Mueller, Klaus and Reindl, Hans and Gawlik, Ingo (1998) 10-hydrocinnamoyl- and 10-cinnamoyl-1,8-dihydroxy-9(10H)-anthracenones as inhibitors of leukotriene B-4 biosynthesis and HaCaT cell growth. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 33 (12). pp. 969-973. ISSN 0223-5234,
Full text not available from this repository.Abstract
A series of 10-hydrocinnamoyl and 10-cinnamoyl-1,8-dihydroxy-9(10H)-anthracenones has been synthesized and evaluated as inhibitors of leukotriene B-4 (LTB4) biosynthesis and as antiproliferative agents. In the hydrocinnamoyl series, compounds with phenolic hydroxyl groups were less potent inhibitors of LTB4 biosynthesis than their non-phenolic analogs, suggesting that a nonspecific redox interaction between the compounds and the active site Fe3+ of 5-lipoxygenase or chelation of Fe3+ is not responsible for the observed activity. Compounds bearing a 10-cinnamoyl group were somewhat less active than their less rigid dihydrocinnamoyl congeners. Many compounds were also potent inhibitors of the growth of HaCaT cells with IC50 values in the submicromolar range. Their activity in this assay was equivalent to that observed with the antipsoriatic anthralin, whereas unspecific cytotoxicity was largely reduced as documented by the activity of lactate dehydrogenase released from cytoplasm of keratinocytes. (C) Elsevier, Paris.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MODULATED REDOX PROPERTIES; ANTIPSORIATIC ANTHRONES; 5-LIPOXYGENASE; 1,8-DIHYDROXY-9(10H)-ANTHRACENONES; 12-LIPOXYGENASE; anthracenone; antiproliferative activity; keratinocytes; lactate dehydrogenase release; 5-lipoxygenase |
| 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: | 21 Feb 2023 06:58 |
| Last Modified: | 21 Feb 2023 06:58 |
| URI: | https://pred.uni-regensburg.de/id/eprint/49285 |
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