Fluorine and Health

Molecular Imaging, Biomedical Materials and Pharmaceuticals

Edited by

  • Alain Tressaud, ICMCB-CNRS University of Bordeaux, Pessac Cedex, France
  • Günter Haufe, Organic Chemistry Institute, University of Münster, Germany

Fluorine and Health presents a critical multidisciplinary overview on the contribution of fluorinated compounds to resolve the important global issue of medicinal monitoring and health care. The involved subjects are organized in three thematic parts devoted to Molecular Imaging, Biomedical Materials and Pharmaceuticals. Initially the key-position of partially fluorinated low molecular weight compounds labelled either with the natural 19F-isotope for Magnetic Resonance Imaging (MRI) or labelled with the radioactive [18F]-isotope for Positron Emission Tomography (PET) is highlighted. Both non-invasive methods belong to the most challenging in vivo imaging techniques in oncology, neurology and in cardiology for the diagnosis of diseases having the highest mortality in the industrialized countries. The manifold facets of fluorinated biomaterials range from inorganic ceramics to perfluorinated organic molecules. Liquid perfluorocarbons are suitable for oxygen transport and as potential respiratory gas carriers, while fluorinated polymers are connected to the pathology of blood vessels. Another important issue concerns the application of highly fluorinated liquids in ophthalmology. Moreover, fluorine is an essential trace element in bone mineral, dentine and tooth enamel and is applied for the prophylaxis and treatment of dental caries. The various origins of human exposure to fluoride species is detailed to promote a better understanding of the effect of fluoride species on living organisms.Medicinally relevant fluorinated molecules and their interactions with native proteins are the main focus of the third part. New molecules fluorinated in strategic position are crucial for the development of pharmaceuticals with desired action and optimal pharmacological profile. Among the hundreds of marketed active drug components there are more than 150 fluorinated compounds. The chapters will illustrate how the presence of fluorine atoms alters properties of bioactive compounds at various biochemical steps, and possibly facilitate its emergence as pharmaceuticals. Finally the synthetic potential of a fluorinase, the first C-F bond forming enzyme, is summarized.
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Book information

  • Published: April 2008
  • Imprint: ELSEVIER
  • ISBN: 978-0-444-53086-8

Table of Contents

PART I: MOLECULAR IMAGING1. Fluorine-18 Chemistry for Molecular Imaging with Positron Emission Tomography Frédéric Dollé, Dirk Roeda, Bertrand Kuhnast, and Marie-Claire Lasne2. Application of 18F-PET Imaging for the Study of Alzheimer’s Disease Kjell Någren and Juha O. Rinne3. 18F-Labeled PET-Tracers for Cardiological Imaging Klaus Kopka, Stefan Wagner, Michael Schäfers, Andreas Faust, Otmar Schober, and Günter Haufe4. [18F]-Labeled PET and PET/CT Compounds in Oncology Ken Herrmann and Bernd Joachim Krause5. Non-Invasive Physiology and Pharmacology Using 19F Magnetic Resonance Jian-Xin Yu, Weina Cui, Dawen Zhao, and Ralph P. MasonPART II: BIOMEDICAL MATERIALS6. Fluoride-Based Bioceramics Christian Rey, Christèle Combes, Christophe Drouet, and Hocine Sfihi7. Fluoride in Dentistry and Dental Restoratives John W. Nicholson and Beata Czarnecka8. Fluorinated Biomaterials for Cardiovascular Surgery Charles Baquey, Marie-Christine Durrieu, and Robert G. Guidoin9. Fluorinated Molecules in Eye Surgery: Experimental and Clinical Benefit of a Heavy Silicone Oil Oxane Hd® (Mixture of Silicone Oil and RMN3 Fluorine Olefin) in the Treatment of Retinal Detachment I. Rico-Lattes, J. C. Quintyn, V. Pagot-Mathis, X. Benouaich, and A. Mathis10. Biocompatibility of Highly Fluorinated Liquids Used in Ophthalmic Surgery Dirk-Henning Menz and Joachim H. Dresp11. Perfluorochemical-Based Oxygen Therapeutics, Contrast Agents, and Beyond Marie Pierre Krafft and Jean G. Riess12. Exposure of Humans to Fluorine and Its Assessment Maja PonikvarPART III: PHARMACEUTICALS13. Biological Impacts of Fluorination: Pharmaceuticals Based on Natural Products Jean-Pierre Bégué and Danièle Bonnet-Delpon14. Synthesis and Pharmacological Properties of Fluorinated Prostanoids Yasushi Matsumura15. Synthesis and Biochemical Evaluation of Fluorinated Monoamine Oxidase Inhibitors Kenneth L. Kirk, Shinichi Yoshida, and Günter Haufe16. Fluoroolefin Dipeptide Isosteres: Structure, Syntheses, and Applications John T. Welch17. Molecular Interactions of Fluorinated Amino Acids in a Native Polypeptide Environment Mario Salwiczek, Christian Jäckel, and Beate Koksch18. Biological Fluorination in Streptomyces cattleya: The Fluorinase Hai Deng, Fang-Lu Huang, James H. Naismith, David O′Hagan, Jonathan B. Spencer, and Xiaofeng Zhu