Chemical structure and antioxidant activity of cephalopod skin ommochrome pigment extracts

Dania Marisol Esparza-Espinoza; Hisila Del Carmén Santacruz-Ortega; Jesús Enrique Chan-Higuera; José Luis Cárdenas-López; Armando Burgos-Hernández; Ángel A. Carbonell-Barrachina; Josafat Marina Ezquerra-Brauer

doi:10.1590/fst.56520

Chemical structure and antioxidant activity of cephalopod skin ommochrome pigment extracts

Dania Marisol Esparza-Espinoza, Hisila Del Carmén Santacruz-Ortega, Jesús Enrique Chan-Higuera, José Luis Cárdenas-López, Armando Burgos-Hernández, Ángel A. Carbonell-Barrachina, Josafat Marina Ezquerra-Brauer^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

Significant opportunities exist in the use of seafood by-products to create new beneficial products. Moreover, cephalopod skin is a good source of bioactive compounds. The present study compares the chemical structure properties and antioxidant activity of pigments extracted from the skin of Octopus vulgaris (OVS) and Dosidicus gigas (DGS) with methanol-HCl (T1) and ethanol-HCl (T2). The solubility and spectroscopic analysis (UV-Vis and¹H NMR) indicated that extracted pigments belonged to the ommochrome family. Xanthommatin, dihydroxanthommatin, and kynurenine compounds were identified in the extracts using correlated homonuclear spectroscopy (COSY). The results showed that OVS yielded a higher recovery rate of pigments with antioxidant activity (DPPH, ABTS, and FRAP) than DGS in both solvents. T1 extracted the highest level of antioxidant pigments. The kynurenine proportion and proton peaks observed at 3.0-5.0 ppm (amino-aromatics) in the¹H NMR spectra may explain the differences in antioxidant activity of OVS and DGS.

Original language	English
Article number	e56520
Journal	Food Science and Technology
Volume	42
DOIs	https://doi.org/10.1590/fst.56520
State	Published - 2022

Bibliographical note

Funding Information:
Authors recognize Consejo Nacional de Ciencia y Tecnología (CONACYT) Mexico for financing the project 2174 and for the graduate scholarship granted to Dania Marisol Esparza-Espinoza.

Publisher Copyright:
© 2022, Sociedade Brasileira de Ciencia e Tecnologia de Alimentos, SBCTA. All rights reserved.

Keywords

Antioxidant
Cephalopod skin
Chemical structure
Ommochrome pigments

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title = "Chemical structure and antioxidant activity of cephalopod skin ommochrome pigment extracts",

abstract = "Significant opportunities exist in the use of seafood by-products to create new beneficial products. Moreover, cephalopod skin is a good source of bioactive compounds. The present study compares the chemical structure properties and antioxidant activity of pigments extracted from the skin of Octopus vulgaris (OVS) and Dosidicus gigas (DGS) with methanol-HCl (T1) and ethanol-HCl (T2). The solubility and spectroscopic analysis (UV-Vis and1H NMR) indicated that extracted pigments belonged to the ommochrome family. Xanthommatin, dihydroxanthommatin, and kynurenine compounds were identified in the extracts using correlated homonuclear spectroscopy (COSY). The results showed that OVS yielded a higher recovery rate of pigments with antioxidant activity (DPPH, ABTS, and FRAP) than DGS in both solvents. T1 extracted the highest level of antioxidant pigments. The kynurenine proportion and proton peaks observed at 3.0-5.0 ppm (amino-aromatics) in the1H NMR spectra may explain the differences in antioxidant activity of OVS and DGS.",

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AU - Esparza-Espinoza, Dania Marisol

AU - Santacruz-Ortega, Hisila Del Carmén

AU - Chan-Higuera, Jesús Enrique

AU - Cárdenas-López, José Luis

AU - Burgos-Hernández, Armando

AU - Carbonell-Barrachina, Ángel A.

AU - Ezquerra-Brauer, Josafat Marina

PY - 2022

Y1 - 2022

N2 - Significant opportunities exist in the use of seafood by-products to create new beneficial products. Moreover, cephalopod skin is a good source of bioactive compounds. The present study compares the chemical structure properties and antioxidant activity of pigments extracted from the skin of Octopus vulgaris (OVS) and Dosidicus gigas (DGS) with methanol-HCl (T1) and ethanol-HCl (T2). The solubility and spectroscopic analysis (UV-Vis and1H NMR) indicated that extracted pigments belonged to the ommochrome family. Xanthommatin, dihydroxanthommatin, and kynurenine compounds were identified in the extracts using correlated homonuclear spectroscopy (COSY). The results showed that OVS yielded a higher recovery rate of pigments with antioxidant activity (DPPH, ABTS, and FRAP) than DGS in both solvents. T1 extracted the highest level of antioxidant pigments. The kynurenine proportion and proton peaks observed at 3.0-5.0 ppm (amino-aromatics) in the1H NMR spectra may explain the differences in antioxidant activity of OVS and DGS.

AB - Significant opportunities exist in the use of seafood by-products to create new beneficial products. Moreover, cephalopod skin is a good source of bioactive compounds. The present study compares the chemical structure properties and antioxidant activity of pigments extracted from the skin of Octopus vulgaris (OVS) and Dosidicus gigas (DGS) with methanol-HCl (T1) and ethanol-HCl (T2). The solubility and spectroscopic analysis (UV-Vis and1H NMR) indicated that extracted pigments belonged to the ommochrome family. Xanthommatin, dihydroxanthommatin, and kynurenine compounds were identified in the extracts using correlated homonuclear spectroscopy (COSY). The results showed that OVS yielded a higher recovery rate of pigments with antioxidant activity (DPPH, ABTS, and FRAP) than DGS in both solvents. T1 extracted the highest level of antioxidant pigments. The kynurenine proportion and proton peaks observed at 3.0-5.0 ppm (amino-aromatics) in the1H NMR spectra may explain the differences in antioxidant activity of OVS and DGS.

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Chemical structure and antioxidant activity of cephalopod skin ommochrome pigment extracts

Abstract

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Keywords

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