title: 5-methoxytryptophol preserves hepatic microsomal membrane fluidity during oxidative stress.
abstract: Lipid peroxidation is a degenerative chain reaction in biological membranes that may be initiated by exposure to free radicals. This process is associated with changes in the membrane fluidity and loss of several cell membrane-dependent functions. 5-methoxytryptophol (ML) is an indole isolated from the mammalian pineal gland. The purpose of this study was to investigate the effects of ML (0. 01mM-10mM) on membrane fluidity modulated by lipid peroxidation. Hepatic microsomes obtained from rats were incubated with or without ML (0.01-10 mM). Then lipid peroxidation was induced by FeCl(3), ADP, and NADPH. Membrane fluidity was determined using fluorescence spectroscopy. Malonaldehyde (MDA) +4-hydroxyalkenals (4-HDA) concentrations were estimated as an indicator of the degree of lipid peroxidation. With oxidative stress, membrane fluidity decreased and MDA+4-HDA levels increased. ML (0.01-3 mM) reduced membrane rigidity and the rise in MDA+4-HDA formation in a concentration-dependent manner. 10 mM ML protected against lipid peroxidation but failed to prevent the membrane rigidity. In the absence of oxidative reagents, ML (0.3-10 mM) decreased membrane fluidity whereas MDA+4-HDA levels remained unchanged. This indicates that ML may interact with membrane lipids. The results presented here suggest that ML may be another pineal indoleamine (in addition to melatonin) that resists membrane rigidity due to lipid peroxidation.
authors.affiliation: Department of Cellular and Structural Biology, University of Texas Health Science Center, San Antonio, Texas 78229, USA.
authors.forename: J J
authors.initials: JJ
authors.lastname: García
authors.forename: R J
authors.initials: RJ
authors.lastname: Reiter
authors.forename: J J
authors.initials: JJ
authors.lastname: Cabrera
authors.forename: J
authors.initials: J
authors.lastname: Pié
authors.forename: J C
authors.initials: JC
authors.lastname: Mayo
authors.forename: R M
authors.initials: RM
authors.lastname: Sáinz
authors.forename: D X
authors.initials: DX
authors.lastname: Tan
authors.forename: W
authors.initials: W
authors.lastname: Qi
authors.forename: D
authors.initials: D
authors.lastname: Acuña-Castroviejo
mesh_terms: D000447:Aldehydes / Q000378:metabolism; D000818:Animals; D000975:Antioxidants / Q000494:pharmacology; D007211:Indoles / Q000494:pharmacology*; D007425:Intracellular Membranes / Q000187:drug effects*; D015227:Lipid Peroxidation; D008297:Male; D008315:Malondialdehyde / Q000378:metabolism; D008560:Membrane Fluidity / Q000187:drug effects*; D008862:Microsomes, Liver / Q000187:drug effects; D018384:Oxidative Stress; D010870:Pineal Gland / Q000737:chemistry; D051381:Rats; D017207:Rats, Sprague-Dawley; D013050:Spectrometry, Fluorescence
chemical_list: D000447:Aldehydes; D000975:Antioxidants; D007211:Indoles; D008315:Malondialdehyde; C002465:methoxytryptophol