By Eric Francotte, Wolfgang Lindner, Raimund Mannhold, Hugo Kubinyi, Gerd Folkers
Chapter 1 Chiral medications from a ancient standpoint (pages 1–26): Joseph Gal
Chapter 2 Stereoselective Synthesis of gear – An business point of view (pages 27–65): Hans?Jurgen Federsel
Chapter three facets of Chirality in average items Drug Discovery (pages 67–94): Philipp Krastel, Frank Petersen, Silvio Roggo, Esther Schmitt and Ansgar Schuffenhauer
Chapter four Biotransformation equipment for getting ready Chiral medicinal drugs and Drug Intermediates (pages 95–123): Michael Muller and Marcel Wubbolts
Chapter five solution of Chiral medicinal drugs and Drug Intermediates through Crystallisation (pages 125–154): Kazuhiko Saigo and Kenichi Sakai
Chapter 6 Isolation and creation of Optically natural medicinal drugs by means of Enantioselective Chromatography (pages 155–187): Eric Francotte
Chapter 7 Stereoselective Chromatographic tools for Drug research (pages 189–260): Norbert M. Maier and Wolfgang Lindner
Chapter eight Capillary Electrophoresis Coupled to Mass Spectrometry for Chiral medications research (pages 261–281): Serge Rudaz and Jean?Luc Veuthey
Chapter nine robust Chiral Molecular instruments for guidance of Enantiopure Alcohols and Simultaneous choice in their Absolute Configurations via X?Ray Crystallography and/or 1H NMR Anisotropy equipment (pages 283–321): Nobuyuki Harada
Chapter 10 key terms in Chirality Modeling: Molecular Modeling of Chirality – software program and Literature examine on Chirality in Modeling, Chirality in Docking, Chiral Ligand–Receptor interplay and Symmetry (pages 323–340): Gerd Folkers, Mine Yarim and Pavel Pospisil
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Extra info for Chirality in Drug Research, Volume 33
Those of the steroid equilenin 22, were reported ; the b-adrenergic-antagonist activity of propranolol, the first commercially successful beta blocker, was determined to be lopsidedly in the (S)-(–) enantiomer 23, and similar selectivity was found in several other, related, b-adrenergic antagonists . Examples of enantioselective toxicity were also found, e. , levodopa (L-3,4-dihydroxyphenylalanine 24). Initial clinical 19 20 1 Chiral Drugs from a Historical Point of View trials in the 1960s of this breakthrough treatment for Parkinson’s disease used the racemic mixture but it quickly became clear that unacceptable toxicity was present in the D-enantiomer, and the drug was therefore developed in the unichiral, L, form .
Stork, D. Niu, A. Fujimoto, E. R. Koft, J. M. Balkovec, J. R. Tata, G. R. Dake, J. Am. Chem. Soc, 2001, 123, 3239–3242. 70 J. M. Bijvoet, A. F. Peerdeman, A. J. van Bommel, Nature, 1951, 168, 271–272. 25 26 1 Chiral Drugs from a Historical Point of View 71 W. E. Bachmann, W. Cole, A. L. Wilds, J. Am. Chem. , 1940, 62, 824–839. 72 B. G. Main, Beta-Adrenergic Blockers: Properties of the Enantiomers, in M. ), Problems and Wonders of Chiral Molecules, Académiai Kiadó, Hungary, 1990, pp. 329–343. 73 G.
Sjoerdsma, Circulation, 1962, 25, 281– 291. 89 W. H. De Camp, Chirality 1989, 1, 2–6. 90 A. M. ), Chiral Separations by HPLC, Ellis Horwood Limited, UK, 1989. 91 L. N. Mander, Stereoselective Synthesis, in E. L. Eliel, S. H. Wilen, L. N. ), Stereochemistry of Organic Compounds,Wiley-Interscience, USA, 1994, pp. 835–990. 92 E. Francotte, Preparation of Drug Enantiomers by Chromatographic Resolution on Chiral Stationary Phases, in H. Y. Aboul-Enein, I. W. ), The Impact of Stereochemistry on Drug Development and Use,Wiley-Intescience, USA 1997, pp.