Please use this identifier to cite or link to this item: https://hdl.handle.net/10316/107172
Title: Bioinspired-Metalloporphyrin Magnetic Nanocomposite as a Reusable Catalyst for Synthesis of Diastereomeric (-)-Isopulegol Epoxide: Anticancer Activity Against Human Osteosarcoma Cells (MG-63)
Authors: Dias, Lucas D. 
Batista de Carvalho, Ana L. M. 
Pinto, Sara M. A. 
Aquino, Gilberto L. B. 
Calvete, Mário J. F. 
Rossi, Liane M.
Marques, Maria Paula 
Pereira, Mariette M. 
Keywords: hybrid magnetic nanoparticles; manganese(III) porphyrin; epoxidation; molecular oxygen; terpene; isopulegol; anticancer activity; human osteosarcoma
Issue Date: 24-Dec-2018
Publisher: MDPI
Project: PEst-OE/QUI/UI0313/2014 
UID/MULTI/00070/2013 
CNPq – Brasil (Conselho Nacional de Desenvolvimento Científico e Tecnológico) - PhD grant 232620/2014-8/GDE 
ReNATURE – CENTRO-01-0145-FEDER-000007 
SFRH/BPD/84619/2012 
SFRH/BPD/99698/2014 
Serial title, monograph or event: Molecules
Volume: 24
Issue: 1
Abstract: In the present study, we developed a green epoxidation approach for the synthesis of the diastereomers of (-)-isopulegol benzyl ether epoxide using molecular oxygen as the oxidant and a hybrid manganese(III)-porphyrin magnetic reusable nanocomposite as the catalyst. High activity, selectivity, and stability were obtained, with up to four recycling cycles without the loss of activity and selectivity for epoxide. The anticancer effect of the newly synthesized isopulegol epoxide diastereomers was evaluated on a human osteosarcoma cell line (MG-63); both diastereomers showed similar in vitro potency. The measured IC50 values were significantly lower than those reported for other monoterpene analogues, rendering these epoxide isomers as promising anti-tumor agents against low prognosis osteosarcoma.
URI: https://hdl.handle.net/10316/107172
ISSN: 1420-3049
DOI: 10.3390/molecules24010052
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
I&D CQC - Artigos em Revistas Internacionais

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