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Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes.

Altendorfer, Mario
; 
Raja, Aruna
; 
Sasse, Florenz
; 
Irschik, Herbert
; 
Menche, Dirk
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Issue Date
2013-04-07
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Abstract
An efficient procedure for the concise synthesis of hetero-bis-metallated alkenes as useful building blocks for the modular access to highly elaborate polyenes and stabilized analogues is reported. By applying these bifunctional olefins in convergent Stille/Suzuki-Miyaura couplings, novel, carefully selected side chain analogues of the potent RNA polymerase inhibitor etnangien were synthesized by a modular late stage coupling strategy and evaluated for antibacterial and antiproliferative activities.
Citation
Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes. 2013, 11 (13):2116-39 Org. Biomol. Chem.
Affiliation
University of Heidelberg, Department of Organic Chemistry, INF 270, D-69120 Heidelberg, Germany, EU.
Publisher
Journal
Organic & biomolecular chemistry
URI
http://hdl.handle.net/10033/302604
DOI
10.1039/c2ob26906f
PubMed ID
23196931
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Article
Language
en
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ISSN
1477-0539
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Archived with thanks to Organic & biomolecular chemistry
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publications of the research group of microbial drugs (MWIS)