Polyether Antibiotics Naturally Occurring Acid Ionophores, Volume 2: Chemistry

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Half Title
Polyether Antibiotics: Naturally Occurring Acid lonophores. Volume 2: Chemistry
Copyright
Foreword
Preface
Contents
Contributors
Contents of Volume 1: Biology
1. Chemical Synthesis
	I. Introduction
	II. Synthetic Methods
		A. β-Hydroxy Ketone
		B. Spiroketal
		C. Tetrahydrofurans
		D. Tetrahydropyrans
		E. 1,2-Stereochemistry
		F. Chiral Starting Materials
	III. Total Syntheses
		A. A23187 (Calcimycin)
		B. Evans Synthesis
		C. Grieco Synthesis
		D. Ogawa Synthesis
		E. Lasalocid A (X-537A)
		F. Kishi Synthesis
		G. Ireland Synthesis
		H. Monesin
		I. Kishi Synthesis
		J. Still Synthesis
	References
	Bibliography
2. Chemical Transformations of Polyether Antibiotics
	I. Introduction
	II. Lasalocid
		A. Chemical Modifications
		B. Biological Activity
	III. Monensin and Dianemycin
	IV. Nigericin and X-206
	V. Antiobiotic A204
		A. Chemical Modifications
		B. Biological Activity
	VI. Grisorixin and Alborixin
	VII. Lysocellin
		A. Chemical Modifications
		B. Biological Activity
	VIII. Lonomycin
		A. Chemical Modifications
		B. Biological Activity
	IX. Salinomycin
	X. Conclusions
	References
3. X-Ray Structures of the Polyether Antibiotics
	I. Introduction
	II. Polyether Antibiotics
	III. Conclusion
	References
4. Mass Spectrometry of Polyether Antibiotics
	I. Introduction
	II. General Considerations
	III. Alborixin Group
	IV. Dianemycin Group
	V. Lasalocid Group
	VI. Lysocellin Group
	VII. Miscellaneous Group
	VIII. Monensin Group
	IX. Nigericin Group
	X. Noboritomycin Group
	XI. Salinoraycin Group
	XII. Summary
	References
5. Structure, Conformation, and Mechanism of Action as Revealed by Proton NMR
	I. Introduction
		Scope and Limitations of [sup(1)]H NMR Spectroscopy
	II. Stereo Notation and Coding
		A. Symbols
		B. Structural Representations of Some Carboxylic Acid Lonophores
		C. Stereoviews
		D. Spectral Representations
	III. Applied Methodology and Criteria
		A. General Considerations
		B. Operational Strategies
		C. [sup(1)]H Chemical Shifts and Their Predictability
		D. Coupling Constants and Conformation
		E. Hydroxy Groups
		F. ASIS Effects and Lipophilicity Index
	IV. Primary Structure and Predestination to Conformational Bias
		A. General Considerations: Definition of Hinges
		B. Conformational Rules
		C. Practical Applications of Conformational Rules: Static and Dynamic Features
	V. Conclusion
	References
6. 13C NMR Spectra of Polyether Antibiotics
	I. Introduction
	II. Techniques Used for [sup(13)]C Assignments of Polyether Antibiotics
		A. Differentiation of Methyl, Methylene, Methine, and Quaternary Carbon Signals
		B. Selective Proton Decoupling
		C. Biosynthetic Labeling Method
	III. Classification of Polyether Antibiotics
	IV. 13C NMR Spectra of Polyether Antibiotics
		A. Group 1
		B. Group 2
		C. Group 3
		D. Group 4
		E. Group 5
	V. 13C Chemical Shift Trends of Polyether Antibiotics
		A. Some Empirical Rules for the Structural Elucidation of Polyether Antibiotics by [sup(13)]C NMR Spectroscopy
		B. Application of the "Empirical Rules" for the Structural Elucidation of Antibiotic 6016
	VI. Conclusion
	References
Author Index
Subject Index