Interaction of adenosine, guanosine and inosine with ruthenium hydride complexes

Ghose, Ranjana

doi:10.3184/030823409x401088

Cited by 6 publications

(3 citation statements)

References 42 publications

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“…They all significantly induced settlement and metamorphosis of M. sallei larvae (Table 1). Based on analysis of their electrospray ionization mass spectrometry and nuclear magnetic resonance spectral data (Supplemental Information), compounds 1 , 2, and 3 were identified as the purines, hypoxanthine (Hyp), inosine (Ino), and adenosine (Ado), respectively (Chenon et al., 1975, Saladino et al., 2006, Abou-Hussein et al., 2007, Ghose, 2009). This study identifies purines as pheromones for larval settlement or metamorphosis of a marine invertebrate.…”

Section: Resultsmentioning

confidence: 99%

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

Dai

et al. 2019

iScience

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Summary Most marine benthic invertebrates have a pelagic larval phase, after which they settle preferentially on or near conspecific adults, forming aggregations. Although settlement pheromones from conspecific adults have been implicated as critical drivers of aggregation for more than 30 years, surprisingly few have been unambiguously identified. Here we show that in the invasive dreissenid mussel Mytilopsis sallei (an ecological and economic pest), three common purines (adenosine, inosine, and hypoxanthine) released from adults in a synergistic and precise ratio (1:1.125:3.25) serve as an aggregation pheromone by inducing conspecific larval settlement and metamorphosis. Our results demonstrate that simple common metabolites can function as species-specific pheromones when present in precise combinations. This study provides important insights into our understanding of the ecology and communication processes of invasive organisms and indicates that the combination and ratio of purines might be critical for purine-based signaling systems that are fundamental and widespread in nature.

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Section: Resultsmentioning

confidence: 99%

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

Dai

et al. 2019

iScience

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“…[41] The 13 C NMR spectrum of benzoyl-inosino-CoA revealed an upfield shift of signal C-n2 and downfield shift of signals C-n5 and C-n6 with respect to the 13 C chemical shifts of benzoyl-CoA (Table 2). These shifts were characteristic for the displacement of the amino-group in the adenosine moiety [42,43] with an oxygen atom, [43,44] thus forming an inosine moiety. Both structures were further in accordance with the 1D 31 P NMR (Supporting Information, Figures S9, S18) and 2D NMR spectroscopic data ( 1 H, 13 C HMQC, 1 H, 1 H COSY, 1 H, 13 C HMBC and 1 H, 31 P HMBC; Supporting Information, Table S4 and Figures S6-S8, S10, S15-S17, S19, S20).…”

Section: Evaluation Of Synthetic Standard Compoundsmentioning

confidence: 99%

A Novel Coenzyme A Analogue in the Anaerobic, Sulfate‐Reducing, Marine Bacterium Desulfobacula toluolica Tol2^T

et al. 2022

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Coenzyme A (CoA) thioesters are formed during anabolic and catabolic reactions in every organism. Degradation pathways of growth‐supporting substrates in bacteria can be predicted by differential proteogenomic studies. Direct detection of proposed metabolites such as CoA thioesters by high‐performance liquid chromatography coupled with high‐resolution mass spectrometry can confirm the reaction sequence and demonstrate the activity of these degradation pathways. In the metabolomes of the anaerobic sulfate‐reducing bacterium Desulfobacula toluolica Tol2T grown with different substrates various CoA thioesters, derived from amino acid, fatty acid or alcohol metabolism, have been detected. Additionally, the cell extracts of this bacterium revealed a number of CoA analogues with molecular masses increased by 1 dalton. By comparing the chromatographic and mass spectrometric properties of synthetic reference standards with those of compounds detected in cell extracts of D. toluolica Tol2T and by performing co‐injection experiments, these analogues were identified as inosino‐CoAs. These CoA thioesters contain inosine instead of adenosine as the nucleoside. To the best of our knowledge, this finding represents the first detection of naturally occurring inosino‐CoA analogues.

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“…(2-(6-amino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3, 4-diol, 21.3 mg) (Ghose 2009) and 15 (β-sitosterol, 10.6 mg) (Chaurasia & Wichtl 1987).…”

mentioning

confidence: 99%

Chemical constituents from the rhizomes of Polygonatum sibiricum Red. and anti-inflammatory activity in RAW264.7 macrophage cells

Zhao

Wang

Hou

et al. 2018

Natural Product Research

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Chemical investigation of the rhizomes of Polygonatum sibiricum Red. led to the identification of 27 constituents. Among them, a total of 16 compounds were obtained from Polygonatum for the first time, in which, 3 and 4 were also firstly isolated as natural products. Anti-inflammatory activity studies on 13 isolated compounds showed that β-carboline constituents, especially compounds 1 and 2, significantly inhibited the expression of NO, TNF-α, IL-6 and IL-1β in lipopolysaccharide (LPS)-treated RAW264.7 macrophage cells. Moreover, western blotting analysis demonstrated that compound 1 significantly inhibited the expression of COX-2, iNOS and the activation of NF-κB, suggesting that β-carboline structures may play an important role in inhibition of NF-κB signaling pathway, which thereby inhibits the production of inflammatory factors. The present research may not only help further elucidation of the anti-inflammatory mechanism of P. sibiricum Red., but also provide the potential bioactive molecules for inflammatory diseases research.

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Interaction of adenosine, guanosine and inosine with ruthenium hydride complexes

Cited by 6 publications

References 42 publications

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

A Novel Coenzyme A Analogue in the Anaerobic, Sulfate‐Reducing, Marine Bacterium Desulfobacula toluolica Tol2^T

Chemical constituents from the rhizomes of Polygonatum sibiricum Red. and anti-inflammatory activity in RAW264.7 macrophage cells

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Interaction of adenosine, guanosine and inosine with ruthenium hydride complexes

Cited by 6 publications

References 42 publications

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

Aggregation Pheromone for an Invasive Mussel Consists of a Precise Combination of Three Common Purines

A Novel Coenzyme A Analogue in the Anaerobic, Sulfate‐Reducing, Marine Bacterium Desulfobacula toluolica Tol2T

Chemical constituents from the rhizomes of Polygonatum sibiricum Red. and anti-inflammatory activity in RAW264.7 macrophage cells

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Product

Resources

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A Novel Coenzyme A Analogue in the Anaerobic, Sulfate‐Reducing, Marine Bacterium Desulfobacula toluolica Tol2^T