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

页码：550 / 557

页数：8

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