Synchrotron-based FTIR evaluation of biochemical changes in cancer and noncancer cells induced by brominated marine coelenteramine

Carla M Magalhaes; Tanja Dučić; Renato B Pereira; Patricia González-Berdullas; José E Rodríguez-Borges; David M Pereira; Joaquim C G Esteves da Silva; Manuel Algarra; Luís Pinto da Silva

doi:10.1016/j.abb.2023.109660

Synchrotron-based FTIR evaluation of biochemical changes in cancer and noncancer cells induced by brominated marine coelenteramine

Arch Biochem Biophys. 2023 Jul 15:743:109660. doi: 10.1016/j.abb.2023.109660. Epub 2023 May 30.

Authors

Carla M Magalhaes¹, Tanja Dučić², Renato B Pereira³, Patricia González-Berdullas¹, José E Rodríguez-Borges⁴, David M Pereira³, Joaquim C G Esteves da Silva¹, Manuel Algarra⁵, Luís Pinto da Silva⁶

Affiliations

¹ Chemistry Research Unit (CIQUP), Institute of Molecular Sciences (IMS), Department of Geosciences, Environment and Territorial Planning, Faculty of Sciences, University of Porto, Rua do Campo Alegre s/n, 4169-007, Porto, Portugal.
² ALBA CELLS Synchrotron, Carrer de la Llum 2-26 08290 Cerdanyola del Vallès, Barcelona, Spain. Electronic address: tducic@cells.es.
³ REQUIMTE/LAQV, Laboratório de Farmacognosia, Departamento de Química, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, Nº 228, 4050-213, Porto, Portugal.
⁴ LAQV/REQUIMTE, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre s/n, 4169-007, Porto, Portugal.
⁵ INAMAT2 - Institute for Advanced Materials and Mathematics, Department of Science, Public University of Navarra, Campus de Arrosadia, 31006, Pamplona, Spain. Electronic address: manuel.algarra@unavarra.es.
⁶ Chemistry Research Unit (CIQUP), Institute of Molecular Sciences (IMS), Department of Geosciences, Environment and Territorial Planning, Faculty of Sciences, University of Porto, Rua do Campo Alegre s/n, 4169-007, Porto, Portugal. Electronic address: luis.silva@fc.up.pt.

PMID: 37263463
DOI: 10.1016/j.abb.2023.109660

Abstract

The mode of action toward gastric cancer cells of brominated Coelenteramine, an analogue of a metabolic product of a marine bioluminescent reaction, was investigated by synchrotron radiation-based Fourier Transform Infrared spectrocopy (FTIR). This method revealed that the anticancer activity of brominated Coelenteramine is closely connected with cellular lipids, by affecting their organization and composition. More specifically, there is an increasing extent of oxidative stress, which results in changes in membrane polarity, lipid chain packing and lipid composition. However, this effect was not observed in a noncancer cell line, helping to explain its selectivity profile. Thus, synchrotron radiation-based FTIR helped to identify the potential of this Coelenteramine analogue in targeting membrane lipids, while proving to be a powerful technique to probe the mechanism of anticancer drugs.

Keywords: Anticancer therapy; Bioluminescence; Coelenteramine; Coelenterazine; FTIR; Synchrotron radiation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Humans
Lipids
Neoplasms*
Oxidative Stress
Spectroscopy, Fourier Transform Infrared / methods
Synchrotrons*

Substances

Lipids