Palmyrolide A, an unusually stabilized neuroactive macrolide from palmyra atoll cyanobacteria

Alban R. Pereira; Zhengyu Cao; Niclas Engene; Irma E. Soria-Mercado; Thomas F. Murray; William H. Gerwick

doi:10.1021/ol101752n

Palmyrolide A, an unusually stabilized neuroactive macrolide from palmyra atoll cyanobacteria

Alban R. Pereira, Zhengyu Cao, Niclas Engene, Irma E. Soria-Mercado, Thomas F. Murray, William H. Gerwick

Department of Pharmacology and Neuroscience

Research output: Contribution to journal › Article

50 Scopus citations

Abstract

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 (IC₅₀ = 3.70 μM), palmyrolide A (1) showed a relatively potent sodium channel blocking activity in neuro-2a cells (IC₅₀ = 5.2 μM), without appreciable cytotoxicity.

Original language	English (US)
Pages (from-to)	4490-4493
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	20
DOIs	https://doi.org/10.1021/ol101752n
State	Published - Oct 15 2010

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All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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Pereira, A. R., Cao, Z., Engene, N., Soria-Mercado, I. E., Murray, T. F., & Gerwick, W. H. (2010). Palmyrolide A, an unusually stabilized neuroactive macrolide from palmyra atoll cyanobacteria. Organic Letters, 12(20), 4490-4493. https://doi.org/10.1021/ol101752n

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AU - Gerwick, William H.

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10.1021/ol101752n