Pyrones Isolated from Annona Acutiflora Exhibit Promising Cytotoxic Effects on Cancer Cell Lines

Author:

Folly Diogo1234ORCID,Candido da Silva Samille56,Dinis Gabriela3,Ouverney Gabriel7,Freimann Wermelinger Guilherme56,Silva Abreu Lucas3ORCID,Kaufmann Robbs Bruno56,Rocha Leandro124ORCID

Affiliation:

1. Laboratório de Tecnologia de Produtos Naturais LTPN Departamento de Tecnologia Farmacêutica Faculdade de Farmácia Universidade Federal Fluminense Rua, Mario Viana, 523 CEP: 24241-000 Santa Rosa, Niterói RJ Brazil

2. Universidade Federal Fluminense Faculdade de Farmácia, Departamento de Tecnologia Farmacêutica e Cosméticos CEP: 24241-000 Niterói-RJ Brazil

3. Laboratório de Química de Produtos Naturais Universidade Federal Fluminense Rua São João Batista, 2–188 CEP: 24020-141 Niterói RJ Brazil

4. Programa de Pós-Graduação em Biotecnologia Vegetal e Bioprocessos Universidade Federal do Rio de Janeiro Rio de Janeiro RJ Brazil

5. Department of Basic Science Campus Universitário de Nova Friburgo Federal Fluminense University Nova Friburgo CEP 28625-650 Brazil

6. Universidade Federal Fluminense Department of Basic Sciences, Nova Friburgo Health Institute CEP 28625-650 Nova Friburgo-RJ Brazil

7. Postgraduate Program in Sciences Applied to Health Products Faculty of Pharmacy Federal Fluminense University Niterói CEP 24020-141 RJ Brazil

Abstract

AbstractThis work discusses the ongoing challenge of cancer, focusing on therapy issues such as chemotherapy resistance and adverse drug effects. It emphasizes the need for new anticancer agents with improved efficacy and fewer side effects, exploring natural products from plant sources. The Annonaceae family, specifically the Annona genus, is highlighted for its medicinal properties, including anti‐inflammatory and anticancer effects. The study focuses on the isolation and elucidation of the substances present in Annona acutiflora leaves. The methodology involves chromatographic and spectroscopy techniques. The isolated compounds, (6S)‐5′‐oxohepten‐1′E,3′E‐dienyl)‐5,6‐dihydro‐2H‐pyran‐2‐one (1), (6R)‐5′‐oxohepten‐1′Z,3′E‐dienyl)‐5,6‐dihydro‐2H‐pyran‐2‐one (2) and (6R)‐5′‐oxohepten‐1′Z,3′E‐dienyl)‐5,6‐dihydro‐2H‐pyran‐2‐one (3) were investigated for cytotoxicity assays on cancer cell lines and normal cells. Results show promising cytotoxic activity, particularly with compound 3, demonstrating potential activity against oral cancer (43.18 μM), hepatocarcinoma (17.24 μM), melanoma (5.39 μM), and colon cancer (59.03 μM). The compound outperforms carboplatin in selectivity against oral cancer (S. I. 2.15) and melanoma (S. I. 17.22). The study concludes by suggesting the potential of these α‐pyrones as effective and less toxic alternatives for cancer therapy.

Publisher

Wiley

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