Straightforward syntheses of furanomycin derivatives and their biological evaluation.
Several types of furanomycin analogues were synthesized and investigated with respect to their antibacterial activity. Two different synthetic pathways were developed, based on aldol reactions/ring closing metathesis and an ester enolate Claisen rearrangement. Only the natural product and its desmethyl derivative showed antibacterial activity, pointing towards a narrow structure-activity relationship.
Kazmaier
Uli
U
Institut für Organische Chemie, Universität des Saarlandes, Im Stadtwald, Geb. 23.2, 66123 Saarbrücken, Germany. u.kazmaier@mx.uni-sb.de
Pähler
Saskia
S
Endermann
Rainer
R
Häbich
Dieter
D
Kroll
Hein-Peter
HP
Riedl
Bernd
B
D000596:Amino Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D005051:Eubacterium / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000596:Amino Acids; D000900:Anti-Bacterial Agents; C063753:furanomycin