Mueller, Klaus and Altmann, Reinhold and Prinz, Helge (2001) 2-Arylalkyl-substituted anthracenones as inhibitors of 12-lipoxygenase enzymes. 1. Structure-activity relationships of the terminal aryl ring. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 36 (6). pp. 569-575. ISSN 0223-5234
Full text not available from this repository. (Request a copy)Abstract
A series of 2-arylmethyl-substituted anthracenones were synthesized and tested as inhibitors of three types of 12-lipoxygenase isoforms in epidermal homogenate of mice, bovine platelets and porcine leucocytes. Their inhibitory activities were compared with those to inhibit the 5-lipoxygenase enzyme in bovine leucocytes. Structure-activity relationships are described with particular emphasis on modifications of the terminal aryl nucleuS. The ability of the compounds to selectively inhibit the 12-lipoxygenase enzymes was dependent on a high overall lipophilicity of the inhibitor, whereas compounds with decreased lipophilicity were also inhibitors of the 5-LO enzyme. Among the more lipophilic inhibitors, the unsubstituted 2-phenylmethyl analogue 6a as well as the carboxylic acid ester 6q ap eared to be selective inhibitors of platelet-type 12-LO isoform. (C) 2001 Editions scientifiques et medicales Elsevier SAS
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MODULATED REDOX PROPERTIES; ANTIPSORIATIC ANTHRONES; EPIDERMAL LIPOXYGENASE; FUNCTIONAL EXPRESSION; ARACHIDONIC-ACID; LEUKOTRIENE B-4; PLATELET-TYPE; 5-LIPOXYGENASE; PSORIASIS; ANTHRAQUINONES; anthracenone; 12(S)-HETE; lipophilicity; 5-lipoxygenase; 12-lipoxygenase |
| Subjects: | 600 Technology > 610 Medical sciences Medicine |
| Divisions: | Medicine > Lehrstuhl für Innere Medizin I |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 19 Jan 2022 14:24 |
| Last Modified: | 19 Jan 2022 14:24 |
| URI: | https://pred.uni-regensburg.de/id/eprint/41368 |
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