Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN

Title:Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN

Volume: 20 Issue: 1

Author(s): Snezana Agatonovic-Kustrin, David W. Morton and Petar Ristivojevic

Affiliation:

Keywords: Artificial neural networks, flavonoids, free radical scavenging, metal chelation, molecular descriptors, polyphenolic acids, principle component analysis.

Abstract: Aim and Objective: This study investigates molecular structural requirements that are responsible for the antioxidant activity in phenolic compounds.

Method: Antioxidant activity of compounds was determined with a 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical assay. Principal component analysis (PCA) was used to classify phenolic antioxidants according to the key molecular features that contribute to their antioxidant activity. Artificial neutral networks (ANNs) was used to develop a predictive QSAR model.

Results: Both models agreed that structural characteristics of phenolic compounds responsible for the antioxidant activity include: (1) number and position of alcohol groups on the aromatic ring; (2) molecular size; (3) flexibility/bulkiness; and (4) water solubility. PCA has classified data into phenolic acids and flavonoids, suggesting two distinct mechanisms of action. ANN has confirmed different mechanisms of action for flavonoids and polyphenolic acids, i.e. breaking of free radical chain reactions by donation of a hydrogen atom to neutralise a free radical and the chelating ability of polyphenolic acids.

Conclusion: Although two phenolic acids may have the same relative polarity, their different functional groups may drastically change the nature of their interactions with free radicals, and their antioxidant activity.

Cite this article as:

Agatonovic-Kustrin Snezana, Morton W. David and Ristivojevic Petar, Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN, Combinatorial Chemistry & High Throughput Screening 2017; 20 (1) . https://dx.doi.org/10.2174/1386207320666170102123146

DOI https://dx.doi.org/10.2174/1386207320666170102123146	Print ISSN 1386-2073
Publisher Name Bentham Science Publisher	Online ISSN 1875-5402