Practical medicinal chemistry with macrocycles : (Record no. 643711)
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| 000 -LEADER | |
|---|---|
| fixed length control field | 11396cam a22006378i 4500 |
| 005 - DATE AND TIME OF LATEST TRANSACTION | |
| control field | 20250919140359.0 |
| 006 - FIXED-LENGTH DATA ELEMENTS--ADDITIONAL MATERIAL CHARACTERISTICS | |
| fixed length control field | m o d |
| 007 - PHYSICAL DESCRIPTION FIXED FIELD--GENERAL INFORMATION | |
| fixed length control field | cr ||||||||||| |
| 008 - FIXED-LENGTH DATA ELEMENTS--GENERAL INFORMATION | |
| fixed length control field | 190918s2017 nju ob 001 0 eng |
| 010 ## - LIBRARY OF CONGRESS CONTROL NUMBER | |
| LC control number | 2017-024680 |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| International Standard Book Number | 9781119092582 |
| Qualifying information | (electronic bk.) |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| International Standard Book Number | 1119092582 |
| Qualifying information | (electronic bk.) |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| International Standard Book Number | 9781119092599 |
| Qualifying information | (electronic bk. : oBook) |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| International Standard Book Number | 1119092590 |
| Qualifying information | (electronic bk. : oBook) |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| Canceled/invalid ISBN | 9781119092902 |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| Canceled/invalid ISBN | 1119092906 |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER | |
| Canceled/invalid ISBN | 9781119092568 (hardback) |
| 035 ## - SYSTEM CONTROL NUMBER | |
| System control number | (OCoLC)987890450 |
| 035 ## - SYSTEM CONTROL NUMBER | |
| System control number | (OCoLC)ocn987890450 |
| 039 #9 - LEVEL OF BIBLIOGRAPHIC CONTROL AND CODING DETAIL [OBSOLETE] | |
| Level of rules in bibliographic description | 201911041629 |
| Level of effort used to assign nonsubject heading access points | ros |
| y | 09-18-2019 |
| z | hafiz |
| w | UKM UBCM Wiley MARC (363 titles).mrc |
| x | 326 |
| 040 ## - CATALOGING SOURCE | |
| Original cataloging agency | DLC |
| Language of cataloging | eng |
| Description conventions | rda |
| Transcribing agency | DLC |
| Modifying agency | OCLCO |
| -- | OCLCF |
| -- | NST |
| -- | IDEBK |
| -- | OCLCQ |
| -- | MERUC |
| -- | UIU |
| -- | DG1 |
| -- | UPM |
| 042 ## - AUTHENTICATION CODE | |
| Authentication code | pcc |
| 049 ## - LOCAL HOLDINGS (OCLC) | |
| Holding library | MAIN |
| 050 10 - LIBRARY OF CONGRESS CALL NUMBER | |
| Classification number | RM301.25 |
| 072 #7 - SUBJECT CATEGORY CODE | |
| Subject category code | MED |
| Subject category code subdivision | 071000 |
| Source | bisacsh |
| 082 00 - DEWEY DECIMAL CLASSIFICATION NUMBER | |
| Classification number | 615.1/9 |
| Edition information | 23 |
| 245 00 - TITLE STATEMENT | |
| Title | Practical medicinal chemistry with macrocycles : |
| Remainder of title | design, synthesis, and case studies / |
| Statement of responsibility, etc. | edited by Eric Marsault, University of Sherbrooke, Quebec, Canada, Mark L. Peterson, Quebec, Canada. |
| 263 ## - PROJECTED PUBLICATION DATE | |
| Projected publication date | 1708 |
| 264 #1 - PRODUCTION, PUBLICATION, DISTRIBUTION, MANUFACTURE, AND COPYRIGHT NOTICE | |
| Place of production, publication, distribution, manufacture | Hoboken, NJ : |
| Name of producer, publisher, distributor, manufacturer | Wiley, |
| Date of production, publication, distribution, manufacture, or copyright notice | 2017. |
| 300 ## - PHYSICAL DESCRIPTION | |
| Extent | 1 online resource. |
| 336 ## - CONTENT TYPE | |
| Content type term | text |
| Content type code | txt |
| Source | rdacontent |
| 337 ## - MEDIA TYPE | |
| Media type term | computer |
| Media type code | n |
| Source | rdamedia |
| 338 ## - CARRIER TYPE | |
| Carrier type term | online resource |
| Carrier type code | nc |
| Source | rdacarrier |
| 504 ## - BIBLIOGRAPHY, ETC. NOTE | |
| Bibliography, etc. note | Includes bibliographical references and index. |
| 505 0# - FORMATTED CONTENTS NOTE | |
| Formatted contents note | Foreword xiii -- Introduction xv -- About the Contributors xix -- Part I Challenges Specific to Macrocycles 1 -- 1 Contemporary Macrocyclization Technologies 3 / Serge Zaretsky and Andrei K. Yudin -- 1.1 Introduction 3 -- 1.2 Challenges Inherent to the Synthesis of Macrocycles 3 -- 1.3 Challenges in Macrocycle Characterization 6 -- 1.4 Macrocyclization Methods 8 -- 1.5 Cyclization on the Solid Phase 14 -- 1.6 Summary 17 -- References 18 -- 2 A Practical Guide to Structural Aspects of Macrocycles (NMR, X?]Ray, and Modeling) 25 / David J. Craik, Quentin Kaas and Conan K. Wang -- 2.1 Background 25 -- 2.2 Experimental Studies of Macrocycles 31 -- 2.3 Molecular Modeling of Macrocyclic Peptides 38 -- 2.4 Summary 46 -- Acknowledgments 47 -- References 47 -- 3 Designing Orally Bioavailable Peptide and Peptoid Macrocycles 59 / David A. Price, Alan M. Mathiowetz and Spiros Liras -- 3.1 Introduction 59 -- 3.2 Improving Peptide Plasma Half?]Life 60 -- 3.3 Absorption, Bioavailability, and Methods for Predicting Absorption 61 -- 3.4 In Silico Modeling 70 -- 3.5 Future Directions 71 -- References 72 -- Part II Classes of Macrocycles and Their Potential for Drug Discovery 77 -- 4 Natural and Nature?]Inspired Macrocycles: A Chemoinformatic Overview and Relevant Examples 79 / Ludger A. Wessjohann, Richard Bartelt and Wolfgang Brandt -- 4.1 Introduction to Natural Macrocycles as Drugs and Drug Leads 79 -- 4.2 Biosynthetic Pathways, Natural Role, and Biotechnological Access 79 -- 4.3 QSAR and Chemoinformatic Analyses of Common Features 84 -- 4.4 Case Studies: Selected Natural Macrocycles of Special Relevance in Medicinal Chemistry 88 -- References 91 -- 5 Bioactive and Membrane?]Permeable Cyclic Peptide Natural Products 101 / Andrew T. Bockus and R. Scott Lokey -- 5.1 Introduction 101 -- 5.2 Structural Motifs and Permeability of Cyclic Peptide Natural Products 101 -- 5.3 Conformations of Passively Permeable Bioactive Cyclic Peptide Natural Products 103 -- 5.4 Recently Discovered Bioactive Cyclic Peptide Natural Products 108 -- 5.5 Conclusions 125 -- References 125 -- 6 Chemical Approaches to Macrocycle Libraries 133 / Ziqing Qian, Patrick G. Dougherty and Dehua Pei -- 6.1 Introduction 133 -- 6.2 Challenges Associated with Macrocyclic One?]Bead?]One-Compound Libraries 134 -- 6.3 Deconvolution of Macrocyclic Libraries 134 -- 6.4 Peptide?]Encoded Macrocyclic Libraries 136 -- 6.5 DNA?] Encoded Macrocyclic Libraries 142 -- 6.6 Parallel Synthesis of Macrocyclic Libraries 142 -- 6.7 Diversity?] Oriented Synthesis 145 -- 6.8 Perspective 147 -- 6.9 Conclusion 149 -- References 150 -- 7 Biological and Hybrid Biological/Chemical Strategies in Diversity Generation of Peptidic Macrocycles 155 / Francesca Vitali and Rudi Fasan -- 7.1 Introduction 155 -- 7.2 Cyclic Peptide Libraries on Phage Particles 155 -- 7.3 Macrocyclic Peptide Libraries via In Vitro Translation 166 -- 7.4 Emerging Strategies for the Combinatorial Synthesis of Hybrid Macrocycles In Vitro and in Cells 171 -- 7.5 Comparative Analysis of Technologies 175 -- 7.6 Conclusions 178 -- References 178 -- 8 Macrocycles for Protein–Protein Interactions 185 / Eilidh Leitch and Ali Tavassoli -- 8.1 Introduction 185 -- 8.2 Library Approaches to Macrocyclic PPI Inhibitors 186 -- 8.3 Structural Mimicry 192 -- 8.4 Multi?] Cycles for PPIs 197 -- 8.5 The Future for Targeting PPIs with Macrocycles 197 -- References 200 -- Part III The Synthetic Toolbox for Macrocycles 205 -- 9 Synthetic Strategies for Macrocyclic Peptides 207 / É<i>ric Biron, Simon Vezina<i>?]<i>Dawod and Fran<i>ç<i>ois B<i>é<i>dard -- 9.1 Introduction to Peptide Macrocyclization 207 -- 9.2 One Size Does Not Fit All: Factors to Consider During Synthesis Design 209 -- 9.3 Peptide Macrocyclization in Solution 213 -- 9.4 Peptide Macrocyclization on Solid Support 220 -- 9.5 Peptide Macrocyclization by Disulfide Bond Formation 226 -- 9.6 Conclusion 229 -- References 230 -- 10 Ring?]Closing Metathesis?]Based Methods in Chemical Biology: Building a Natural Product Inspired Macrocyclic Toolbox to Tackle Protein–Protein Interactions 243 / Jagan Gaddam, Naveen Kumar Mallurwar, Saidulu Konda, Mahender Khatravath, Madhu Aeluri, Prasenjit Mitra and Prabhat Arya -- 10.1 Introduction 243 -- 10.2 Protein– Protein Interactions: Challenges and Opportunities 243 -- 10.3 Natural Products as Modulators of Protein–Protein Interactions 243 -- 10.4 Introduction to Ring?]Closing Metathesis 244 -- 10.5 Selected Examples of Synthetic Macrocyclic Probes Using RCM?]Based Approaches 246 -- 10.6 Summary 259 -- References 259 -- 11 The Synthesis of Peptide-Based Macrocycles by Huisgen Cycloaddition 265 / Ashok D. Pehere and Andrew D. Abell -- 11.1 Introduction 265 -- 11.2 Dipolar Cycloaddition Reactions 266 -- 11.3 Macrocyclic Peptidomimetics 267 -- 11.4 Macrocyclic β?]Strand Mimetics as Cysteine Protease Inhibitors 273 -- 11.5 Conclusion 275 -- References 277 -- 12 Palladium?]Catalyzed Synthesis of Macrocycles 281 / Thomas O. Ronson, William P. Unsworth and Ian J. S. Fairlamb -- 12.1 Introduction 281 -- 12.2 Stille Reaction 281 -- 12.3 Suzuki– Miyaura Reaction 285 -- 12.4 Heck Reaction 288 -- 12.5 Sonogashira Reaction 290 -- 12.6 Tsuji– Trost Reaction 293 -- 12.7 Other Reactions 295 -- 12.8 Conclusion 298 -- References 298 -- 13 Alternative Strategies for the Construction of Macrocycles 307 / Jeffrey Santandrea, Anne<i>?]<i>Catherine B<i>é<i>dard, Myl<i>è<i>ne de L<i>é<i>s<i>é<i>leuc, Micha<i>ë<i>l Raymond and Shawn K. Collins -- 13.1 Introduction 307 -- 13.2 Alternative Methods for Macrocyclization Involving Carbon–Carbon Bond Formation 307 -- 13.3 Alternative Methods for Macrocyclization Involving Carbon–Carbon Bond Formation: Ring Expansion and Photochemical Methods 320 -- 13.4 Alternative Methods for Macrocyclization Involving Carbon–Oxygen Bond Formation 322 -- 13.5 Alternative Methods for Macrocyclization Involving Carbon–Nitrogen Bond Formation 327 -- 13.6 Alternative Methods for Macrocyclization Involving Carbon–Sulfur Bond Formation 328 -- 13.7 Conclusion and Summary 331 -- References 332 -- 14 Macrocycles from Multicomponent Reactions 339 / Ludger A. Wessjohann, Ricardo A. W. Neves Filho, Alfredo R. Puentes and Micjel Ch<i>á<i>vez Morej<i>ó<i>n -- 14.1 Introduction 339 -- 14.2 General Aspects of Multicomponent Reactions (MCRs) in Macrocycle Syntheses 344 -- 14.3 Concluding Remarks and Future Perspectives 369 -- References 371 -- 15 Synthetic Approaches Used in the Scale?]Up of Macrocyclic Clinical Candidates 377 / Jongrock Kong -- 15.1 Introduction 377 -- 15.2 Background 377 -- 15.3 Literature Examples 378 -- 15.4 Conclusions 406 -- References 406 -- Part IV Macrocycles in Drug Development: Case Studies 411 -- 16 Overview of Macrocycles in Clinical Development and Clinically Used 413 / Silvia Stotani and Fabrizio Giordanetto -- 16.1 Introduction 413 -- 16.2 Datasets Generation 413 -- 16.3 Marketed Macrocyclic Drugs 414 -- 16.4 Macrocycles in Clinical Studies 422 -- 16.5 De Novo Designed Macrocycles 429 -- 16.6 Overview and Conclusions 436 -- Appendix 16.A 437 -- 16.A.1 Methods 437 -- References 490 -- 17 The Discovery of Macrocyclic IAP Inhibitors for the Treatment of Cancer 501 / Nicholas K. Terrett -- 17.1 Introduction 501 -- 17.2 DNA?]Programmed Chemistry Macrocycle Libraries 502 -- 17.3 A New Macrocycle Ring Structure 504 -- 17.4 Design and Profiling of Bivalent Macrocycles 506 -- 17.5 Improving the Profile of the Bivalent Macrocycles 510 -- 17.6 Selection of the Optimal Bivalent Macrocyclic IAP Antagonist 512 -- 17.7 Summary 515 -- Acknowledgments 515 -- References 516 -- 18 Discovery and Pharmacokinetic–Pharmacodynamic Evaluation of an Orally Available Novel Macrocyclic Inhibitor of Anaplastic Lymphoma Kinase and c?]Ros Oncogene 1 519 / Shinji Yamazaki, Justine L. Lam and Ted W. Johnson -- 18.1 Introduction 519 -- 18.2 Discovery and Synthesis 520 -- 18.3 Evaluation of Pharmacokinetic Properties Including CNS Penetration 531 -- 18.4 Evaluation of Pharmacokinetic–Pharmacodynamic (PKPD) Profiles 536 -- 18.5 Conclusion 540 -- References 540 -- 19 Optimization of a Macrocyclic Ghrelin Receptor Agonist (Part II): Development of TZP?]102 545 / Hamid R. Hoveyda, Graeme L. Fraser, Eric Marsault, Ren<i>é<i> Gagnon and Mark L. |
| 505 0# - FORMATTED CONTENTS NOTE | |
| Formatted contents note | Peterson -- 19.1 Introduction 545 -- 19.2 Advanced AA3 and Tether SAR 548 -- 19.3 Structural Studies 554 -- 19.4 Conclusions 554 -- Acknowledgments 555 -- References 556 -- 20 Solithromycin: Fourth?]Generation Macrolide Antibiotic 559 / David Pereira, Sara Wu, Shingai Majuru, Stephen E. Schneider and Lovy Pradeep -- 20.1 Introduction 559 -- 20.2 Structure–Activity Relationship (SAR) of Ketolides and Selection of Solithromycin 559 -- 20.3 Mechanism of Action 564 -- 20.4 Overcoming the Ketek Effect 568 -- 20.5 Manufacture of Solithromycin 569 -- 20.6 Polymorphism 569 -- 20.7 Pharmaceutical De |
| 588 ## - SOURCE OF DESCRIPTION NOTE | |
| Source of description note | Description based on print version record and CIP data provided by publisher; resource not viewed. |
| 590 ## - LOCAL NOTE (RLIN) | |
| Local note | John Wiley and Sons |
| Provenance (VM) [OBSOLETE] | Wiley Online Library All Obooks |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name entry element | Drug development. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name entry element | Pharmaceutical chemistry. |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name entry element | Drug development. |
| Source of heading or term | fast |
| Authority record control number or standard number | (OCoLC)fst00898670 |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name entry element | Pharmaceutical chemistry. |
| Source of heading or term | fast |
| Authority record control number or standard number | (OCoLC)fst01060115 |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM | |
| Topical term or geographic name entry element | MEDICAL / Pharmacology |
| Source of heading or term | bisacsh |
| 655 #4 - INDEX TERM--GENRE/FORM | |
| Genre/form data or focus term | Electronic books. |
| 700 1# - ADDED ENTRY--PERSONAL NAME | |
| Personal name | Marsault, Eric, |
| Dates associated with a name | 1971- |
| Relator term | editor. |
| 700 1# - ADDED ENTRY--PERSONAL NAME | |
| Personal name | Peterson, Mark L., |
| Dates associated with a name | 1958- |
| Relator term | editor. |
| 773 0# - HOST ITEM ENTRY | |
| Title | Wiley e-books |
| 776 08 - ADDITIONAL PHYSICAL FORM ENTRY | |
| Relationship information | Print version: |
| Title | Practical medicinal chemistry with macrocycles |
| Place, publisher, and date of publication | Hoboken, NJ : Wiley, 2017 |
| International Standard Book Number | 9781119092568 |
| Record control number | (DLC) 2017011916 |
| 856 40 - ELECTRONIC LOCATION AND ACCESS | |
| Uniform Resource Identifier | <a href="https://eresourcesptsl.ukm.remotexs.co/user/login?url=https://doi.org/10.1002/9781119092599">https://eresourcesptsl.ukm.remotexs.co/user/login?url=https://doi.org/10.1002/9781119092599</a> |
| Public note | Wiley Online Library |
| 907 ## - LOCAL DATA ELEMENT G, LDG (RLIN) | |
| a | .b16758249 |
| b | 2022-11-04 |
| c | 2019-11-12 |
| 942 ## - ADDED ENTRY ELEMENTS (KOHA) | |
| Suppress in OPAC | No |
| 914 ## - VTLS Number | |
| VTLS Number | vtls003651481 |
| 998 ## - LOCAL CONTROL INFORMATION (RLIN) | |
| Library | |
| Operator's initials, OID (RLIN) | 2019-05-09 |
| Cataloger's initials, CIN (RLIN) | m |
| Material Type (Sierra) | E-Book |
| Language | English |
| Country | |
| -- | 0 |
| -- | .b16758249 |
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