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A Convenient Synthesis of Retinal Derivatives with Modified Trimethylcyclohexene Ring
Authors:Mironova  E V  Leont'eva  S V  Shevyakov  S V  Alexeeva  S G  Shvets  V I  Demina  O V  Krasnokutskaya  I S  Finkel'shtein  E I  Khodonov  A A
Institution:(1) Lomonosov State Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 119571, Russia;(2) Russian Academy of Sciences, Emanuel Institute of Biochemical Physics, Moscow
Abstract:A method of simultaneous one-stage synthesis of three retinal derivatives (5,6-dioxo-5,6-seco-, 5,6-dihydro-5,6-epoxy-, and 4-oxoretinal) was proposed, with the yield of the first derivative being sim50%. These compounds are useful tools for studying the antitumor activity of retinoids, the reconstituted bacteriorhodopsin analogues with changed parameters of photocycle, and the reactivity of retinal derivatives in the processes of oxidation by molecular oxygen.
Keywords:pyridinium chlorochromate  retinoids  ring oxidation
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