Abstract
The marine polyunsaturated lipid-derived natural product all-(Z)-5,7-dihydroxy-2-(4Z,7Z,10Z,13Z,16Z-nonadecapentaenyl) (1) and four analogs 5-8 have been synthesized and evaluated as antioxidants in two cell-based assays. The natural product 1 and the analog 5 exhibited interesting antioxidant effects with IC50-values of 14±9 and 29±3μM, respectively, in a cellular lipid peroxidation antioxidant activity assay using HepG2 cells. Moreover, in the HepG2 cellular antioxidant activity assay, the natural product 1 exhibited strong protective effects against reactive oxygen species with an IC50=160±25μM.
Copyright © 2013 Elsevier Ireland Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Antioxidants / chemical synthesis
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Antioxidants / chemistry
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Antioxidants / pharmacology*
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Biological Products / chemical synthesis
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Biological Products / chemistry
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Biological Products / pharmacology
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Cell Death / drug effects
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Chromones / chemical synthesis
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Chromones / chemistry
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Chromones / pharmacology*
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Fatty Acids, Unsaturated / chemical synthesis
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Fatty Acids, Unsaturated / chemistry
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Fatty Acids, Unsaturated / pharmacology*
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Hep G2 Cells
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Humans
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Lipid Peroxidation / drug effects
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Molecular Structure
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Reactive Oxygen Species / antagonists & inhibitors
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Reactive Oxygen Species / metabolism
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Structure-Activity Relationship
Substances
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Antineoplastic Agents
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Antioxidants
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Biological Products
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Chromones
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Fatty Acids, Unsaturated
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Reactive Oxygen Species