Total synthesis and biological evaluation of (-)-pectinatone employing a methyl-branched wax ester as key building block.

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Authors
Galeyeva, Yana
Helbig, Sarah
Morr, Michael
Sasse, Florenz
Nimtz, Manfred
Laschat, Sabine
Baro, Angelika
Issue Date
2006-08

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Abstract
Unnatural (-)-pectinatone ((-)-3) was prepared in five steps starting from the highly methyl-branched wax ester 4, employing bromination of the ester enolate and subsequent base-induced elimination to the enoate 6 as the key step. Both (-)-3 and the amides 8b and 8c, which were isolated as by-products in the reaction sequence, displayed antimicrobial activity and cytotoxicity.
Citation
Total synthesis and biological evaluation of (-)-pectinatone employing a methyl-branched wax ester as key building block. 2006, 3 (8):935-41 Chem. Biodivers.
Affiliation
Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart.
Journal
Chemistry & biodiversity
URI
http://hdl.handle.net/10033/15718
DOI
10.1002/cbdv.200690096
PubMed ID
17193325
Type
Article
Language
en
ISSN
1612-1880
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