Avance 3 300 mhz

All commercially available chemicals of the appropriate purity were purchased from Merck (Kenilworth, NJ, U.S.A.) or Sigma ((St. Louis, MO, U.S.A.). The IR spectra were recorded on a Perkin Elmer Spectrum BX FT-IR spectrometer (Waltham, MA, U.S.A.). The ¹H NMR and ¹³C NMR spectra were recorded using a BRUKER Avance III-300 MHz (Billerica, MA, U.S.A.) or an AGILENT DD2-500 MHz ((Santa Clara, CA, U.S.A.) spectrometer. Chemical shifts were reported in δ (ppm) and signals were given as follows: s, singlet; d, doublet; t, triplet; m, multiplet. Melting points (mp) were determined with a MEL-TEMPII apparatus, Laboratory Devices, Sigma-Aldrich (Milwaukee WI, U.S.A) and were uncorrected. The microanalyses were performed on a Perkin-Elmer 2400 CHN elemental analyser (Waltham, MA, U.S.A.). Thin-layer chromatography (TLC silica gel 60 F₂₅₄ aluminium sheets, Merck (Kenilworth, NJ, U.S.A.) was used to follow the reactions and the spots were visualised under UV light.

All commercially available chemicals were of the appropriate purity. IR spectra were recorded on a Perkin Elmer Spectrum BX FT-IR spectrometer. ¹H NMR and ¹³C NMR spectra were recorded using a BRUKER Avance III-300 MHz or an AGILENT DD2-500 MHz spectrometer. All chemical shifts are reported in δ (ppm), and signals are given as follows: s, singlet; d, doublet; t, triplet; m, multiplet. Melting points (mp) were determined with a MEL-TEMPII (Laboratory Devices, USA) instrument and are uncorrected. The microanalyses were performed on a Perkin-Elmer 2400 CHN elemental analyzer.
κ-Carrageenan and lipoxygenase type I-B from soybean were purchased from Sigma. For the in vivo experiments, Wistar rats (160–220 g, 3–4 months old) were kept in the Centre of the School of Veterinary Medicine (EL54 BIO42), Aristotelian University of Thessaloniki, which is registered by the official state veterinary authorities (presidential degree 56/2013, in harmonization with the European Directive 2010/63/EEC). The experimental protocols were approved by the Animal Ethics Committee of the Prefecture of Central Macedonia (no. 270079/2500). The statistical analysis of the results was performed using GraphPad Software (version 7).