Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- MeSH
- Anti-Inflammatory Agents chemistry isolation & purification pharmacology MeSH
- Arachidonate 5-Lipoxygenase metabolism MeSH
- Cyclooxygenase 1 metabolism MeSH
- Cyclooxygenase 2 metabolism MeSH
- Flavonoids chemistry isolation & purification pharmacology MeSH
- Cyclooxygenase 2 Inhibitors chemistry isolation & purification pharmacology MeSH
- Lipoxygenase Inhibitors chemistry isolation & purification pharmacology MeSH
- Magnoliopsida chemistry MeSH
- Molecular Structure MeSH
- Fruit chemistry MeSH
- Proteomics * MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Anti-Inflammatory Agents MeSH
- Arachidonate 5-Lipoxygenase MeSH
- Cyclooxygenase 1 MeSH
- Cyclooxygenase 2 MeSH
- Flavonoids MeSH
- Cyclooxygenase 2 Inhibitors MeSH
- Lipoxygenase Inhibitors MeSH
Geranyl flavones have been studied as compounds that potentially can be developed as anti-inflammatory agents. A series of natural geranylated flavanones was isolated from Paulownia tomentosa fruits, and these compounds were studied for their anti-inflammatory activity and possible mechanism of action. Two new compounds were characterized [paulownione C (17) and tomentodiplacone O (20)], and all of the isolated derivatives were assayed for their ability to inhibit cyclooxygenases (COX-1 and COX-2) and 5-lipoxygenase (5-LOX). The compounds tested showed variable degrees of activity, with several of them showing activity comparable to or greater than the standards used in COX-1, COX-2, and 5-LOX assays. However, only the compound tomentodiplacone O (20) showed more selectivity against COX-2 versus COX-1 when compared with ibuprofen. The ability of the test compounds to interact with the above-mentioned enzymes was supported by docking studies, which revealed the possible incorporation of selected test substances into the active sites of these enzymes. Furthermore, one of the COX/LOX dual inhibitors, diplacone (14) (a major geranylated flavanone of P. tomentosa), was studied in vitro to obtain a proteomic overview of its effect on inflammation in LPS-treated THP-1 macrophages, supporting its previously observed anti-inflammatory activity and revealing the mechanism of its anti-inflammatory effect.
References provided by Crossref.org
Prenylated Flavonoids in Topical Infections and Wound Healing
Screening of Natural Compounds as P-Glycoprotein Inhibitors against Multidrug Resistance
