Isolation and identification of the icosalides--cyclic peptolides with selective antibiotic and cytotoxic activities.
Three cyclic peptolides have been isolated from two different fungal species and their structures determined. Icosalides A1 (1a), A2 (1b), and B (1c) each contain two serine and two leucine amino acid residues and incorporate two fatty acid moieties as part of the central twenty-member ring. 1a contains L-serine and both D- and L-leucine residues, while 1b and 1c contain only L-amino acid residues. Icosalide A1 displays antimicrobial activity against Streptococcus pyogenes, S. pneumoniae (Felton), and Enterococcus faecalis. Icosalides A2 and B are cytotoxic to replicating MDCK cells.
Boros
Christie
C
MYCOsearch, OSI Pharmaceuticals, 4905 Pine Cone Drive, Durham, North Carolina 27707, USA. cboros@mycosynthetix.com
Smith
Cameron J
CJ
Vasina
Yelena
Y
Che
Yongsheng
Y
Dix
Alissa B
AB
Darveaux
Blaise
B
Pearce
Cedric
C
D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology; D000903:Antibiotics, Antineoplastic / Q000302:isolation & purification / Q000494:pharmacology; D013293:Enterococcus faecalis / Q000187:drug effects; D005658:Fungi / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D010456:Peptides, Cyclic / Q000302:isolation & purification* / Q000494:pharmacology*; D013297:Streptococcus pyogenes / Q000187:drug effects; D047630:Depsipeptides; D055666:Lipopeptides
D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D010456:Peptides, Cyclic; C515291:Icosalide A1; D047630:Depsipeptides; D055666:Lipopeptides; C515290:Icosalide A2; C515292:Icosalide B