HOLOTHURINOGENINS .2. METHOXYLATED NEO-HOLOTHURINOGENINS

Holothurin A, on hydrolysis in methanol-HCl (O·2N; 50°) yielded the methoxylated neo-holothurinogenins: 12β-methoxy-7,8-dihydro-22,25-oxidoholothurinogenin (III), its desoxy analog (IV), 12β-methoxy-7,8-dihydro-24,25-dehydro (V), 12β-dimethoxy-7,8-dihydro (VI), and 12p-methoxy-22-hydroxy-7,8-dihydroholothurinogenin (VII). Their structures and relationships to the neo-holothurmogenins, the aglycone moieties as they exist in holothurin A, and the holothurinogenins, obtained on strong acid hydrolysis of holothurin A, are discussed. The NMR spectra of the methoxylated neo-holothurinogenins in benzene, chloroform and pyridine are reported. © 1969.