical biologyChapter 8 “Synthesis of gem-Difluoromethylenated Nucleosides via gem-Difluoromethylene-Containing Building Blocks” by Wei-Dong Meng and Feng-Ling QingChapter 9 “Recent Advances in the Syntheses of Fluorinated Amino Acids” by Kenji UneyamaChapter 10 “Fluorinated Moieties for Replacement of Amide and Peptide Bonds” by Takeo Taguchi and Hikaru YanaiChapter 11 “Perfluorinated Heteroaromatic Systems as Scaffolds for Drug Discovery” by David Armstrong, Matthew W. Cartwright, Emma L. Parks, Graham Pattison, Graham Sandford, Rachel Slater, John A. Christopher, David D. Miller, Paul W. Smith and Antonio VongChapter 12 “gem-Difluorocyclopropanes as key building blocks for novel biologically active molecules” by Toshiyuki ItohChapter 13 “Fluorous Mixture Synthesis (FMS) of Drug-Like Molecules and Enantiomers, Stereoisomers, and Analogs of Natural Products” by Wei ZhangChapter 14 “Fluorine-18 Radiopharmaceuticals” by Michael R. Kilbourn and Xia ShaoApplications of fluorinated amino acids and peptides to chemical biology and pharmacologyChapter 15 “Application of Artificial Model Systems to Study the Interactions of Fluorinated Amino Acids within the Native Environment of Coiled Coil Proteins” by Mario Salwiczek, Toni Vagt and Beate KokschChapter 16 “Fluorinated Amino Acids and Biomolecules in Protein Design and Chemical Biology” by He Meng, Ginevra A. Clark, andKrishna KumarChapter 17 “Effects of Fluorination on the Bioorganic Properties of Methionine” by John F. HonekChapter 18 “Structure analysis of membrane-active peptides using 19 F-labeled amino acids and solid state NMR” by Parvesh Wadhwani and Erik StrandbergChapter 19 “Metabolism of Fluorine-containing Drugs using in vivo Magnetic Resonance Spectroscopy” by Erika SchneiderAppendix“FDA-Approved Active Pharmaceutical Ingredients Containing Fluorine” by Elizabeth Pollina-Cormier, Manisha Das, and Iwao Ojima