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New Sulfonamides Derived from Carvacrol: Compounds with High Antibacterial Activity against Resistant Staphylococcus aureus Strains

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Journal of Biosciences and Medicines 2016年第7期4卷 105-114页

作者： Aldo Sena de Oliveira luana canzian llanes Inês Maria Costa Brighente Ricardo José Nunes Rosendo Augusto Yunes Nilton Máximo Junior Ana Milda Karsten Baumgart Anays Noumeh Aust Alexandre Bella Cruz Department of Chemistry Federal University of Santa Catarina Florianópolis Brazil Graduate Program in Pharmaceutical Sciences University of Valley of ltajaí Itajaí Brazil

Nine new sulfonamides derived from carvacrol were prepared through a reaction between 4-hydroxy-2-isopropyl-5-methyl benzene sulfonyl chloride with various amines in excellent yields (76% - 92%). The sulfonamides were characterized using spectrometric and spectroscopic methods. Among these compounds, three derivatives showed excellent results in antibacterial activity against resistant S. aureus strains, with MIC values ranging from 3.9 to 62.50 ppm. The sulfonamide derivative of 4-methylaniline (SULF-1) had the best performance for all tested strains of bacteria (MIC = 3.9 to 15.62 ppm). Furthermore, the sulfonamide derivative of 4-fluoro aniline (SULF-3), which also presented promising results, was found to have a synergistic effect when combined with tetracycline and partial synergistic effect when combined with ampicillin, exhibiting an FIC index between 0.50 and 0.75. The sulfonamide derivative of 4-methylaniline had a synergistic effect in combination with erythromycin exhibiting an FIC index of 0.37. Carvacrol in association with the antibiotics tested did not have a synergistic effect.

关键词： Sulfonamides Carvacrol Antibacterial Staphylococcus aureus Synergism

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Use of Ultrasound and Microwave Irradiation for Clean and Efficient Synthesis of 3,3’-(Arylmethylene)bis (2-hydroxynaphthalene-1,4-dione) Derivatives

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Green and Sustainable Chemistry 2014年第4期4卷 177-184页

作者： Aldo S. de Oliveira luana C. llanes Ricardo J. Nunes Rosendo A. Yunes Inês M. C. Brighente Departamento de Química Universidade Federal de Santa Catarina Campus Universitário Trindade Florianópolis Brazil

Nine 3,3’-(arylmethylene)bis(2-hydroxynaphthalene-1,4-dione) derivatives were synthesized through the reaction between 2-hydroxy-1,4-naphthalen-1,4-dione and different aromatic alde-hydes in water applying ultrasonic irradiation for 5 min at room temperature and microwave irradiation for 15 min at 70°;C. Two of the nine derivatives, compounds 3-e and 3-i, obtained from 3-bromo-hydroxybenzaldehyde and 5-methylfuran-2-carbaldehyde, respectively, are previously unpublished. The structures of all compounds were established on the basis of their spectral data and mass analysis. The attractive features of this synthesis protocol include mild conditions, high atom-economy and excellent yields with the elimination of water as the only by-product.

关键词： 2-Hydroxy-1 4-naphthoquinone 3 3’-(Arylmethylene)bis(2-hydroxynaphthalene-1 4-dione) Derivatives Green Chemistry

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Antioxidant and Antifungal Activity of Naphthoquinones Dimeric Derived from Lawsone

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Journal of Biosciences and Medicines 2017年第2期5卷 39-48页

作者： Aldo S. de Oliveira Inês M. C. Brighente Rafael G. Lund luana C. llanes Ricardo J. Nunes Lizandra C. Bretanha Rosendo Augusto Yunes Pedro H. A. Carvalho Juliana S. Ribeiro Department of Chemistry Center of Physical and Mathematical Sciences Federal University of Santa Catarina Florian&oacute polis SC Brazil Oral Microbiology Laboratory Faculty of Dentistry Federal University of Pelotas Pelotas Brazil

This article reports the evaluation of antioxidant and antifungal activity from synthetic naphthoquinones derived from lawsone. The antifungal activity was carried out through the inhibition of exoenzymes produced by Candida albicans. The inhibition of phospholipase and the proteinase production by Candida was similar in all derivatives tested;however, the difference between the enzyme production of the control and test does not show statistical difference in any of the studied strains. Furthermore, the antioxidant activity using DPPH radical-scavenging assay showed an important activity for all naphtoquinone derivatives.

关键词： Napthoquinones Antifungal Candida albicans Antioxidant

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