2-anthracenonyl acetic acids as 5-lipoxygenase inhibitors

Prinz, Helge and Müller, Klaus (1996) 2-anthracenonyl acetic acids as 5-lipoxygenase inhibitors. ARCHIV DER PHARMAZIE, 329 (5). pp. 262-266. ISSN 0365-6233, 1521-4184

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Abstract

The synthesis of 2-substituted anthracenonyl acetic (2-AA) derivatives is described. The key step is the Marschalk reaction of 1-hydroxy-8-methoxy-anthracenedione with glycolic acid. After protection of the resulting 2-anthracenonyl acetic acid derivative, the 2-monalkylated derivatives are selectively obtained by direct alkylation. The methodology proves quite general and allows for the introduction of various substituents onto the 2-position of the carboxylic side chain. Reduction of the anthracenediones proceeds with carboxylic side chain. Reduction of the anthracenediones proceeds with concomitant protecting group removal and provides final 2-AA products in good yields. The results of initial biological studies demonstrate enhanced 5-lipoxygenase inhibition compared to anthralin.

Item Type: Article
Uncontrolled Keywords: ANTHRACYCLINONES; ANTHRAQUINONES; DITHRANOL; anthracenone; anthralin; antipsoriatic; DPPH; 5-lipoxygenase
Subjects: 600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy
Depositing User: Dr. Gernot Deinzer
Date Deposited: 06 Jul 2023 08:26
Last Modified: 06 Jul 2023 08:26
URI: https://pred.uni-regensburg.de/id/eprint/51722

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