Synthesis, structural characterization and antioxidative properties of aminopyrazine and imidazolopyrazine derivatives

被引：27

作者：

Devillers, I

de Wergifosse, B

Bruneau, MP

Tinant, B

Declercq, JP

Touillaux, R

Rees, JF

Marchand-Brynaert, J

机构：

[1] Univ Catholique Louvain, Lab Chim Organ Synth, B-1348 Louvain, Belgium

[2] Univ Catholique Louvain, Physiol Anim Lab, B-1348 Louvain, Belgium

[3] Univ Catholique Louvain, Chim Phys & Cristallog Lab, B-1348 Louvain, Belgium

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1999年 / 07期

关键词：

D O I：

10.1039/a900289h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2-aminopyrazine 1 with the glyoxal derivatives 2a-c gave the bicyclic imidazolopyrazinones 3a,b and the monocyclic N-substituted aminopyrazines 4b and 5c. Compounds 3 feature unique crystallographic characteristics. Their reactivity towards superoxide anion is about five times the reactivity of Trolox(R), while the monocyclic pyrazines are inactive.

引用

页码：1481 / 1487

页数：7

共 32 条

[21] Pope M.T., 1983, HETEROPOLY ISOPOLY O
[22] Rees JF, 1998, J EXP BIOL, V201, P1211
[23] REES JF, 1994, J BIOLUMIN CHEMILUMI, V9, P308
[24] Solvent and substituent effects on the fluorescent properties of coelenteramide analogues
Saito, R
Hirano, T
Niwa, H
Ohashi, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (09): : 1711 - 1716
[25] SHELDRICK GM, 1993, SHELXL93 PROGRAM REF
[26] SEMI-SYNTHETIC AEQUORINS WITH IMPROVED SENSITIVITY TO CA-2+ IONS
SHIMOMURA, O
MUSICKI, B
KISHI, Y
[J]. BIOCHEMICAL JOURNAL, 1989, 261 (03) : 913 - 920
[27] Hydrogen-bond distances to halide ions in organic and organometallic crystal structures: Up-to-date database study
Steiner, T
[J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1998, 54 : 456 - 463
[28] Coelenterazine analogs as chemiluminescent probe for superoxide anion
Teranishi, K
Shimomura, O
[J]. ANALYTICAL BIOCHEMISTRY, 1997, 249 (01) : 37 - 43
[29] THOMPSON EM, 1994, BIOCH MOL BIOL FISHE, V4, P435
[30] 2 LUMINESCENT INTERMEDIATES OF COELENTERAZINE ANALOG, PEROXIDE AND DIOXETANONE, PREPARED BY DIRECT PHOTOOXYGENATION AT LOW-TEMPERATURE
USAMI, K
ISOBE, M
[J]. TETRAHEDRON LETTERS, 1995, 36 (47) : 8613 - 8616

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