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Effects of the antimycobacterial compound 2-phenoxy-1-phenylethanone on rat hepatocytes and formation of metabolites.
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- Author(s): Rodrigues Coutinho AP;Rodrigues Coutinho AP; de Moraes LA; Barata LE; de Souza AO
- Source:
Pharmaceutical biology [Pharm Biol] 2012 Oct; Vol. 50 (10), pp. 1317-25. Date of Electronic Publication: 2012 Aug 03.- Publication Type:
Journal Article; Research Support, Non-U.S. Gov't- Language:
English - Source:
- Additional Information
- Source: Publisher: Taylor & Francis Country of Publication: England NLM ID: 9812552 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1744-5116 (Electronic) Linking ISSN: 13880209 NLM ISO Abbreviation: Pharm Biol Subsets: MEDLINE
- Publication Information: Publication: [London] : Taylor & Francis
Original Publication: Lisse, the Netherlands : Swets & Zeitlinger, c1998- - Subject Terms: Anti-Bacterial Agents/*pharmacology ; Cytochrome P-450 Enzyme System/*metabolism ; Hepatocytes/*drug effects ; Lignans/*pharmacology; Animals ; Anti-Bacterial Agents/metabolism ; Anti-Bacterial Agents/toxicity ; Antioxidants/metabolism ; Gas Chromatography-Mass Spectrometry ; Glutathione/metabolism ; Hepatocytes/metabolism ; Lignans/metabolism ; Lignans/toxicity ; Lipid Peroxidation/drug effects ; Male ; Rats ; Rats, Wistar ; Time Factors
- Abstract: Context: Neolignans are usually dimers formed by oxidative coupling of allyl and propenyl phenols, and the neolignan analogue, 2-phenoxy-1-phenylethanone (LS-2) is a promising antimycobacterial compound showing very weak cytotoxicity in mammalian cells and lack of acute toxicity in murine models.
Objectives: To investigate the mechanism of action of LS-2 in rat hepatocytes by evaluating the activity levels of enzymes related to oxidation status and drug-metabolizing activity.
Materials and Methods: Hepatocytes were treated with LS-2 from 0.05 up to 1 mM, for 24 and 48 h, and reduced glutathione (GSH), lipid peroxidation and cytochrome P450 enzyme (CYP450) activity were assayed. A homologous series of phenoxazone ethers were used as substrates to measure the enzymatic profile. The biotransformation of LS-2 was studied in hepatocytes by gas chromatography-mass spectrometry (GC-MS) for detection and analysis of possible metabolites.
Results: Hepatocytes treated with LS-2 up to 1 mM for 24 or 48 h did not induce the formation of GSH and lipid peroxidation. O-Dealkylation activities of the isoenzymes CYP4501A1, CYP4501A2, CYP4502B1 and CYP4502B2 were also not detected in the hepatocytes treated with LS-2 for 24 or 48 h.
Discussion and Conclusion: The results indicate that LS-2 or its two detected metabolites, 2-phenoxy-1-phenylethanol and 2,4-(2-hydroxy-2-phenylethoxy)phenol, are not cytotoxic to rat hepatocytes. These compounds maintain a balance between the production of pro-oxidant agents and their respective antioxidant systems. The data show that enzymes related to oxidation status and drug-metabolizing activities are not involved in the mechanism of action of LS-2. - Accession Number: 0 (2-phenoxy-1-phenylethanone)
0 (Anti-Bacterial Agents)
0 (Antioxidants)
0 (Lignans)
9035-51-2 (Cytochrome P-450 Enzyme System)
GAN16C9B8O (Glutathione) - Publication Date: Date Created: 20120804 Date Completed: 20130207 Latest Revision: 20131121
- Publication Date: 20231215
- Accession Number: 10.3109/13880209.2012.674949
- Accession Number: 22857008
- Source:
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