The synthesis and antifungal activity of N-alkylated analogs of echinocandin B.
The synthesis and biological activity of a series of N-alkylated derivatives of echinocandin B are described and compared with the N-acylated analogs. The linear, rigid geometry of the side chain that was essential to improve the antifungal potency of the N-acylated series gave similar in vitro results with the N-alkylated derivatives. However the slight structural variation forfeited all in vivo activity.
Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana 46285, USA.
J A
JA
Jamison
D J
DJ
Zeckner
M J
MJ
Rodriguez
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002177:Candidiasis / Q000188:drug therapy*; D002851:Chromatography, High Pressure Liquid; D054714:Echinocandins; D005656:Fungal Proteins; D006801:Humans; D013058:Mass Spectrometry; D051379:Mice; D008826:Microbial Sensitivity Tests; D010455:Peptides; D010456:Peptides, Cyclic
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D054714:Echinocandins; D005656:Fungal Proteins; D010455:Peptides; D010456:Peptides, Cyclic; C007572:echinocandin B