Sphingolipids as Targets for Microbial Infections

McQuiston, Travis; Haller, Charles; Poeta, Maurizio Del

doi:10.2174/138955706777435634

Cited by 8 publications

(7 citation statements)

References 140 publications

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“…Due to the numerous associations between sphingolipids and disease, sphingoid bases, sphingoid base-like compounds, and derivatives of such compounds offer promise as therapeutic agents (196, 197), especially as antibacterial (198), antifungal (199), and anticancer (196, 197, 200) drugs. In addition to mimicking endogenous sphingolipids to activate or inhibit cellular targets of pharmaceutical interest, analogs might also be useful as modulators of endogenous sphingolipid metabolism to achieve this goal (201).…”

Section: Compounds Produced From the Reaction Of Sphingoid Bases And mentioning

confidence: 99%

Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (“sphingosines”) and related amino alcohols

Pruett

Bushnev

Hagedorn

et al. 2008

Journal of Lipid Research

406

341

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“Sphingosin” was first described by J. L. W. Thudichum in 1884 and structurally characterized as 2S,3R,4E-2-aminooctadec-4-ene-1,3-diol in 1947 by Herb Carter, who also proposed the designation of “lipides derived from sphingosine as sphingolipides.” This category of amino alcohols is now known to encompass hundreds of compounds that are referred to as sphingoid bases and sphingoid base-like compounds, which vary in chain length, number, position, and stereochemistry of double bonds, hydroxyl groups, and other functionalities. Some have especially intriguing features, such as the tail-to-tail combination of two sphingoid bases in the α,ω-sphingoids produced by sponges. Most of these compounds participate in cell structure and regulation, and some (such as the fumonisins) disrupt normal sphingolipid metabolism and cause plant and animal disease. Many of the naturally occurring and synthetic sphingoid bases are cytotoxic for cancer cells and pathogenic microorganisms or have other potentially useful bioactivities; hence, they offer promise as pharmaceutical leads. This thematic review gives an overview of the biodiversity of the backbones of sphingolipids and the broader field of naturally occurring and synthetic sphingoid base-like compounds.

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Section: Compounds Produced From the Reaction Of Sphingoid Bases And mentioning

confidence: 99%

Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (“sphingosines”) and related amino alcohols

Pruett

Bushnev

Hagedorn

et al. 2008

Journal of Lipid Research

406

341

View full text Add to dashboard Cite

show abstract

“…Sphingolipids and sphingoid base-like compounds, including derivatives of such compounds, have been suggested to offer promise as antibacterial ( 97 ) and antifungal ( 98 ) drugs and for other diseases ( 99 , 100 ).…”

Section: -Deoxy-sphingoids As Therapeutic Agents?mentioning

confidence: 99%

1-Deoxysphingolipids Encountered Exogenously and Made de Novo: Dangerous Mysteries inside an Enigma

Duan

Merrill

2015

Journal of Biological Chemistry

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The traditional backbones of mammalian sphingolipids are 2-amino, 1,3-diols made by serine palmitoyltransferase (SPT). Many organisms additionally produce non-traditional, cytotoxic 1-deoxysphingoid bases and, surprisingly, mammalian SPT biosynthesizes some of them, too (e.g. 1-deoxysphinganine from l-alanine). These are rapidly N-acylated to 1-deoxy-“ceramides” with very uncommon biophysical properties. The functions of 1-deoxysphingolipids are not known, but they are certainly dangerous as contributors to sensory and autonomic neuropathies when elevated by inherited SPT mutations, and they are noticeable in diabetes, non-alcoholic steatohepatitis, serine deficiencies, and other diseases. As components of food as well as endogenously produced, these substances are mysteries within an enigma.

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“…The interest in inositol sphingolipids is sparked by the essential roles of sphingolipids in diverse biological functions, including growth and development (29)(30)(31). The metabolic pathways, which are distinct from mammals, represent promising targets for anti-fungal and antiparasitic drug development (32)(33)(34).…”

Section: Inositol-containing Sphingolipidsmentioning

confidence: 99%

Biochemistry of inositol lipids

Guan

Wenk²

2008

Front Biosci

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Nature has created an immense combinatorial and structural heterogeneity among lipids. It is becoming increasingly accepted that the vast range of unique chemical entities encodes for distinct functions within biological systems. A unique group of lipids which stands out in terms of diversity as well as biological activity are inositol-containing lipids. The most well characterized inositol lipids are the phosphoinositides, phosphorylated derivatives of glycerophosphoinositol, which play a wide variety of cellular roles in many eukaryotic cells. Less well understood are ceramides containing inositol in fungi, and inositol glycolipids in pathogens. Here we review biochemical aspects of inositol-containing lipids with a focus on novel analytical procedures for their characterization.

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Sphingolipids as Targets for Microbial Infections

Cited by 8 publications

References 140 publications

Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (“sphingosines”) and related amino alcohols

Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (“sphingosines”) and related amino alcohols

1-Deoxysphingolipids Encountered Exogenously and Made de Novo: Dangerous Mysteries inside an Enigma

Biochemistry of inositol lipids

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