1250-95-9Relevant articles and documents
Stereoselective glycoconjugation of steroids with selenocarbohydrates
Affeldt, Ricardo F.,Santos, Francisco P.,Da Silva, Rafael S.,Rodrigues, Oscar E. D.,Wessjohann, Ludger A.,Lüdtke, Diogo S.
, p. 93905 - 93914 (2016)
A methodology that brings together sugar and steroid scaffolds linked by a selenium atom is discussed in this work. A series of 6β and 3α glycoconjugated steroids were achieved by stereoselective nucleophilic substitution of cholesterol, pregnenolone, stigmasterol and sitosterol with different seleno-pyranosides and furanosides.
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Lettre,Mueller
, p. 1947,1951 (1937)
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Epoxidation and reduction of cholesterol, 1,4,6-cholestatrien-3-one and 4,6-cholestadien-3β-ol
Ma, Eunsook,Kim, Haksoon,Kim, Eunjeong
, p. 245 - 250 (2005)
Many naturally occurring polyhydroxylated sterols and oxysterols exhibit potent biologic activities. This paper describes reagent and position selectivity of epoxidation and reduction of cholesterol derivatives. Cholesterol was reacted with m-chloroperoxybenzoic acid (m-CPBA) to form 5α,6α-epoxycholestan-3β-ol, but in reaction with 30% H 2O2, it did not reacted. 1,4,6-Cholestatrien-3-one was obtained from cholesterol and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone in dioxane. 1,4,6-Cholestatrien-3-one was reacted with 30% H2O 2 and 5% NaOH in methanol to give 1α,2α-epoxy-4,6- cholestadien-3-one, which was stereoselectively reduced with NaBH4 to form 1α,2α-epoxy-4,6-cholestadien-3β-ol and reduced with Li metal in absolute ethanol to give 2-ethoxy-1,4,6-cholestatrien-3-one. And 1,4,6-cholestatrien-3-one was epoxidized with m-CPBA in dichloromethane to afford 6α,7α-epoxy-1,4-cholestadien-3-one, which was reacted with NaBH4 to synthesize 6α-hydroxy-4-cholesten-3-one and reduced Li metal in absolute ethanol to form 2-ethoxy-1,4,6-cholestatrien-3-one, respectively. 1,4,6-Cholestatrien-3-one was reduced with NaBH4 in absolute ethanol to form 4,6-cholestadien-3β-ol, which was reacted with 30% H2O2 to leave original compound, but was reacted with m-CPBA to give 4β,5β-epoxy-6-cholesten-3β-ol as the major product and 4β,5β-epoxy-6α,7α-epoxycholestan-3β-ol as the minor product.
A series of multi-hydroxy sterol anti-tumor medicine and its synthesis method and application (by machine translation)
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Paragraph 0034-0038; 0049-0052; 0063-0066; 0077-0080, (2019/06/27)
The present invention discloses a series of multi-hydroxy sterol anti-tumor medicine and its synthesis method and application, the series of the general formula (I) drug structure shown, and its cell toxicity test, aimed at improving the potency and selectivity. The series of multi-hydroxy sterol anti-tumor drugs to the three kinds of cancer cell (Hela, A549, MCF - 7) and a kind of organic selenium cell line (RWPE - 1) detected. The results show that, the series of multi-hydroxy sterol as anti-tumor drug has strong potency, can effectively inhibit the proliferation of the cancer cell line of three kinds, but also to the normal human cells of low toxicity. (by machine translation)
Chemoselective epoxidation of cholesterol derivatives on a surface-designed molecularly imprinted Ru-porphyrin catalyst
Muratsugu, Satoshi,Baba, Hiroshi,Tanimoto, Tatsuya,Sawaguchi, Kana,Ikemoto, Satoru,Tasaki, Masahiro,Terao, Yosuke,Tada, Mizuki
supporting information, p. 5114 - 5117 (2018/05/26)
A new molecularly imprinted Ru-porphyrin complex catalyst on a SiO2 support was designed, prepared, and characterized in a step-by-step manner for the C5C6 epoxidation of cholesterol derivatives. High chemoselectivity for the C5C6 epoxidation of cholesterol derivatives without protecting the 3-position OH group and other oxidizable functional groups was achieved on the molecularly imprinted catalyst.