*3.3. Extraction and Isolation*

The isolation of total cerebroside sum (238 mg) from the EtOH extract of *Aulosaccus* sp. was described in our previous article [8]. This sum was separated by RP-HPLC (Agilent ZORBAX Eclipse XDB-C8 column, EtOH-H2O, 85:15, *v*/*v*). A mixture of the most polar minor cerebrosides (22.4 mg) was re-chromatographed (EtOH-H2O-CHCl3, 75:25:5, *v*/*v*) to give a major fraction (4.4 mg) containing oxidized cerebrosides: (+)HR-ESI-MS: 910.6606 ([M + Na]<sup>+</sup> of isomeric allylic hydroperoxides, C49H93NO12Na<sup>+</sup>; calc. 910.6590), 894.6649 ([M + Na]<sup>+</sup> of isomeric allylic alcohols, C49H93NO11Na<sup>+</sup>; calc. 894.6641), and 892.6534 ([M + Na]<sup>+</sup> of isomeric enones, C49H91NO11Na<sup>+</sup>; calc. 892.6484); (−)HR-ESI-MS: 922.6387 ([M + Cl]<sup>−</sup> of isomeric allylic hydroperoxides, C49H93NO12Cl<sup>−</sup>; calc. 922.6386), 906.6425 ([M + Cl]<sup>−</sup> of isomeric allylic alcohols, C49H93NO11Cl<sup>−</sup>; calc. 906.6437), and 904.6353 ([M + Cl]<sup>−</sup> of isomeric enones, C49H91NO11Cl−; calc. 904.6281); 1H- and 13C-NMR (CD3OD): see Table 1 and Figures S2 and S3. This fraction was divided into two parts. The constituents of parts 1 and 2 were analyzed using different chemical procedures.
