Physicochemical, Antioxidant Properties of Carotenoids and Its Optoelectronic and Interaction Studies with Chlorophyll Pigments

Overview

Journal Sci Rep

Specialty Science

Date 2021 Sep 16

PMID 34526535

Citations 15

Authors

Ruby Srivastava

Affiliations

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Abstract

The physicochemical and antioxidant properties of seven carotenoids: antheraxanthin, β-carotene, neoxanthin, peridinin, violaxanthin, xanthrophyll and zeaxanthin were studied by theoretical means. Then the Optoelectronic properties and interaction of chlorophyll-carotenoid complexes are analysed by TDDFT and IGMPLOT. Global reactivity descriptors for carotenoids and chlorophyll (Chla, Chlb) are calculated via conceptual density functional theory (CDFT). The higher HOMO-LUMO (HL) gap indicated structural stability of carotenoid, chlorophyll and chlorophyll-carotenoid complexes. The chemical hardness for carotenoids and Chlorophyll is found to be lower in the solvent medium than in the gas phase. Results showed that carotenoids can be used as good reactive nucleophile due to lower µ and ω. As proton affinities (PAs) are much lower than the bond dissociation enthalpies (BDEs), it is anticipated that direct antioxidant activity in these carotenoids is mainly due to the sequential proton loss electron transfer (SPLET) mechanism with dominant solvent effects. Also lower PAs of carotenoid suggest that antioxidant activity by the SPLET mechanism should be a result of a balance between proclivities to transfer protons. Reaction rate constant with Transition-State Theory (TST) were estimated for carotenoid-Chlorophyll complexes in gas phase. Time dependent Density Functional Theory (TDDFT) showed that all the chlorophyll (Chla, Chlb)-carotenoid complexes show absorption wavelength in the visible region. The lower S-T adiabatic energy gap indicated ISC transition from S to T state.

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References

Coccia E, Varsano D, Guidoni L . Ab Initio Geometry and Bright Excitation of Carotenoids: Quantum Monte Carlo and Many Body Green's Function Theory Calculations on Peridinin. J Chem Theory Comput. 2015; 10(2):501-6. PMC: 4864508. DOI: 10.1021/ct400943a. View

Halliwell B . Antioxidants and human disease: a general introduction. Nutr Rev. 1997; 55(1 Pt 2):S44-9; discussion S49-52. DOI: 10.1111/j.1753-4887.1997.tb06100.x. View

Polyakov N, Kruppa A, Leshina T, Konovalova T, Kispert L . Carotenoids as antioxidants: spin trapping EPR and optical study. Free Radic Biol Med. 2001; 31(1):43-52. DOI: 10.1016/s0891-5849(01)00547-0. View

Rodriguez-Villalon A, Gas E, Rodriguez-Concepcion M . Colors in the dark: a model for the regulation of carotenoid biosynthesis in etioplasts. Plant Signal Behav. 2009; 4(10):965-7. PMC: 2801363. DOI: 10.4161/psb.4.10.9672. View

Monego D, da Rosa M, do Nascimento P . Applications of computational chemistry to the study of the antiradical activity of carotenoids: A review. Food Chem. 2016; 217:37-44. DOI: 10.1016/j.foodchem.2016.08.073. View

Garcia-Plazaola J, Esteban R, Fernandez-Marin B, Kranner I, Porcar-Castell A . Thermal energy dissipation and xanthophyll cycles beyond the Arabidopsis model. Photosynth Res. 2012; 113(1-3):89-103. DOI: 10.1007/s11120-012-9760-7. View

Shafizadeh N, Ha-Thi M, Soep B, Gaveau M, Piuzzi F, Pothier C . Spectral characterization in a supersonic beam of neutral chlorophyll a evaporated from spinach leaves. J Chem Phys. 2011; 135(11):114303. DOI: 10.1063/1.3637048. View

Frank H, Cogdell R . Carotenoids in photosynthesis. Photochem Photobiol. 1996; 63(3):257-264. DOI: 10.1111/j.1751-1097.1996.tb03022.x. View

Wolff C, Witt H . On metastable states of carotenoids in primary events of photosynthesis. Registration by repetitive ultra-short-flash photometry. Z Naturforsch B. 1969; 24(8):1031-7. DOI: 10.1515/znb-1969-0818. View

10.

Vasquez-Espinal A, Yanez O, Osorio E, Areche C, Garcia-Beltran O, Ruiz L . Theoretical Study of the Antioxidant Activity of Quercetin Oxidation Products. Front Chem. 2019; 7:818. PMC: 6890856. DOI: 10.3389/fchem.2019.00818. View

11.

Xue Y, Zheng Y, An L, Dou Y, Liu Y . Density functional theory study of the structure-antioxidant activity of polyphenolic deoxybenzoins. Food Chem. 2014; 151:198-206. DOI: 10.1016/j.foodchem.2013.11.064. View

12.

Flores-Holguin N, Frau J, Glossman-Mitnik D . Chemical reactivity and bioactivity properties of the Phallotoxin family of fungal peptides based on Conceptual Peptidology and DFT study. Heliyon. 2019; 5(8):e02335. PMC: 6710531. DOI: 10.1016/j.heliyon.2019.e02335. View

13.

Guberman-Pfeffer M, Gascon J . Carotenoid-Chlorophyll Interactions in a Photosynthetic Antenna Protein: A Supramolecular QM/MM Approach. Molecules. 2018; 23(10). PMC: 6222738. DOI: 10.3390/molecules23102589. View

14.

Wang G, Xue Y, An L, Zheng Y, Dou Y, Zhang L . Theoretical study on the structural and antioxidant properties of some recently synthesised 2,4,5-trimethoxy chalcones. Food Chem. 2014; 171:89-97. DOI: 10.1016/j.foodchem.2014.08.106. View

15.

Chai J, Head-Gordon M . Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections. Phys Chem Chem Phys. 2008; 10(44):6615-20. DOI: 10.1039/b810189b. View

16.

Cai Z, Crossley M, Reimers J, Kobayashi R, Amos R . Density functional theory for charge transfer: the nature of the N-bands of porphyrins and chlorophylls revealed through CAM-B3LYP, CASPT2, and SAC-CI calculations. J Phys Chem B. 2006; 110(31):15624-32. DOI: 10.1021/jp063376t. View

17.

Winter N, Hattig C . Scaled opposite-spin CC2 for ground and excited states with fourth order scaling computational costs. J Chem Phys. 2011; 134(18):184101. DOI: 10.1063/1.3584177. View

18.

Parker R . Carotenoids in human blood and tissues. J Nutr. 1989; 119(1):101-4. DOI: 10.1093/jn/119.1.101. View

19.

Preciado-Rivas M, Mowbray D, Lyon K, Larsen A, Milne B . Optical excitations of chlorophyll a and b monomers and dimers. J Chem Phys. 2019; 151(17):174102. DOI: 10.1063/1.5121721. View

20.

Hashimoto H, Uragami C, Yukihira N, Gardiner A, Cogdell R . Understanding/unravelling carotenoid excited singlet states. J R Soc Interface. 2018; 15(141). PMC: 5938589. DOI: 10.1098/rsif.2018.0026. View