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Mar. Drugs 2017, 15(11), 335; doi:10.3390/md15110335

Insight into the Mechanism of Action of Marine Cytotoxic Thiazinoquinones

The NeaNat Group, Department of Pharmacy, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy
Italian Malaria Network—Centro Interuniversitario di Ricerche Sulla Malaria (CIRM), Dipartimento di Medicina Sperimentale e Scienze Biochimiche, via Del Giochetto, 06122 Perugia, Italy
Department of Pharmacy, University of Salerno, Via Giovanni Paolo II 132, Fisciano, 84084 Salerno, Italy
Departament de Química Analítica, Facultat de Química, Universitat de València, Dr. Moliner 50, Burjassot, 46100 Valencia, Spain
Departement Des Sciences, Université de Nîmes University, Nimes EA7352 CHROME, Rue du Dr. G. Salan, 30021 Nîmes CEDEX 1, France
These authors equally contributed to this work.
Authors to whom correspondence should be addressed.
Received: 27 September 2017 / Revised: 24 October 2017 / Accepted: 26 October 2017 / Published: 2 November 2017
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The electrochemical response of four natural cytotoxic thiazinoquinones isolated from the Aplidium species was studied using conventional solution-phase and solid-state techniques, based on the voltammetry of immobilized particles methodology. The interaction with O2 and electrochemically generated reactive oxygen species (ROS) was electrochemically monitored. At the same time, a molecular modeling study including density functional theory (DFT) calculations was performed in order to analyze the conformational and electronic properties of the natural thiazinoquinones, as well as those of their reduced intermediates. The obtained electrochemical and computational results were analyzed and correlated to cytotoxic activity of these compounds, highlighting some features possibly related to their mechanism of action. View Full-Text
Keywords: bioactive natural products; thiazinoquinones; electrochemistry; DFT calculations; reactive radical species; cytotoxic activity bioactive natural products; thiazinoquinones; electrochemistry; DFT calculations; reactive radical species; cytotoxic activity

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Imperatore, C.; Cimino, P.; Cebrián-Torrejón, G.; Persico, M.; Aiello, A.; Senese, M.; Fattorusso, C.; Menna, M.; Doménech-Carbó, A. Insight into the Mechanism of Action of Marine Cytotoxic Thiazinoquinones. Mar. Drugs 2017, 15, 335.

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