QSAR studies of the antioxidant activity of anthocyanins
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Through experimental information available from antioxidant assays of seventeen anthocyanins, and six common anthocyanidins, quantitative structure–activity relationships (QSAR) have been established in the present work. The antioxidant bioactivity has been predicted in three different lipid environments: emulsified and bulk oil (methyl linoleate) (in vitro tests) at concentrations of 50 and 250 μM, and 50 μM of the inhibitor, respectively, and in human LDL (low-density lipoprotein; “bad cholesterol”) (ex vivo test) at concentrations of 2.5, 10, and 25 μM of the inhibitor. Radical scavenging activity was predicted in the assay with the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH·). The QSAR models developed for each test and concentration used allowed to obtain prospective information on the constitutional and topological molecular characteristics for anthocyanin/anthocyanidin compounds. Therefore, the antioxidant activity was predicted for twenty-one compounds with unknown experimental values, leading for some of them to a favorable predicted bioactivity.
KeywordsAnthocyanins Antioxidant activity Quantitative structure–activity relationships Molecular descriptors
We thank the National Scientific and Technical Research Council of Argentina [Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET), Argentina] (PIP0311) and Universidad de Buenos Aires (Argentina) for financial support; and Secretaría de Ciencia, Tecnología e Innovación Productiva (formerly Ministerio de Ciencia, Tecnología e Innovación Productiva) for electronic library facilities. N.A.S. thanks the Scientific Research Comission [Comisión de InvestigacionesCientíficas (CIC), La Plata city, Argentina] for a fellowship. A.B.P. and P.R.D. are Research Members of CONICET.
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Conflict of interest
All authors declare that they have no conflict of interest.
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