Hydroxytyrosyl punicate: A first overview of a novel phenolipid with antiproliferative and antitrypanosomal activity

Olga Cruz-López; Elixabet Díaz-de-Cerio; Belén Rubio-Ruiz; Jose Manuel Espejo-Román; Pablo Peñalver; Juan Carlos Morales; Maria Fiorenza Caboni; Ana Conejo-García; Vito Verardo

Journal of Functional Foods (Jun 2024)

Hydroxytyrosyl punicate: A first overview of a novel phenolipid with antiproliferative and antitrypanosomal activity

Olga Cruz-López,
Elixabet Díaz-de-Cerio,
Belén Rubio-Ruiz,
Jose Manuel Espejo-Román,
Pablo Peñalver,
Juan Carlos Morales,
Maria Fiorenza Caboni,
Ana Conejo-García,
Vito Verardo

Affiliations

Olga Cruz-López: Department of Medicinal and Organic Chemistry and Excellence Research Unit of Chemistry Applied to Biomedicine and the Environment, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain; Biosanitary Institute of Granada (ibs.GRANADA), SAS-University of Granada, Avenida de Madrid, 15, 18012, Granada, Spain
Elixabet Díaz-de-Cerio: Department of Agro-Food Sciences and Technologies, Alma Mater Studiorum-University of Bologna, 40127, Bologna, Italy; Department of Nutrition and Food Science, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain
Belén Rubio-Ruiz: Department of Medicinal and Organic Chemistry and Excellence Research Unit of Chemistry Applied to Biomedicine and the Environment, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain; Biosanitary Institute of Granada (ibs.GRANADA), SAS-University of Granada, Avenida de Madrid, 15, 18012, Granada, Spain; GENYO, Centre for Genomics and Oncological Research, Pfizer/University of Granada/Andalusian Regional Government, PTS Granada, Avda. Ilustración 114, 18016 Granada, Spain
Jose Manuel Espejo-Román: Department of Medicinal and Organic Chemistry and Excellence Research Unit of Chemistry Applied to Biomedicine and the Environment, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain; GENYO, Centre for Genomics and Oncological Research, Pfizer/University of Granada/Andalusian Regional Government, PTS Granada, Avda. Ilustración 114, 18016 Granada, Spain
Pablo Peñalver: Department of Biochemistry and Molecular Pharmacology, Institute of Parasitology and Biomedicine, CSIC, Avenida del Conocimiento 17, PTS Granada, Armilla, 18016 Granada, Spain
Juan Carlos Morales: Department of Biochemistry and Molecular Pharmacology, Institute of Parasitology and Biomedicine, CSIC, Avenida del Conocimiento 17, PTS Granada, Armilla, 18016 Granada, Spain
Maria Fiorenza Caboni: Department of Agro-Food Sciences and Technologies, Alma Mater Studiorum-University of Bologna, 40127, Bologna, Italy
Ana Conejo-García: Department of Medicinal and Organic Chemistry and Excellence Research Unit of Chemistry Applied to Biomedicine and the Environment, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain; Biosanitary Institute of Granada (ibs.GRANADA), SAS-University of Granada, Avenida de Madrid, 15, 18012, Granada, Spain; Corresponding author.
Vito Verardo: Department of Nutrition and Food Science, Faculty of Pharmacy, University of Granada, Campus Cartuja s/n, 18071, Granada, Spain; Institute of Nutrition and Food Technology (INYTA) ‘José Mataix’, Biomedical Research Centre, University of Granada, Avenida del Conocimiento s/n, 18071 Granada, Spain; Corresponding author.

Journal volume & issue: Vol. 117
p. 106249

Abstract

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Polyunsaturated fatty acids and phenolic compounds are two families of natural products that have been widely investigated for their health benefits. The aim of this study was to prepare the novel phenolipid hydroxytyrosyl punicate (HT-PA) and evaluate its antiproliferative and antiparasitic properties. HT-PA was synthesized from hydroxytyrosol (HT) and punicic acid (PA) in a two-step chemical synthesis. HT-PA had an EC50 of 8.93 µM against non–small cell lung carcinoma A549 cells and was more active than HT or PA. It achieved a selectivity index of 11.20 for tumor cell line A549 over non-tumor cell line MCR-5. HT-PA displayed 80-fold and 60-fold greater activity against Trypanosoma brucei parasites (EC50 of 0.95 µM) compared with HT and PA, respectively, and > 100-fold selectivity for T. brucei over healthy MRC-5 cells.

Published in Journal of Functional Foods

ISSN: 1756-4646 (Print); 2214-9414 (Online)
Publisher: Elsevier
Country of publisher: United Kingdom
LCC subjects: Technology: Home economics: Nutrition. Foods and food supply
Website: https://www.journals.elsevier.com/journal-of-functional-foods

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