Production of galactan phthalates derivatives extracted from Gracilaria birdie: Characterization, cytotoxic and antioxidant profile.

Abstract

The present work explores the esterification reaction in the polysaccharide extracted from the seaweed Gracilaria birdiae and investigates its antioxidant potential. The reaction process was conducted with phthalic anhydride at different reaction times (10, 20 and 30 min), using a molar ratio of 1:2 (polymer: phthalic anhydride). Derivatives were characterized by FTIR, TGA, DSC and XRD. The biological properties of derivatives were investigated by assays of cytotoxicity and antioxidant activity (2,2-diphenyl-1-picrylhydroxyl - DPPH and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt - ABTS). The results obtained by FT-IR confirmed the chemical modification, there was a reduction related to the presence of carbonyl and hydroxyl groups when compared to the in nature polysaccharide spectrum. TGA analysis showed a change in the thermal behavior of the modified materials. X-ray diffraction, it was shown that the in nature polysaccharide appeared as an amorphous material, while the material obtained after the chemical modification process had increased crystallinity, due to the introduction of phthalate groups. For the biological assays, it was observed that the phthalate derivative was more selective than the unmodified material for the murine metastatic melanoma tumor cell line (B16F10), revealing a good antioxidant profile for DPPH and ABTS radicals.

• Authors: Michelle de Sousa Ferreira, Fábio de Oliveira Silva Ribeiro, Flaviane França Dourado, Antônia Carla de Jesus Oliveira, Thaís Danyelle Santos Araújo, Lucas Moreira Brito, Claudia Pessoa, Laís Ramos Monteiro de Lima, Regina Célia Monteiro de Paula, Edson Cavalcanti Silva-Filho, Durcilene Alves da Silva
• Journal: International journal of biological macromolecules (Int J Biol Macromol) Vol. 243 Pg. 125254 (Jul 15 2023) ISSN: 1879-0003 [Electronic] Netherlands
• PMID: 37295699 (Publication Type: Journal Article)
• Copyright: Copyright © 2023. Published by Elsevier B.V.

Chemical References

• Antioxidants
• 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
• phthalic acid
• Phthalic Anhydrides
• Galactans
• Antineoplastic Agents
• Polysaccharides

Topics

• Animals
• Mice
• Antioxidants (chemistry)
• Phthalic Anhydrides
• Gracilaria
• Galactans
• Spectroscopy, Fourier Transform Infrared
• Antineoplastic Agents (chemistry)
• Polysaccharides (chemistry)