 | Fortschritte der Chemie organischer Naturstoffe = Progress in the chemistry of organic natural products. Vol.92 / A.Budzikiewicz et al.; ed. by A.D.Kinghorn, H.Falk, J.Kobayashi. - Wien; New York: Springer, 2010. - xi, 175 p.: ill. - Incl. bibl. ref. and index. - ISSN 0071-7886; ISBN 978-3-2-99660-7
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List of Contributors ........................................... xi
Microbial Siderophores .......................................... 1
Herbert Budzikiewicz
1 Introduction ................................................. 2
2 Peptide Siderophores ......................................... 4
2.1 Pyoverdins and Related Siderophores from
Pseudomonas spp ......................................... 4
2.2 Azomonas and Azotobacter Siderophores ................... 9
2.3 Anachelin .............................................. 10
2.4 Actinomycetal Metabolites .............................. 11
2.5 Bacterial Hydroxamate Siderophores ..................... 12
2.6 Fungal L-Ornithine-Based Hydroxamate Siderophores ...... 12
2.7 Catecholate Siderophores ............................... 16
2.8 Lipopeptidic Siderophores .............................. 19
2.9 Pseudomonas mendocina Siderophores ..................... 23
3 Siderophores Based on Diamino- and Triaminoalkane
Skeletons ................................................... 23
3.1 Rhizobactin ............................................ 23
3.2 Catecholate Siderophores ............................... 24
3.3 Hydroxamic Acid Siderophores ........................... 26
4 Citrate Siderophores ........................................ 29
4.1 Siderophores with Two Hydroxamic Acid Units ............ 29
4.2 Siderophores with 2-Oxoglutaric Acid Units ............. 32
4.3 Siderophores with Two Catecholate Units ................ 33
4.4 Siderophores with Two Citric Acid Units ................ 34
4.5 Legiobactin ............................................ 34
5 Pyochelin and Related Structures ............................ 35
6 Miscellaneous Siderophores .................................. 37
7 Fe2+ Binding Ligands ........................................ 40
8 Selected Syntheses .......................................... 41
8.1 Anachelin H ............................................ 41
8.2 Alterobactin ........................................... 42
8.3 Parabactin ............................................. 44
8.4 Nannochelin A .......................................... 45
8.5 Pyochelin .............................................. 46
9 Epilog ...................................................... 47
Appendix .................................................... 48
Notes Added in Proof ........................................ 53
References .................................................. 53
Resin Glycosides from the Morning Glory Family ................. 77
Rogelio Pereda-Miranda, Daniel Rosas-Ramĺrez, and Jhon
Castañeda-Gómez
1 Introduction ................................................ 79
2 Ethnobotanical Background and Discovery ..................... 79
3 Structural Diversity ........................................ 82
3.1 Chemical Composition ................................... 82
3.2 Resin Glycosides ....................................... 83
4 Isolation Techniques ....................................... 123
5 Structure Elucidation of Resin Glycosides .................. 123
5.1 Degradative Chemical Methods .......................... 123
5.2 Spectroscopic Methods ................................. 124
5.3 Crystallographic Methods .............................. 128
5.4 Molecular Modeling .................................... 130
6 Strategies for Synthesis ................................... 131
6.1 Tricolorin A .......................................... 131
6.2 Ipomoeassin E ......................................... 135
6.3 Woodrosin I ........................................... 138
7 Significance ............................................... 138
7.1 Traditional Medicine and Morning Glories .............. 140
7.2 Biological Activities ................................. 142
7.3 Pharmacology and Toxicology ........................... 145
7.4 Chemical Ecology ...................................... 146
References .................................................... 147
Author Index .................................................. 155
Subject Index ................................................. 169
Listed in PubMed
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