Halicylindroside Production Service

Extraction Strategy

• Marine raw material
  We obtain a high-quality marine sponge, H. cylindrata, as raw materials for production. These marine sponges are carefully selected to ensure that the glycosphingolipids and other bioactive compounds are preserved.
• Marine sponge extraction
  We extract halicylindrosides from the marine sponge using a systematic approach. The sponge is first processed to yield an ethanol extract.
• Isolation & purification
  This extract is then fractionated using silica gel columns, followed by high-performance liquid chromatography (HPLC).

Synthesis Strategy

In addition to extracting halicylindrosides, we can also synthesize unnatural homologues of the halicylindrosides. They are efficiently synthesized in a stereocontrolled manner. By utilizing this synthetic approach, we can explore the structure-activity relationships of these novel glycolipids and assess their potential as antifungal agents. The stereocontrolled synthesis ensures that we obtain the desired isomeric forms of the glycolipids with high purity and specificity, which is crucial for evaluating their biological activity.

Structural Characterization

After extraction or synthesis, we use fast atom bombardment mass spectrometry (FAB-MS), ¹H nuclear magnetic resonance (NMR), ¹³C NMR, COSY spectra, and infrared spectroscopy (IR) to determine its structure.

• FAB mass spectrometry provides the molecular weight and fragmentation patterns of the glycosphingolipid, which are crucial for identifying its molecular formula and understanding its fragmentation behavior.
• The hydrogen environment, including chemical shifts and coupling constants, is thoroughly analyzed through the provided ¹H NMR, offering detailed information. With this data, we will distinguish the various proton environments within the glycan and ceramide segments, resulting in an in-depth understanding of the molecule's structure.
• The detailed information provided by the ¹³C NMR data helps us ascertain the carbon skeleton and recognize the various types of carbon atoms present in the molecule.
• COSY spectra will be used to elucidate the connectivity between hydrogen atoms within the molecule. The identification of hydrogen-hydrogen correlations is facilitated by this 2D NMR technique, which is essential for comprehending the molecular structure and identifying the spatial orientation of various hydrogen atoms.
• Through IR, we learn information about the functional groups present in the molecule by detecting characteristic absorption bands. We identify specific groups like hydroxyls, carbonyls, and other functional moieties that are part of the glycosphingolipid.