83-45-4Relevant articles and documents
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Anderson,Nabenhauer
, p. 1953,1955 (1924)
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7-DEHYDROSITOSTEROL FROM RAUWOLFIA SERPENTINA
Karmakar, Tapan,Chakraborty, D. P.
, p. 608 - 609 (1983)
7-Dehydrositosterol has been isolated from the roots of Rauwolfia serpentina. Key Word Index - Rauwolfia serpentina; Apocynaceae; 7-dehydrositosterol.
Novel approach to determining the absolute configurations at the C3-positions of various types of sterols based on an induced circular dichroism
Fujiwara, Toshio,Taniguchi, Yuka,Katsumoto, Yukiteru,Tanaka, Takeyuki,Ozeki, Minoru,Iwasaki, Hiroki,Node, Manabu,Yamashita, Masayuki,Hosoi, Shinzo
, p. 1198 - 1204 (2012/11/07)
Circular dichroism (CD) spectra of the 2,2′-binaphthyl ester derived from Δ5-sterols showed not bisignate CD but diagnostic CD bands at around 210 and 240 nm. These bands might be attributable to an interaction between an olefinic chromophore and a binaphthyl one. Various types of unsaturated sterols were thus derivatized followed by complete hydrogenation, to give saturated sterols. As a result, CD spectra of the binaphthyl derivatives of the saturated sterols showed bisignate curves centered at 240 nm (3S(β): positive chirality; 3R(α): negative one). This suggested a straightforward and practical method for discriminating the absolute stereogenic center at the C-3 positions of sterols based on an induced CD. This finding should contribute significantly to the analysis of metabolites of various types of sterols.
Synthesis of highly pure oxyphytosterols and (oxy)phytosterol esters. Part I. Regioselective hydrogenation of stigmasterol: An easy access to oxyphytosterols
Geoffroy, Philippe,Julien-David, Diane,Marchioni, Eric,Raul, Francis,Aoude-Werner, Dalal,Miesch, Michel
, p. 702 - 707 (2008/09/21)
The synthesis of several oxyphytosterols is described starting from stigmasterol, the key step being the regioselective hydrogenation of the 22-23 double bond of the latter.