Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN
Apstrakt
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.
Ključne reči:
Artificial neural networks / flavonoids / free radical scavenging / metal chelation / molecular descriptors / polyphenolic acids / principle component analysisIzvor:
Combinatorial Chemistry and High Throughput Screening, 2017, 20, 1, 25-34Izdavač:
- Bentham Science Publ Ltd, Sharjah
DOI: 10.2174/1386207320666170102123146
ISSN: 1386-2073
PubMed: 28042773
WoS: 000399780300004
Scopus: 2-s2.0-85018473605
Kolekcije
Institucija/grupa
Inovacioni centar / Innovation CentreTY - JOUR AU - Agatonović-Kuštrin, Snežana AU - Morton, David W. AU - Ristivojević, Petar PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2448 AB - 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. PB - Bentham Science Publ Ltd, Sharjah T2 - Combinatorial Chemistry and High Throughput Screening T1 - Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN VL - 20 IS - 1 SP - 25 EP - 34 DO - 10.2174/1386207320666170102123146 ER -
@article{ author = "Agatonović-Kuštrin, Snežana and Morton, David W. and Ristivojević, Petar", year = "2017", 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.", publisher = "Bentham Science Publ Ltd, Sharjah", journal = "Combinatorial Chemistry and High Throughput Screening", title = "Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN", volume = "20", number = "1", pages = "25-34", doi = "10.2174/1386207320666170102123146" }
Agatonović-Kuštrin, S., Morton, D. W.,& Ristivojević, P.. (2017). Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN. in Combinatorial Chemistry and High Throughput Screening Bentham Science Publ Ltd, Sharjah., 20(1), 25-34. https://doi.org/10.2174/1386207320666170102123146
Agatonović-Kuštrin S, Morton DW, Ristivojević P. Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN. in Combinatorial Chemistry and High Throughput Screening. 2017;20(1):25-34. doi:10.2174/1386207320666170102123146 .
Agatonović-Kuštrin, Snežana, Morton, David W., Ristivojević, Petar, "Probing into the Molecular Requirements for Antioxidant Activity in Plant Phenolic Compounds Utilizing a Combined Strategy of PCA and ANN" in Combinatorial Chemistry and High Throughput Screening, 20, no. 1 (2017):25-34, https://doi.org/10.2174/1386207320666170102123146 . .