Results of distance-based linear model (DistLM).

<p>Relationship between <i>Fucus vesiculosus</i> surface chemistry composition and the predictor variables. Model output contains only variables of the best fit.</p

Results of distance-based linear model (DistLM).

<p>Relationship between <i>Fucus serratus</i> surface chemistry composition and the predictor variables. Model output contains only variables of the best fit.</p

MDS (multi-dimensional scaling) plot of the variance/similarity in <i>Fucus vesiculosus</i> surface extract composition originating from different seasons.

<p>Symbols represent single monthly samples of <i>F</i>. <i>vesiculosus</i> individuals within the four seasons (<i>n</i> = 18 per season; exceptions: spring <i>n</i> = 17, summer <i>n</i> = 15).</p

Pairwise test results (ANOSIM) for <i>Fucus serratus</i> chemical composition of surface extracts.

<p>Pairwise test results (ANOSIM) for <i>Fucus serratus</i> chemical composition of surface extracts.</p

Pairwise test results (ANOSIM) for <i>Fucus vesiculosus</i> chemical composition of surface extracts.

<p>Pairwise test results (ANOSIM) for <i>Fucus vesiculosus</i> chemical composition of surface extracts.</p

Changing levels of metabolites in summer and winter surface extracts of <i>F</i>. <i>vesiculosus</i> from SIMPER analysis.

<p>Metabolites are ranked by regulation strength (log ratio).</p

Data San-Jose et al. 2017

Data San-Jose et al. 201

Total Synthesis and Detection of the Bilirubin Oxidation Product (<i>Z</i>)‑2-(3-Ethenyl-4-methyl-5-oxo-1,5-dihydro‑2<i>H</i>‑pyrrol-2-ylidene)ethanamide (<i>Z</i>‑BOX A)

The selective total synthesis of the pure <i>Z</i>-isomer of BOX A (<b>8a</b>), a product of oxidative heme degradation with significant physiological impact, was achieved in four to six steps starting from 3-bromo-4-methylfuran-2,5-dione (<b>1</b>). <i>Z</i>-BOX A forms a strong hydrogen bridge framework in the crystalline state. LC-MS techniques allow identification and characterization of isomeric forms of BOX A

Total Synthesis and Detection of the Bilirubin Oxidation Product (<i>Z</i>)‑2-(3-Ethenyl-4-methyl-5-oxo-1,5-dihydro‑2<i>H</i>‑pyrrol-2-ylidene)ethanamide (<i>Z</i>‑BOX A)

The selective total synthesis of the pure <i>Z</i>-isomer of BOX A (<b>8a</b>), a product of oxidative heme degradation with significant physiological impact, was achieved in four to six steps starting from 3-bromo-4-methylfuran-2,5-dione (<b>1</b>). <i>Z</i>-BOX A forms a strong hydrogen bridge framework in the crystalline state. LC-MS techniques allow identification and characterization of isomeric forms of BOX A