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Chemical Synthesis of Nucleoside Analogues
Pedro Merino (Edited by), P Merino (Author)
9781118007518, Wiley
Hardback, published 23 April 2013
912 pages
23.6 x 15.8 x 5.1 cm, 1.361 kg
Compiles current tested and proven approaches to synthesize novel nucleoside analogues Featuring contributions from leading synthetic chemists from around the world, this book brings together and describes tested and proven approaches for the chemical synthesis of common families of nucleoside analogues. Readers will learn to create new nucleoside analogues with desired therapeutic properties by using a variety of methods to chemically modify natural nucleosides, including: Chemical Synthesis of Nucleoside Analogues covers all the major classes of nucleosides, including pronucleotides, C-nucleosides, carbanucleosides, and PNA monomers which have shown great promise as starting points for the synthesis of nucleoside analogues. The book also includes experimental procedures for key reactions related to the synthesis of nucleoside analogues, providing a valuable tool for the preparation of a number of different compounds. Throughout the book, chemical schemes and figures help readers better understand the chemical structures of nucleoside analogues and the methods used to synthesize them. Extensive references serve as a gateway to the growing body of original research studies and reviews in the field. Synthetically modified nucleosides have proven their value as therapeutic drugs, in particular as antiviral and antitumor agents. However, many of these nucleoside analogues have undesirable side effects. With Chemical Synthesis of Nucleoside Analogues as their guide, researchers have a new tool for synthesizing a new generation of nucleoside analogues that can be used as therapeutic drugs with fewer unwanted side effects.
Contributors ix Foreword xiii Preface xv 1 Biocatalytic Methodologies for Selective Modified Nucleosides 1 2 Nucleosides Modified at the Base Moiety 49 3 Chemical Synthesis of Acyclic Nucleosides 103 4 Phosphonated Nucleoside Analogues 163 5 Chemical Syntheses of Nucleoside Triphosphates 209 6 Mononucleotide Prodrug Synthetic Strategies 229 7 Synthesis of C-Nucleosides 263 8 Methodologies for the Synthesis of Isomeric Nucleosides and Nucleotides of Antiviral Significance 317 9 Synthesis of Conformationally Constrained Nucleoside Analogues 345 10 Synthesis of 3-Spiro-Substituted Nucleosides: Chemistry of TSAO Nucleoside Derivatives 427 11 l-Nucleosides 473 12 Chemical Synthesis of Carbocyclic Analogues of Nucleosides 535 13 Uncommon Three-, Four-, and Six-Membered Nucleosides 605 14 Recent Advances in Synthesis and Biological Activity of 4-Thionucleosides 655 15 Recent Advances in the Chemical Synthesis of Aza-Nucleosides 699 16 Stereoselective Methods in the Synthesis of Bioactive Oxathiolane and Dioxolane Nucleosides 727 17 Isoxazolidinyl Nucleosides 781 18 Synthetic Studies on Antifungal Peptidyl Nucleoside Antibiotics 819 19 Chemical Synthesis of Conformationally Constrained PNA Monomers 847 Index 881
Miguel Ferrero, Susana Fern´andez, and Vicente Gotor
O. Sari, V. Roy, and L. A. Agrofoglio
Hai-Ming Guo, Shan Wu, Hong-Ying Niu, Ge Song, and Gui-Rong Qu
Roberto Romeo, Caterina Carnovale, Antonio Rescifina, and Maria Assunta Chiacchio
Lina Weinschenk and Chris Meier
Suzanne Peyrottes and Christian P´erigaud
Omar Boutureira, M. Isabel Matheu, Yolanda D´ýaz, and Sergio Castill´on
Maurice Okello and Vasu Nair
Esma Maougal, Jean-Marc Escudier, Christophe Len, Didier Dubreuil, and Jacques Lebreton
Mar´ýa-Jos´e Camarasa, Sonsoles Vel´azquez, Ana San-F´elix, and Mar´ýa-Jes´us P´erez-P´erez
Daniela Perrone and Massimo L. Capobianco
E. Leclerc
E. Groaz and P. Herdewijn
Varughese A. Mulamoottil, Mahesh S. Majik, Girish Chandra, and Lak Shin Jeong
Tom´as Tejero, Ignacio Delso, and Pedro Merino
D. D’Alonzo and A. Guaragna
Ugo Chiacchio, Antonino Corsaro, Salvatore Giofr`e, and Giovanni Romeo
Apurba Datta
Pedro Merino and Rosa Matute
Subject Areas: Chemistry [PN]
