78342-39-9Relevant academic research and scientific papers
Studies on the Constituents of Marine Opisthobranchia, III. Isolation and Structure of Two 5,8α-Epidioxysterols and a Cholesteryl Ester Mixture from the Albumen Gland of Aplysia juliana
Miyamoto, Tomofumi,Honda, Masanori,Sugiyama, Shigeo,Higuchi, Ryuichi,Komori, Tetsuya
, p. 589 - 592 (2007/10/02)
From the albumen glands of the sea hare Aplysia juliana, collected in Kumamoto Prefecture, a mixture of cholesteryl esters (1) and two 5,8α-epidioxysterols 5 and 8 have been isolated.Acid-catalyzed methanolysis of 1 afforded four methyl esters of fatty acids and cholesterol. 5 and 8 were identified by spectroscopic and synthetical evidence to be 5,8α-epidioxy-5α-cholest-6-en-3β-ol and 5,8α-epidioxy-5α-cholesta-6,9(11)-dien-3β-ol, respectively.
Minor and Trace Sterols in Marine Invertebrates. 26. Isolation and Structure Elucidation of Nine New 5α,8α-Epidioxy Sterols from Four Marine Organisms
Gunatilaka, Leslie A. A.,Gopichand, Yalamanchili,Schmitz, Francis J.,Djerassi, Carl
, p. 3860 - 3866 (2007/10/02)
Sixteen 5α,8α-epidioxy Δ6 and Δ6,9(11) sterols, of which nine are new, have been isolated from the marine organisms Ascidia nigra, Dendrogyra cylindrus, Thalysias juniperina, and Aplysia dactylomela by reverse-phase high-performance liquid chromatography and characterized by high-resolution mass spectrometry and 360-MHz proton NMR spectroscopy.Attention is drawn to some unusual concentration-dependent NMR shifts of methyl signals.The probable biological significance of these epidioxy sterols is discussed with special reference to sterol biosynthesis.
