Isolation, Structure Elucidation, and Biological Activity of Maltepolides: Remarkable Macrolides from Myxobacteria

Epoxide “swing”: A family of polyketide macrolactones originating from maltepolide E was discovered in Sorangium cellulosum So ce1485. Their structure was established by NMR experiments, molecular modeling, and X‐ray crystallography. Maltepolides induce rather rare morphological changes in the divid...

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Published inAngewandte Chemie International Edition Vol. 52; no. 20; pp. 5402 - 5405
Main Authors Irschik, Herbert, Washausen, Peter, Sasse, Florenz, Fohrer, Jörg, Huch, Volker, Müller, Rolf, Prusov, Evgeny V.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 10.05.2013
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
Animals
Biological
biological activity
biosynthesis
Biotechnology
Cell Line
Cell Proliferation - drug effects
Chemistry
Chemistry, Multidisciplinary
Crystallography
Crystallography, X-Ray
Cytostatic Agents - chemistry
Cytostatic Agents - pharmacology
Macrocyclic Compounds - chemistry
Macrocyclic Compounds - isolation & purification
Macrocyclic Compounds - pharmacology
Macrolides - chemistry
Macrolides - isolation & purification
Macrolides - pharmacology
Models, Molecular
Molecular Conformation
molecular modeling
Molecular structure
Myxococcales - chemistry
natural products
Nuclear magnetic resonance
Physical Sciences
Pictures
Polyketides - chemistry
Polyketides - isolation & purification
Polyketides - pharmacology
Science & Technology
structure elucidation
Swing
X-rays
natural products
biological activity
molecular modeling
NATURAL-PRODUCTS
biosynthesis
CONFIGURATION
ASSIGNMENT
STEREOCHEMICAL DETERMINATION
structure elucidation
INHIBITOR
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Summary:Epoxide “swing”: A family of polyketide macrolactones originating from maltepolide E was discovered in Sorangium cellulosum So ce1485. Their structure was established by NMR experiments, molecular modeling, and X‐ray crystallography. Maltepolides induce rather rare morphological changes in the dividing transformed cell lines (see picture in the background).
Bibliography:ArticleID:ANIE201210113
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We acknowledge the contributions of A. Meier and T. Hirsch to the isolation of maltepolides and support from the HZI Biotechnology platform during the fermentations. We are also indebted to Prof. Dr. G. Höfle for many stimulating discussions and to Dr. F. Surup and C. Brünjes for some valuable suggestions. We thank Dr. R. Jansen and Dipl.-Ing. H. Steinmetz for assistance in acquiring LC/MS data and C. Kakoschke for some special NMR measurements.
We acknowledge the contributions of A. Meier and T. Hirsch to the isolation of maltepolides and support from the HZI Biotechnology platform during the fermentations. We are also indebted to Prof. Dr. G. Höfle for many stimulating discussions and to Dr. F. Surup and C. Brünjes for some valuable suggestions. We thank Dr. R. Jansen and Dipl.‐Ing. H. Steinmetz for assistance in acquiring LC/MS data and C. Kakoschke for some special NMR measurements.
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ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201210113