10-Benzoyl-1,8-dihydroxy-9(10H)-anthracenones: Synthesis and biological properties

Mueller, Klaus and Altmann, Reinhold and Prinz, Helge (1998) 10-Benzoyl-1,8-dihydroxy-9(10H)-anthracenones: Synthesis and biological properties. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 33 (3). pp. 209-214. ISSN 0223-5234, 1768-3254

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Abstract

The synthesis and biological properties of 10-benzoyl-1,8-dihydroxy-9(10H)-anthracenones are described. The compounds were evaluated for their ability to inhibit the growth of the human keratinocyte cell line HaCaT and the 5-lipoxygenase enzyme in bovine polymorphonuclear leukocytes. In addition. generation of hydroxyl radicals was determined as measured by deoxyribose degradation. The results obtained with the new compounds show that substitution with a 4-hydroxy (4f) or a 4-benzyloxy group (4i) at the phenyl ring of the C-10 substituent resulted in potent antiproliferative agents. No correlation was found between hydroxyl-radical formation and the 5-LO inhibitory or antiproliferative action of the compounds. (C) Elsevier, Paris.

Item Type: Article
Uncontrolled Keywords: MODULATED REDOX PROPERTIES; ANTIPSORIATIC ANTHRONES; 5-LIPOXYGENASE; DERIVATIVES; DITHRANOL; ANTHRALIN; anthracenone; anthralin; antiproliferative activity; dithranol; HaCaT; 5-lipoxygenase; hydroxyl radical
Subjects: 600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry I (Prof. Elz)
Depositing User: Dr. Gernot Deinzer
Date Deposited: 12 Sep 2023 10:07
Last Modified: 12 Sep 2023 10:07
URI: https://pred.uni-regensburg.de/id/eprint/50041

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