Minor and trace sterols in marine invertebrates. Part 35. Isolation and structure elucidation of seventy-four sterols from the sponge Axinella cannabina
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 147-153
- https://doi.org/10.1039/p19830000147
Abstract
Seventy-four 3β-hydroxy-sterols, of which twenty-four are new, with seven different nuclei [Δ5,7,9(11), Δ5,7, Δ8, Δ7, Δ5, 5α-saturated; and 5α-methoxy-Δ6,8(14)], and with eighteen different C7–C10-side chains, have been isolated by reverse-phase h.p.l.c. and argentic t.l.c. from the marine sponge Axinella cannabina. Characterization was accomplished by g.l.c.–m.s., high-resolution m.s., and 360-MHz 1H n.m.r. and u.v. spectroscopy.Keywords
This publication has 10 references indexed in Scilit:
- Stereoselective synthesis via Claisen rearrangements of the marine sterols occelasterol, patinosterol, and 22,23-dihydrooccelasterolThe Journal of Organic Chemistry, 1982
- Synthesis of sterols with cyclopropane-containing side chains. Spectroscopic properties and absolute configurationsThe Journal of Organic Chemistry, 1982
- Structure-retention relationship of sterols and triterpene alcohols in gas chromatography on a glass capillary columnJournal of Chromatography A, 1982
- Minor and trace sterols in marine invertebrates XVII. 1 (24R)-24,26-dimethylcholesta-5,26-dien-3β-01, a new sterol from the sponge Petrosia ficiformisSteroids, 1980
- Ergosta‐5,7,9(11), 22‐tetraen‐3β‐ol and its 24ξ‐Ethyl Homolog, Two New Marine Sterols from the Red Sea Sponge Biemna fortisHelvetica Chimica Acta, 1979
- Mass spectrometry in structural and stereochemical problems. 252. Structural and stereochemical applications of mass spectrometry in the marine sterol field. Synthesis and electron impact induced mass spectral fragmentation of .DELTA.24- and .DELTA.24(28)-3.beta.-hydroxy-.DELTA.5-sterolsThe Journal of Organic Chemistry, 1979
- 5α‐24‐Norcholestan‐3β‐ol and (24Z)‐Stigmasta‐5,7,24(28)‐trien‐3β‐ol, Two New Marine Sterols from the Pacific Sponges Terpios zeteki and Dysidea herbaceaHelvetica Chimica Acta, 1979
- Minor and trace sterols in marine invertebratesBioorganic Chemistry, 1978
- Substituent effects on the PMR signals of methyl groups in methyl steroidsChemistry and Physics of Lipids, 1977
- 7-Dehydrostigmasterol and ergosterol: the major sterols of an amoebaJournal of Lipid Research, 1968