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Neuroprotective Activity of (+)-(S)-2-[(1S,5R)-(3,7-Dioxo-2,4,6,8-Tetraazabicyclo[3.3.0]oct-2-yl)]-4-methylthiobutanoic acid
Authors:A N Kravchenko  V V Baranov  L V Anikina  Yu B Vikharev  I S Bushmarinov  Yu V Nelyubina
Institution:1. Federal State-Funded Research Organization N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russia
2. Federal State-Funded Research Organization Institute of Technical Chemistry of the Ural Branch of the Russian Academy of Sciences, Perm, Russia
3. Federal State-Funded Research Organization N.A. Nesmeyanov Institute of Organoelement Compounds Chemistry of the Russian Academy of Sciences, Moscow, Russia
Abstract:A study of the neurotropic, neuroprotective, and antioxidant action of the enantiomers and racemate of 2-(3,7-dioxo-2,4,6,8-tetraazabicyclo3.3.0]oct-2-yl)]-4-methylthiobutanoic acid synthesized in a stereoselective reaction of (R)-, (S)-, or (R,S)-N-carbamoylmethionine with 4,5-dihydroxyimidazolidine-2-one showed that only (+)-(S)-2-(1S,5R)-(3,7-dioxo-2,4,6,8-tetraazabicyclo3.3.0]oct-2-yl)]-4-methylthiobutanoic acid had neuroprotective properties. X-ray structure analysis showed that the predominating racemate of glycolurils is crystallized from aqueous solutions as a conglomerate. Antioxidant activity was not detected.
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