Isolation and Structure Elucidation of Seven New Polyhydroxylated Sulfated Sterols from the Ophiuroid Ophiolepis superba

Article abstract of DOI:10.1021/jo00262a049

Seven new polyhydroxylated sulfated sterols, all possessing 3α,21-disulfoxy-4α-hydroxy substituents and the A/B cis ring junction, have been isolated from the ophiuroid Ophiolepis superba, collected at Okinawa, Japan.Four sterols possessed identical nuclei (i.e., 3α-sulfoxy-4α-hydroxy) but differed in the side chain.Two possessed one more hydroxyl group in the nucleus located at C-2β, and one had the extra hydroxyl group at C-5β.Their general structure was deduced from spectral data (1H and 13C NMR and FABMS), and the stereochemistry of some of them was determined by correlating their respective spectral data with those of synthetic sterols.