Synthesis of Dimeric Quinazolin-2-one, 1,4-Benzodiazepin-2-one, and Isoalloxazine Compounds as Inhibitors of Amyloid Peptides Association

被引：10

作者：

Barthel, Alexander

Trieschmann, Lothar ^{[2
]}

Stroehl, Dieter

Kluge, Ralph

Boehm, Gerald ^{[3
]}

Csuk, Rene ^{[1
]}

机构：

[1] Univ Halle Wittenberg, Bereich Organ Chem, D-06120 Halle, Saale, Germany

[2] Scil Prot Prod GmbH, Halle, Saale, Germany

[3] IGZ BioMed ZmK Wurzburg, Wurzburg, Germany

来源：

ARCHIV DER PHARMAZIE | 2009年 / 342卷 / 08期

关键词：

Anti-Alzheimer; Antiprion; 1,4-Benzodiazepin-2-one; Isoalloxazine; Quinazolin-2-one; RIBOFLAVIN;

D O I：

10.1002/ardp.200800196

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of dimeric compounds derived from quinazolin-2-one and 1,4-benzodiazepin-2-one possessing a piperazine or homopiperazine spacer was investigated. In addition, a piperazine spacered bis-isoalloxazine and a bis-riboflavin compound were prepared and their ability to interrupt the association of prion proteins and Alzheimer-specific A beta peptides was investigated using a fast screening system based on flow cytometry. The bis-isoalloxazine 14 was identified as a new lead structure.

引用

页码：445 / 452

页数：8

共 24 条

[1] Behrens C, 2002, EUR J ORG CHEM, V2002, P3281, DOI 10.1002/1099-0690(200210)2002:19<3281::AID-EJOC3281>3.0.CO
[2] 2-I
[3] SYNTHESIS OF QUINAZOLINES
BERGMAN, J
BRYNOLF, A
ELMAN, B
VUORINEN, E
[J]. TETRAHEDRON, 1986, 42 (13) : 3697 - 3706
[4] BOGATSKII AV, 1977, ZH ORG KHIM+, V13, P1773
[5] A FACILE SYNTHESIS OF 2,4,8,10-TETRAHALO-6,12-DIARYLDIBENZO[B,F][1,5]DIAZOCINES
BORUAH, RC
SANDHU, JS
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (02) : 459 - 462
[6] ALLOXAZINES AND ISOALLOXAZINES - MASS-SPECTROMETRIC ANALYSIS OF RIBOFLAVIN AND RELATED COMPOUNDS
BROWN, P
CRONIN, JR
HORNBECK, CL
[J]. ORGANIC MASS SPECTROMETRY, 1972, 6 (12): : 1383 - &
[7] CHASSY BM, 1965, J BIOL CHEM, V240, P1338
[8] Euler H. V., 1935, Helvetica Chimica Acta, V18, P522, DOI 10.1002/hlca.19350180170
[9] FRYER RI, 1967, J HETEROCYCLIC CHEM, V4, P355
[10] 1,4-benzodiazepines as inhibitors of respiratory syncytial virus. The identification of a clinical candidate
Henderson, Elisa A.
Alber, Dagmar G.
Baxter, Robert C.
Bithell, Sian K.
Budworth, Joanna
Carter, Malcolm C.
Chubb, Ann
Cockerill, G. Stuart
Dowdell, Verity C. L.
Fraser, Ian J.
Harris, Robert A.
Keegan, Sally J.
Kelsey, Richard D.
Lumley, James A.
Stables, Jeremy N.
Weerasekera, Natasha
Wilson, Lara J.
Powell, Kenneth L.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (07) : 1685 - 1692

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