Neuroprotective Activity of (+)-(S)-2-[(1S,5R)-(3,7-Dioxo-2,4,6,8-Tetraazabicyclo[3.3.0]oct-2-yl)]-4-methylthiobutanoic acid

被引：25
|
作者：
Kravchenko, A. N. [1 ]
Baranov, V. V. [1 ]
Anikina, L. V. [2 ]
Vikharev, Yu. B. [2 ]
Bushmarinov, I. S. [3 ]
Nelyubina, Yu. V. [3 ]
机构：
[1] Russian Acad Sci, Fed State Funded Res Org, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Russian Acad Sci, Fed State Funded Res Org, Inst Tech Chem, Ural Branch, Perm, Russia
[3] Russian Acad Sci, Fed State Funded Res Org, NA Nesmeyanov Inst Organoelement Cpds Chem, Moscow 119991, Russia
来源：
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2012年 / 38卷 / 05期
关键词：
enantiomers; racemate; (R)-; (S)-; and; (R; S)-N-carbamoylmethionine; 4,5-dihydroxyimidazolidine-2-one; diastereoselective synthesis; glycolurils; neuroprotective activity; ALPHA-UREIDOALKYLATION; 4,5-DIHYDROXYIMIDAZOLIDIN-2-ONES;
D O I：
10.1134/S106816201205007X
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A study of the neurotropic, neuroprotective, and antioxidant action of the enantiomers and racemate of 2-[(3,7-dioxo-2,4,6,8-tetraazabicyclo[3.3.0]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-tetraazabicyclo[3.3.0]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.
引用
收藏
页码：550 / 557
页数：8
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