Palmyrolide A, an unusually stabilized neuroactive macrolide from Palmyra Atoll cyanobacteria.
Palmyrolide A (1) is a new neuroactive macrolide isolated from a marine cyanobacterial assemblage composed of Leptolyngbya cf. and Oscillatoria spp. collected from Palmyra Atoll. It features a rare N-methyl enamide and an intriguing t-butyl branch; the latter renders the adjacent lactone ester bond resistant to hydrolysis. Consistent with its significant suppression of calcium influx in cerebrocortical neurons (IC(50) = 3.70 μM), palmyrolide A (1) showed a relatively potent sodium channel blocking activity in neuro-2a cells (IC(50) = 5.2 μM), without appreciable cytotoxicity.
Pereira
Alban R
AR
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, California 92037, USA.
Cao
Zhengyu
Z
Engene
Niclas
N
Soria-Mercado
Irma E
IE
Murray
Thomas F
TF
Gerwick
William H
WH
D000818:Animals; D002460:Cell Line; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides / Q000737:chemistry*; D006801:Humans; D018942:Macrolides / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D009474:Neurons / Q000187:drug effects; D011077:Polychaeta / Q000382:microbiology
D047630:Depsipeptides; D018942:Macrolides; C548953:palmyramide A