Largamides A-C, tiglic acid-containing cyclodepsipeptides with elastase-inhibitory activity from the marine cyanobacterium Lyngbya confervoides.
Three unusual tiglic acid-containing cyclodepsipeptides, possessing the revised regioisomeric structures for largamides A-C (1-3), have been isolated from the marine cyanobacterium Lyngbya confervoides collected from southeastern Florida. The two-dimensional structures were determined by NMR spectroscopy and the absolute configurations by chiral HPLC analysis of degradation products. Compounds 1-3 are moderate inhibitors of mammalian elastase activity in vitro with IC(50) values ranging from 0.53 to 1.41 microM.
Matthew
Susan
S
Department of Medicinal Chemistry, University of Florida, Gainesville, Florida 32610, USA.
Paul
Valerie J
VJ
Luesch
Hendrik
H
D000818:Animals; D002417:Cattle; D003437:Crotonates / Q000032:analysis; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045782:Hemiterpenes; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011480:Protease Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013552:Swine
D003437:Crotonates; D047630:Depsipeptides; D045782:Hemiterpenes; D010936:Plant Extracts; D011480:Protease Inhibitors; C543380:largamide A; C543379:largamide C; C009489:tiglic acid