STRUCTURE OF SYNAPTOGENIN B - AN ARTEFACTUAL AGLYCONE OF GLYCOSIDES FROM THE HOLOTHURIAN Synapta maculata

Article abstract of DOI:10.1007/BF00579067

The structure of the previously unknown synaptogenin B, the main product of the acid hydrolysis of the triterpene oligosides synaptosides S-2 and S-3 from the holothurian Synapta maculata has been astablished.To prove the structure, diketones were obtained from synaptogenin B and the known stichopogenin, and their identity was shown on the basis of 1H NMR and mass spectra: Synaptogenin B is a 3β-hyrdoxyholost-9(11)-en-23-one.It has been shown that holost-9(11)-en-3β-ol is formed as minor component in the acid hydrolysis of the synaptosides.