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. 2015 Dec 30;10(12):e0145539. doi: 10.1371/journal.pone.0145539

Table 1. Classification of 119 metabolites identified according to metabolic pathway and comparison of relative levels of metabolites between three groups.

Metabolite Control TNF-α-stimulated Curcumin + TNF-α-stimulated
Amine
    5ʹ-deoxy-5ʹ-methylthioadenosine     1 ± 0.228     0.345 ± 0.042*     0.973 ± 0.340
    adenosine     1 ± 0.283     0.433 ± 0.053#     1.227 ± 0.239*
    guanine     1 ± 0.059     0.492 ± 0.165*     0.909 ± 0.107#
    inosine     1 ± 0.499     0.516 ± 0.316     1.004 ± 0.097
    methylamine NIST a     1 ± 0.513     0.333 ± 0.102     0.683 ± 0.162#
    O-phosphorylethanolamine     1 ± 0.172     0.736 ± 0.029     1.171 ± 0.210#
    spermidine     1 ± 0.319*     0.788 ± 0.559     2.321 ± 0.165#
    thymine     1 ± 0.367     0.662 ± 0.493     0.579 ± 0.155
    uracil     1 ± 0.239     0.999 ± 0.107     0.814 ± 0.091
    xanthine     1 ± 0.013     0.745 ± 0.037*     0.682 ± 0.234
    citrulline     1 ± 0.384     3.365 ± 0.263*     0.883 ± 0.085*
    cysteine     1 ± 0.200*     1.020 ± 0.210     2.333 ± 0.082*
    hypoxanthine     1 ± 0.691     1.917 ± 0.167     1.260 ± 0.097*
    nicotinamide     1 ± 0.111     1.513 ± 0.014#     1.076 ± 0.151#
    putrescine     1 ± 0.219     1.644 ± 0.119#     0.996 ± 0.093*
    Amino acid
    asparagine     1 ± 0.148     0.604 ± 0.317     0.978 ± 0.127
    asparagine dehydrated     1 ± 0.275     0.597 ± 0.136     0.750 ± 0.717
    aspartate     1 ± 0.400#     0.427 ± 0.044     2.715 ± 0.031*
    β-alanine     1 ± 0.166     0.649 ± 0.141#     1.140 ± 0.178#
    alanine     1 ± 0.312     1.185 ± 0.329     1.046 ± 0.218
    glutamate     1 ± 0.054*     1.003 ± 0.024     2.381 ± 0.032*
    glutamine     1 ± 0.177     1.630 ± 0.099*     1.183 ± 0.018#
    glycine     1 ± 0.162     1.354 ± 0.003#     1.038 ± 0.051*
    histidine     1 ± 0.440     15.36 ± 2.694*     3.308 ± 2.543*
    isoleucine     1 ± 0.178     2.155 ± 0.040*     1.285 ± 0.016*
    leucine     1 ± 0.258     2.420 ± 0.177*     1.526 ± 0.059*
    lysine     1 ± 0.147     1.814 ± 0.101*     0.940 ± 0.027*
    methionine     1 ± 0.262     1.617 ± 0.351     0.798 ± 0.169#
    N-methylalanine     1 ± 0.206     1.212 ± 0.235     1.025 ± 0.269
    ornithine     1 ± 0.309     1.928 ± 0.016#     1.034 ± 0.100*
    oxoproline     1 ± 0.030     1.607 ± 0.005*     1.046 ± 0.011*
    phenylalanine     1 ± 0.012*     1.612 ± 0.078*     0.942 ± 0.011*
    proline     1 ± 0.391#     1.397 ± 0.140     1.997 ± 0.129*
    serine     1 ± 0.044*     1.523 ± 0.018*     1.125 ± 0.010*
    threonine     1 ± 0.031*     1.691 ± 0.038*     1.147 ± 0.018*
    tryptophan     1 ± 0.097     1.862 ± 0.057*     1.049 ± 0.004*
    tyrosine     1 ± 0.064     2.096 ± 0.032*     1.030 ± 0.017*
    valine     1 ± 0.146#     2.201 ± 0.092*     1.349 ± 0.066*
Fatty acid
    1-monopalmitin     1 ± 0.340     0.193 ± 0.018#     1.206 ± 0.041*
    2-ketoisocaproic acid     1 ± 0.439     0.841 ± 0.195     0.801 ± 0.156
    arachidic acid     1 ± 0.181     0.457 ± 0.076*     0.847 ± 0.101*
    arachidonic acid     1 ± 0.190#     0.347 ± 0.109*     0.644 ± 0.057#
    behenic acid     1 ± 0.744     0.525 ± 0.051     0.386 ± 0.414
    capric acid     1 ± 0.083*     0.783 ± 0.386     1.277 ± 0.043
    fructose-6-phosphate     1 ± 0.211     0.483 ±0.083#     1.984 ±0.826#
    heptadecanoic acid     1 ± 0.258     0.466 ± 0.028     1.052 ± 0.088*
    lauric acid     1 ± 0.176     0.614 ± 0.027     0.760 ± 0.013*
    lignoceric acid     1 ± 0.232#     0.478 ± 0.103#     0.605 ± 0.033
    linoleic acid     1 ± 0.273     0.629 ± 0.054     0.488 ± 0.039#
    linolenic acid     1 ± 0.402     0.476 ± 0.059     0.746 ± 0.067*
    myristic acid     1 ± 0.141     0.657 ± 0.011     1.058 ± 0.022*
    octadecanol     1 ± 0.035     0.523 ± 0.116*     1.153 ± 0.152*
    oleic acid     1 ± 0.224     0.410 ± 0.037#     1.023 ± 0.119*
    palmitic acid     1 ± 0.076     0.534 ± 0.045*     0.949 ± 0.113*
    palmitoleic acid     1 ± 0.212     0.531 ± 0.302     0.839 ± 0.190
    pelargonic acid     1 ± 0.150     0.595 ± 0.144#     1.121 ± 0.152#
    pentadecanoic acid     1 ± 0.739     3.336 ± 0.242*     1.703 ± 0.753#
    stearic acid     1 ± 0.085     0.533 ± 0.034*     0.922 ± 0.100*
Organic acid
    2-hydroxyvalerate     1 ± 0.252     0.577 ± 0.221     0.917 ± 0.112
    2-ketoadipate     1 ± 0.456     0.322 ± 0.152     0.619 ± 0.148
    3-phenyllactate     1 ± 0.178     0.357 ± 0.032*     0.693 ± 0.169#
    adipate     1 ± 0.357     0.319 ± 0.055     0.870 ± 0.174*
    benzoate     1 ± 0.380     0.404 ± 0.246     0.762 ± 0.010
    β-hydroxybutyrate     1 ± 0.264     0.935 ± 0.169     1.177 ± 0.486
    fumarate     1 ± 0.371*     0.962 ± 0.028     2.254 ± 0.132*
    galactonate     1 ± 0.099#     0.951 ± 0.637     1.483 ± 0.214*
    gluconate     1 ± 0.095*     0.238 ± 0.400     0.016 ± 0.001
    glycerate     1 ± 0.067     0.815 ± 0.142     0.900 ± 0.068
    indole-3-lactate     1 ± 0.068#     0.572 ± 0.052*     0.746 ± 0.111
    lactate     1 ± 0.048     0.884 ± 0.052#     0.924 ± 0.023
    malate     1 ± 0.282#     0.656 ± 0.102     1.511 ± 0.111*
    malonate     1±0.027     0.473 ± 0.051*     1.135 ± 0.119*
    oxalate     1 ± 0.211     0.512 ± 0.044     0.929 ± 0.007*
    phenylacetate     1 ± 0.367     0.612 ± 0.196*     0.939 ± 0.081
    phosphogluconate     1 ± 0.392     0.699 ± 0.122     1.815 ± 0.251*
    pyrrole-2-carboxylate     1 ± 0.177     0.630 ± 0.110#     1.171 ± 0.154*
    pyruvate     1 ± 0.181     0.496 ± 0.045*     0.639 ± 0.137
    terephthalate     1 ± 0.343     0.894 ± 0.011     1.070 ± 0.044*
    aminomalonate     1 ± 0.219#     1.159 ± 0.048     1.947 ± 0.012*
    citramalate     1 ± 0.255     1.116 ± 0.044     0.801 ± 0.049*
    succinate     1 ± 0.181     1.453 ± 0.002#     1.061 ± 0.009*
    Phosphate
    adenosine-5-monophosphate     1 ± 0.287     0.256 ± 0.055#     1.052 ± 0.030*
    β-glycerolphosphate     1 ± 0.342     0.970 ± 0.049     1.018 ± 0.363
    mannose-6-phosphate NIST a     1 ± 0.272     0.621 ± 0.261     0.906 ± 0.355
    phosphate     1 ± 0.015*     0.624 ± 0.014*     0.941 ± 0.009*
    pyrophosphate     1 ± 0.344*     0.292 ± 0.022     3.546 ± 0.213*
    glucose-6-phosphate     1 ± 0.127     1.290 ± 0.916     1.334 ± 0.228
Sugar and sugar alcohols
    3,6-anhydro-D-galactose     1 ± 0.065     0.327 ± 0.022*     0.944 ± 0.247#
    cellobiose     1 ± 0.625     0.540 ± 0.121     1.419 ± 0.054*
    citrate     1 ± 0.182*     0.940 ± 0.027     1.747 ± 0.029*
    glycerol     1 ± 0.521     0.659 ± 0.108     1.235 ± 0.101*
    glycolate     1 ± 0.073#     0.714 ± 0.147#     1.183 ± 0.017#
    lactulose     1 ± 0.142#     0.579 ± 0.303     0.467 ± 0.190
    maltotriose     1 ± 0.461     0.397 ± 0.072     0.828 ± 0.171#
    mannose     1 ± 0.089     0.654 ± 0.007*     0.965 ± 0.020*
    palatinitol     1 ± 0.286     0.443 ± 0.148#     0.958 ± 0.089*
    phytol     1 ± 0.271     0.449 ± 0.051#     0.835 ± 0.071*
    threose     1 ± 0.260     0.593 ± 0.050*     2.274 ± 0.142*
    xylose     1 ± 0.098#     0.786 ± 0.846     1.448 ± 0.141
    lyxose     1 ± 0.752     1.465 ± 1.221     0.893 ± 0.690
    mannitol     1 ± 0.488     1.406 ± 0.087     0.475 ± 0.005*
    melibiose     1 ± 0.361     1.105 ± 0.189     1.147 ± 0.240
    myo-inositol     1 ± 0.126*     1.099 ± 0.018     1.839 ± 0.021*
    arabitol     1 ± 0.237     1.067 ± 0.191     0.942 ± 0.073
    fructose     1 ± 0.064#     1.740 ± 0.033*     1.137 ±0.040*
    galactose     1 ± 0.123     1.892 ± 0.073*     1.063 ± 0.019
    glucose     1 ± 0.113     1.672 ± 0.043*     1.036 ± 0.056*
    tagatose     1 ± 0.126     1.835 ± 0.044*     1.127 ± 0.029*
    threitol     1 ± 0.013     1.501 ± 0.011*     0.991 ± 0.017*
    Others
    tyrosol     1 ± 0.091     0.462 ± 0.082*     1.080 ± 0.149*
    benzamide     1 ± 0.177     0.413 ± 0.286#     0.942 ± 0.051
    2,3-butanediol NIST a     1 ± 0.256     0.538 ± 0.076#     0.784 ± 0.069#
    carnitine     1 ± 0.204     0.511 ± 0.491     1.104 ± 0.179
    dihydroxyacetone     1 ± 0.322     0.317 ± 0.017#     0.886 ± 0.078*
    salicylaldehyde     1 ± 0.455     0.329 ± 0.086     0.589 ± 0.023#
    squalene     1 ± 0.028     0.405 ± 0.038*     0.834 ± 0.216#
    taurine     1 ± 0.293     0.649 ± 0.106     1.899 ± 0.697#
    urea     1 ± 0.243*     0.001 ± 0.000*     0.002 ± 0.000*

Mean control value is set to 1 while dispersion of control data is maintained. Unless otherwise indicated, values are mean ± standard deviation.

In comparison between Control vs. TNF-α or TNF-α vs. Curcumin pretreatment, or Curcumin pretreatment vs. Control, significant difference is observed in the TNF-α-stimulated, curcumin treatment, and control groups, respectively.

#, P < 0.05

*, P < 0.01

aThe metabolite identified by National Institute of Standards and Technology (NIST) mass spectral library, but not verified by its authentic standard chemical.