In the search for new antimalarials, we used the quinone scaffold of marine secondary metabolites as a chemical starting point to synthesize new thiazinoquinone compounds. Most of synthetic derivatives have shown a significant pharmacological activity and some structural requirements, critical for both the antiplasmodial effect and cytotoxicity, have been evidenced. The redox properties of the prepared compounds have been investigated by computational studies and electrochemical assays, which indicated that a higher antiplasmodial activity of some thiazinoquinones is related to their greater ability to form the semiquinone species and strongly interact with free Fe(III)-protoporphyrin IX.

Marine inspired antiplasmodial thiazinoquinones: synthesis, computational studies and electrochemical assays / Imperatore, Concetta; Persico, Marco; Aiello, Anna; Luciano, Paolo; Guiso, M.; Sanasi, M. F.; Taramelli, D.; Parapini, S.; Cebrián Torrejón, G.; Doménech Carbó, A.; Fattorusso, Caterina; Menna, Marialuisa. - In: RSC ADVANCES. - ISSN 2046-2069. - 5:86(2015), pp. 70689-70702. [10.1039/C5RA09302C]

Marine inspired antiplasmodial thiazinoquinones: synthesis, computational studies and electrochemical assays

IMPERATORE, CONCETTA
Co-primo
;
PERSICO, MARCO
Co-primo
;
AIELLO, ANNA;LUCIANO, PAOLO;FATTORUSSO, CATERINA
Penultimo
;
MENNA, MARIALUISA
Ultimo
2015

Abstract

In the search for new antimalarials, we used the quinone scaffold of marine secondary metabolites as a chemical starting point to synthesize new thiazinoquinone compounds. Most of synthetic derivatives have shown a significant pharmacological activity and some structural requirements, critical for both the antiplasmodial effect and cytotoxicity, have been evidenced. The redox properties of the prepared compounds have been investigated by computational studies and electrochemical assays, which indicated that a higher antiplasmodial activity of some thiazinoquinones is related to their greater ability to form the semiquinone species and strongly interact with free Fe(III)-protoporphyrin IX.
2015
Marine inspired antiplasmodial thiazinoquinones: synthesis, computational studies and electrochemical assays / Imperatore, Concetta; Persico, Marco; Aiello, Anna; Luciano, Paolo; Guiso, M.; Sanasi, M. F.; Taramelli, D.; Parapini, S.; Cebrián Torrejón, G.; Doménech Carbó, A.; Fattorusso, Caterina; Menna, Marialuisa. - In: RSC ADVANCES. - ISSN 2046-2069. - 5:86(2015), pp. 70689-70702. [10.1039/C5RA09302C]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/612457
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