Müller, K. and Sellmer, A. and Prinz, H. (1997) 10-Aminomethylene-1,8-dihydroxy-9(10H)-anthracenones: Inhibitory action against 5-lipoxygenase and the growth of HaCaT cells. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 32 (11). pp. 895-900. ISSN 0223-5234, 1768-3254
Full text not available from this repository.Abstract
A novel series of 10-aminomethylene substituted 1,8-dihydroxy 9(10H)-anthracenones was synthesized and evaluated both in the bovine polymorphonuclear leukocyte 5-lipoxygenase (5-LO) and in the HaCaT keratinocyte proliferation assay for their enzyme inhibitory and antiproliferative activity, respectively. The synthesis required readily available formanilides as starting materials and a modified Vilsmeier type reaction with the parent anthracenone. The most potent inhibitor of 5-LO was a 4-hydroxyphenyl analog, whereas a 4-nitrophenyl substituent was essential for potent antiproliferative activity. The results of this study indicate that an activated double bond at C-10 of phenylalkylidene-substituted anthracenones is required for potency.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MODULATED REDOX PROPERTIES; ANTIPSORIATIC ANTHRONES; HUMAN-SKIN; 1,8-DIHYDROXY-9(10H)-ANTHRACENONES; KERATINOCYTES; REDUCTION; PSORIASIS; DRUGS; IRON; anthracenone; antiproliferative activity; HaCaT; 5-lipoxygenase; Vilsmeier |
| Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry I (Prof. Elz) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Mar 2023 09:25 |
| Last Modified: | 02 Mar 2023 09:25 |
| URI: | https://pred.uni-regensburg.de/id/eprint/50431 |
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