Efficient Catalytic Oxidation of 3-Arylthio- and 3-Cyclohexylthio-lapachone Derivatives to New Sulfonyl Derivatives and Evaluation of Their Antibacterial Activities
authors Cardoso, MFD; Gomes, ATPC; Moreira, CD; Simoes, MMQ; Neves, MGPMS; da Rocha, DR; da Silva, FD; Moreirinha, C; Almeida, A; Ferreira, VF; Cavaleiro, JAS
nationality International
journal MOLECULES
author keywords oxidation; porphyrinatoMn(III); hydrogen peroxide; arylthio; cyclohexylthio-lapachones; sulfonyl-lapachones; polyvinylpyrrolidone; antibacterial activity
keywords TRYPANOSOMA-CRUZI ACTIVITY; NOR-BETA-LAPACHONE; ORGANOSULFUR COMPOUNDS; ANTITUMOR-ACTIVITY; NAPHTHOQUINONES; COMPLEXES; AGENTS; PORPHYRINS; PARAMETERS; DELIVERY
abstract New sulfonyl-lapachones were efficiently obtained through the catalytic oxidation of arylthio- and cyclohexylthio-lapachone derivatives with hydrogen peroxide in the presence of a Mn(III) porphyrin complex. The antibacterial activities of the non-oxidized and oxidized lapachone derivatives against the Gram-negative bacteria Escherichia coli and the Gram-positive bacteria Staphylococcus aureus were evaluated after their incorporation into polyvinylpyrrolidone (PVP) micelles. The obtained results show that the PVP-formulations of the lapachones 4b-g and of the sulfonyl-lapachones 7e and 7g reduced the growth of S. aureus.
publisher MDPI AG
issn 1420-3049
year published 2017
volume 22
issue 2
digital object identifier (doi) 10.3390/molecules22020302
web of science category Chemistry, Organic
subject category Chemistry
unique article identifier WOS:000395552400116
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journal analysis (jcr 2017):
journal impact factor 3.098
5 year journal impact factor 3.268
category normalized journal impact factor percentile 57.994
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