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Análise da sensibilidade de Pseudomonas aeruginosa e Staphylococcus aureus à quimioterapia fotodinâmica Antimicrobiana (PACT) com Ftalocianina Cloro-Alumínio (FC - \'CL\'AL\') / Sensitivity analysis of Pseudomonas aeruginosa and Staphylococcus aureus to PACT with a phthalocyanine-derived photosensitizerBastos, Jessica Lucia Neves 22 March 2013 (has links)
Úlceras são alterações que ocorrem na integridade da pele como consequência de lesões diversas, constituindo a dificuldade de sua cura um grave problema de saúde pública. A fototerapia com laser de baixa intensidade (LLLT), através de seus efeitos biomoduladores, vem sendo apontada como uma técnica prática, rápida e eficaz para esses casos. Entretanto, aplicações de LLLT podem, em alguns casos, estimular a proliferação de microrganismos patogênicos presentes na lesão, resultando numa piora da infecção e maior retardo no processo de reparo. Nesses casos, o uso de quimioterapia fotodinâmica antimicrobiana (PACT) pode ser uma alternativa. O presente estudo testou a eficácia da PACT com Ftalocianina Cloro-Alumínio (FC-ClAl) e da LLLT na inativação de microrganismos, com uma dose energética adequada para não prejudicar o processo de cicatrização. Em biofilmes de P. aeruginosa e S. aureus previamente cultivados por um período de 24 h em microplacas de 24 e 96 poços, realizou-se etapa única de aplicação da fototerapia LLLT e PACT com 4 diferentes formulações para inativação de microrganismos: formulação vazia (ausência de fármaco fotossensível FV), formulação catiônica vazia (com alteração em sua polaridade FCV), formulação aniônica com fármaco fotossensível (apenas Ftalocianina Cloro-alumínio FC-ClAl FAPc), formulação catiônica com fármaco fotossensível (FC-ClAl + formulação com polaridade alterada FCPc). Foram feitas análises quantitativas através da contagem de células viáveis e medidas de absorbância em leitora de ELISA com sal tetrazólio, 3-(4,5-dimethylthiazol-2-yl)-2,5-difenil brometo de tetrazólio (MTT), associado. Os dados obtidos foram comparados através de análise de variância (ANOVA) com nível de confiança de 95%. Os resultados obtidos permitiram concluir que a PACT com FC-ClAl sozinha (FAPc) não apresenta ação bactericida satisfatória sobre a P. aeruginosa e a S. aureus, mostrando resultados estimulatórios a esses microrganismos quando comparada às outras 3 formulações utilizadas. A ação antimicrobiana só foi observada ao se ter a associação da PACT Ftalocianina cloro-alumínio com a formulação catiônica (FCPc), a qual mostrou intensa interação com os biofilmes microbianos, principalmente com a S. aureus, mesmo na ausência de Ftalocianina (FCV). / Ulcers are changes on the skin integrity as a consequence of several lesions, and its cure represents a serious public health problem. Phototherapy based on low level laser therapy (LLLT), through its biomodulatory effects, has been pointed as a fast, practical and effective therapy for these cases. However, LLLT applications may, in some cases, stimulate pathogenic microorganisms proliferation present in the lesion, resulting in a worst infection and longer delay on the healing process. For such cases the use of Photodynamic Antimicrobial Chemotherapy (PACT) can be an alternative. The present study tested the PACT effectiveness with a phthalocyanine-derived photosensitizer and LLLT on microorganism inactivation, with an adequate energy dose in order to not damage all the healing process. On P. aeruginosa and S. aureus mature biofilms, previously cultivated for a period of 24 h in 24 and 96 wells-plate, a single application of phototherapy based on LLLT and PACT to inactivate bacteria was performed, with four different formulations: blank formulation (FV - no photosensitive drug), cationic empty formulation (FCV - formulation with an inverted polarity), formulation with anionic photosensitive drug (FAPc - only Chloro-aluminum Phthalocyanine) and cationic formulation with photosensitive drug (FCPc - Chloro-aluminum Phthalocyanine associated with an inverted polarity formulation). Quantitative analyses were performed through the counting of colony forming units (CFU) and the absorbance analysis with MTT associated. The data were compared through variance analysis test (ANOVA), with a confidence level of 95%. The results showed that PACT with Chloro-aluminum Phthalocyanine itself does not present satisfactory bactericidal effect against P. aeruginosa and S. aureus. This photosensitizer (FAPc) presented a microorganism stimulatory action when compared with the other three formulations used. The bactericidal effect was seen only with the PACT with cationic formulation association, which demonstrated an intense interaction with microbial biofilms, especially with S. aureus, even in the absence of Phthalocyanine (FCV).
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Protein Hypercitrullination, a Basic Mechanism of Demyelinating DiseasesLei, Haolan 10 January 2011 (has links)
Multiple sclerosis (MS) is a complex disease of the human central nervous system (CNS) involving the patchy destruction of the myelin sheath. Previous studies have found a consistent biochemical change in MS normal appearing white matter (NAWM) i.e. the increased citrullination of myelin basic protein (MBP) resulting in decreased myelin compaction. This process is facilitated by the enzyme family of peptidylarginine deiminases (PADs), of which PAD2 and PAD4 are expressed in mouse and human brain white matter. Therefore, we propose the inhibition of PAD enzymes would reverse protein hypercitrullination and represents a potential treatment for MS. Treatment with 2-chloroacetamidine (2CA), an active site inhibitor of PAD, attenuated diseases in four independent mouse models of MS associated with decreased PAD activity level, normalized peptidylcitrullination, and improved myelin morphology. Therefore, protein hypercitrullination may be a basic mechanism implicated in both neurodegenerative and autoimmune models of MS.
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Protein Hypercitrullination, a Basic Mechanism of Demyelinating DiseasesLei, Haolan 10 January 2011 (has links)
Multiple sclerosis (MS) is a complex disease of the human central nervous system (CNS) involving the patchy destruction of the myelin sheath. Previous studies have found a consistent biochemical change in MS normal appearing white matter (NAWM) i.e. the increased citrullination of myelin basic protein (MBP) resulting in decreased myelin compaction. This process is facilitated by the enzyme family of peptidylarginine deiminases (PADs), of which PAD2 and PAD4 are expressed in mouse and human brain white matter. Therefore, we propose the inhibition of PAD enzymes would reverse protein hypercitrullination and represents a potential treatment for MS. Treatment with 2-chloroacetamidine (2CA), an active site inhibitor of PAD, attenuated diseases in four independent mouse models of MS associated with decreased PAD activity level, normalized peptidylcitrullination, and improved myelin morphology. Therefore, protein hypercitrullination may be a basic mechanism implicated in both neurodegenerative and autoimmune models of MS.
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Desinfecção de efluente de lagoa facultativa com ácido tricloroisocianúrico : avaliação da inativação de coliformes / Disinfection of sanitary effluent of facultative pond with trichloroisocyanuric acid : evaluation of inactivation of coliformsCampos, Josimar Augusto, 1968- 25 August 2018 (has links)
Orientador: Bruno Coraucci Filho / Dissertação (mestrado) - Universidade Estadual de Campinas, Faculdade de Engenharia Civil, Arquitetura e Urbanismo / Made available in DSpace on 2018-08-25T22:40:46Z (GMT). No. of bitstreams: 1
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Previous issue date: 2014 / Resumo: Para minimizar o impacto causado pelo lançamento dos esgotos nos corpos hídricos é necessário que os mesmos passem por uma etapa de desinfecção, antes de sua disposição final, objetivando conter a disseminação das doenças de veiculação hídrica. Neste contexto, este trabalho tem o objetivo de avaliar um sistema de cloração utilizando pastilhas de ácido triclorisocianúrico, aplicado para desinfecção do efluente sanitário de uma lagoa facultativa, no município de Itirapuã - SP. Para a avaliação utilizou-se um ensaio experimental, realizado em laboratório, onde foram testadas as concentrações de 2,5, 3,5, 5, 10, 15 e 20 mg.L-1 de cloro residual total, nos tempos de contato de 5, 15, 30, 45 e 60 minutos, para definição da dosagem; além do teste em escala real com a implantação do sistema na estação de tratamento de esgoto para análise do desempenho, que foi baseada na inativação de bactérias do grupo coliforme. No ensaio experimental, com a aplicação de 3,5 mg.L-1 de cloro residual total em tempo de contato de 30 minutos, o que resulta no fator CT de 105 mg.min.L-1, atingiu-se inativação de 5 log e 4,5 log para coliformes totais e E.coli, respectivamente. Com o sistema implantado na estação de tratamento de esgoto, na concentração de 10 mg.L-1 de cloro residual total aplicado no efluente, a inativação de coliforme total foi de 4,7 log e de E.coli 4,6 log. Os resultados obtidos demonstram que o sistema foi efetivo na desinfecção do efluente, possibilitando seu lançamento em corpos d¿água classe 2 sem comprometimento da qualidade bacteriológica, além de ser operacionalmente simples / Abstract: To minimize the impact caused by the release of sewage in water bodies is necessary that it pass through a stage of disinfection, prior to its final disposal, aiming to contain the spread of waterborne diseases. In this context, this study aims to evaluate a system of chlorination using trichloroisocyanuric acid tablet, applied to disinfect the sanitary effluent of a facultative pond, in Itirapuã - SP. The evaluation was done using a experimental testing, performed in the laboratory, in which they were tested concentrations of 2.5, 3.5, 5, 10, 15 and 20 mg.L-1 of total residual chlorine in contact times of 5, 15, 30, 45 and 60 minutes, for definition of dosing; beyond the onsite testing with the system deployment in the sewage treatment station for performance analysis, which was based on inactivation of coliform group bacteria. In experimental testing, the application of 3.5 mg.L-1 of total residual chlorine, in contact time of 30 minutes, which results in CT factor of 105 mg.min.L-1, reached inactivation of 5 log and 4.5 log for total coliforms and E. coli, respectively. In the onsite testing, at a concentration of 10 mg.L-1 of total residual chlorine applied in the effluent, the inactivation of total coliform was 4.7 log and E. coli 4.6 log. The results obtained demonstrate that the system was effective in disinfecting the effluent, enabling its launch in bodies of water class 2 without compromising the bacteriological quality, besides being operationally simple / Mestrado / Saneamento e Ambiente / Mestre em Engenharia Civil
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Análise da sensibilidade de Pseudomonas aeruginosa e Staphylococcus aureus à quimioterapia fotodinâmica Antimicrobiana (PACT) com Ftalocianina Cloro-Alumínio (FC - \'CL\'AL\') / Sensitivity analysis of Pseudomonas aeruginosa and Staphylococcus aureus to PACT with a phthalocyanine-derived photosensitizerJessica Lucia Neves Bastos 22 March 2013 (has links)
Úlceras são alterações que ocorrem na integridade da pele como consequência de lesões diversas, constituindo a dificuldade de sua cura um grave problema de saúde pública. A fototerapia com laser de baixa intensidade (LLLT), através de seus efeitos biomoduladores, vem sendo apontada como uma técnica prática, rápida e eficaz para esses casos. Entretanto, aplicações de LLLT podem, em alguns casos, estimular a proliferação de microrganismos patogênicos presentes na lesão, resultando numa piora da infecção e maior retardo no processo de reparo. Nesses casos, o uso de quimioterapia fotodinâmica antimicrobiana (PACT) pode ser uma alternativa. O presente estudo testou a eficácia da PACT com Ftalocianina Cloro-Alumínio (FC-ClAl) e da LLLT na inativação de microrganismos, com uma dose energética adequada para não prejudicar o processo de cicatrização. Em biofilmes de P. aeruginosa e S. aureus previamente cultivados por um período de 24 h em microplacas de 24 e 96 poços, realizou-se etapa única de aplicação da fototerapia LLLT e PACT com 4 diferentes formulações para inativação de microrganismos: formulação vazia (ausência de fármaco fotossensível FV), formulação catiônica vazia (com alteração em sua polaridade FCV), formulação aniônica com fármaco fotossensível (apenas Ftalocianina Cloro-alumínio FC-ClAl FAPc), formulação catiônica com fármaco fotossensível (FC-ClAl + formulação com polaridade alterada FCPc). Foram feitas análises quantitativas através da contagem de células viáveis e medidas de absorbância em leitora de ELISA com sal tetrazólio, 3-(4,5-dimethylthiazol-2-yl)-2,5-difenil brometo de tetrazólio (MTT), associado. Os dados obtidos foram comparados através de análise de variância (ANOVA) com nível de confiança de 95%. Os resultados obtidos permitiram concluir que a PACT com FC-ClAl sozinha (FAPc) não apresenta ação bactericida satisfatória sobre a P. aeruginosa e a S. aureus, mostrando resultados estimulatórios a esses microrganismos quando comparada às outras 3 formulações utilizadas. A ação antimicrobiana só foi observada ao se ter a associação da PACT Ftalocianina cloro-alumínio com a formulação catiônica (FCPc), a qual mostrou intensa interação com os biofilmes microbianos, principalmente com a S. aureus, mesmo na ausência de Ftalocianina (FCV). / Ulcers are changes on the skin integrity as a consequence of several lesions, and its cure represents a serious public health problem. Phototherapy based on low level laser therapy (LLLT), through its biomodulatory effects, has been pointed as a fast, practical and effective therapy for these cases. However, LLLT applications may, in some cases, stimulate pathogenic microorganisms proliferation present in the lesion, resulting in a worst infection and longer delay on the healing process. For such cases the use of Photodynamic Antimicrobial Chemotherapy (PACT) can be an alternative. The present study tested the PACT effectiveness with a phthalocyanine-derived photosensitizer and LLLT on microorganism inactivation, with an adequate energy dose in order to not damage all the healing process. On P. aeruginosa and S. aureus mature biofilms, previously cultivated for a period of 24 h in 24 and 96 wells-plate, a single application of phototherapy based on LLLT and PACT to inactivate bacteria was performed, with four different formulations: blank formulation (FV - no photosensitive drug), cationic empty formulation (FCV - formulation with an inverted polarity), formulation with anionic photosensitive drug (FAPc - only Chloro-aluminum Phthalocyanine) and cationic formulation with photosensitive drug (FCPc - Chloro-aluminum Phthalocyanine associated with an inverted polarity formulation). Quantitative analyses were performed through the counting of colony forming units (CFU) and the absorbance analysis with MTT associated. The data were compared through variance analysis test (ANOVA), with a confidence level of 95%. The results showed that PACT with Chloro-aluminum Phthalocyanine itself does not present satisfactory bactericidal effect against P. aeruginosa and S. aureus. This photosensitizer (FAPc) presented a microorganism stimulatory action when compared with the other three formulations used. The bactericidal effect was seen only with the PACT with cationic formulation association, which demonstrated an intense interaction with microbial biofilms, especially with S. aureus, even in the absence of Phthalocyanine (FCV).
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The viability of poly (chlorotrifluoroethylene-co-vinylidene fluoride) as an oxidiser in extrudable pyrotechnic compositionsCowgill, Andrew William January 2017 (has links)
In a push towards more environmentally friendly pyrotechnics, new greener pyrotechnic compositions need to be developed. A primary goal is to replace components such as lead, barium, and chromium in pyrotechnic compositions. Fused Deposition Modelling (FDM) is a 3D printing/additive manufacturing method whereby a thin filament is passed through a heated nozzle, and extruded onto a substrate in successive layers. This method of manufacturing could be used to produce pyrotechnic time delays based on suitable “green” polymer/fuel mixtures. Fluoropolymers are an attractive oxidising system for pyrotechnic use as fluorine is highly reactive and reacts relatively easily with common metallic fuels such as aluminium and magnesium to release a large amount of energy. Fluoropolymers are already in use as oxidisers and binders, especially in infrared decoy flares. PTFE has found wide use in the pyrotechnics industry, but is not melt-processible. A similar fluoropolymer, poly(chloro-trifluoroethylene) (PCTFE) was considered instead. PCTFE differs from PTFE in that one of the fluorine atoms in the TFE monomer has been replaced by a chlorine atom. The larger chlorine atom interferes with the packing of the polymer chains during polymerisation and, as such, may make it easier to process than PTFE. It was found that pure PCTFE degraded heavily during processing and was therefore precluded from any further study. Melt-processible copolymers containing PCTFE are available from industry. These copolymers contain vinylidene fluoride (VDF) in addition to the CTFE i.e. poly(CTFE-co-VDF). Two grades of copolymer were obtained from 3M: FK-800® resin and Dyneon® 31508 resin. These two polymers contain different ratios of CTFE to VDF. FK-800® resin was successfully extruded and showed minimal signs of degradation. Pyrotechnic films, containing aluminium powder as the fuel, were cast with both polymers using solvent techniques. Differential thermal analysis (DTA) was used to determine the ignition points of the compositions. All of the FK-800®-based compositions ignited at approximately 450 °C whilst all the Dyneon® 31508-based compositions ignited at approximately 400 °C. The energy output of the compositions was determined using bomb calorimetry. The experimental energy outputs of the FK-800®-based compositions correlated well with the predictions from the thermodynamic simulations. The maximum energy output, ~7.0 MJ∙kg1, occurred at a fuel loading between 30 – 35 wt.%. Except for one composition, the Dyneon® 31508-based compositions did not ignite in the bomb calorimeter. FK-800® was successfully extruded into a filament and showed minimal signs of degradation. In order to assess the impact of adding a solid filler on the mechanical properties and extrudability of the polymer, magnesium hydroxide was used as inactive model compound in place of aluminium. A filament of FK-800® and Mg(OH)2 was successfully compounded and produced using a filler loading of 30 wt.%. Compounding of the Dyneon 31508® with the magnesium hydroxide was unsuccessful. Addition of LFC-1® liquid fluoroelastomer improved the processibility of the Dyneon 31508® by lowering the melt viscosity. / Dissertation (MEng)--University of Pretoria, 2017. / Chemical Engineering / MEng / Unrestricted
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Reactions of Pt(IV) and Pd(IV) Complexes with Multi-Electron SubstratesMadduma-Liyanage, Kumudu C. January 2014 (has links)
No description available.
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Continuous extraction and destruction of chloro-organics in wastewater using ozone-loaded Volasil (TM) 245 solventTizaoui, Chedly, Slater, M.J., Ward, D.B. January 2005 (has links)
No / Extracting waterborne contaminants to ozone-loaded Volasil¿245 (a siloxane solvent in which ozone is ten times more soluble than water) has been studied as a means of enhancing reaction kinetics and thus, providing more rapid wastewater decontamination. Investigation was carried out with respect to 2-chlorophenol and dichloromethane. Using a pilot scale continuous flow liquid¿liquid/ozone water treatment system, 2-chlorophenol was extracted to the ozone-loaded solvent phase and considerable extents of destruction were achieved. However, the approach was demonstrated to yield slightly less destruction than direct gas contact for the same utilization of ozone and enhanced reaction kinetics were not shown to occur. This was suggested to be due to increased interfacial mass transfer resistance and/or the promotion of less destructive reaction pathways. Modification of the existing pilot system, by conversion from co- to counter-current solvent-loading, enabled greater dissolved ozone concentrations to be achieved within the solvent. Increasing the counter-current exchange column height to not, vert, similar2.5 m was suggested for achieving a near optimum level of performance. The liquid¿liquid/ozone approach was demonstrated to be an effective means of indirectly exposing wastewater contaminants to concentrated ozone. As such the technology may be applicable as an alternative to direct gas contact in instances where the avoidance of contaminant sparging is desired (i.e. where contaminants are highly volatile, pungent and/or toxic) or foaming occurs
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Síntese de derivados de 8-hidroxiquinolina e avaliação da atividade antimicrobianaJoaquim, Angélica Rocha January 2018 (has links)
A prospecção e síntese de novos derivados de 8-hidroxiquinolina está em ascensão devido às suas diversas atividades biológicas. Neste trabalho é relatada a síntese e avaliação da atividade antimicrobiana de novos derivados contendo uma sulfonamida substituída na posição 5 da 8-hidroxiquinolina ou um grupamento aminossubstituído na posição 7 da 5-cloro-8-hidroxiquinolina ou 5-cloro-8-metoxiquinolina. Os derivados 5-sulfonamidas foram preparados por clorossulfonação seguida da reação com a amina apropriada. Os derivados 7-aminossubstituído foram sintetizados através da metilação da hidroxila da posição 8, seguida da reação de cross-coupling catalisada por paládio e desmetilação. A avaliação da atividade antimicrobiana foi realizada através do método de microdiluição em caldo. Dentre os compostos sintetizados, 5a (da série 5-sulfonamidas) foi o mais potente, sendo ativo contra todas as espécies fúngicas testadas, além de apresentar importante atividade contra cepas de Staphylococcus aureus, e baixa toxicidade contra células VERO. Isso sugere que a introdução de um grupamento retirador de elétrons em para no substituinte arila da posição 5 é importante para a atividade antimicrobiana. Ainda, a nanoemulsão preparada contendo 5a manteve a atividade antifúngica da substância contra espécies de Candida spp. A série 7-aminossubstituído também apresentou resultados muito interessantes. Desta série, o composto 5i foi o mais potente. Isso sugere que grupamentos heterocíclicos hidrofílicos na posição 7 podem favorecer a atividade antifúngica. A presença da hidroxila livre na posição 8 parece ser essencial para a atividade antifúngica, pois os derivados protegidos por uma metila foram pouco ativos. Os derivados de 8-hidroxiquinolina 5a e 5i podem ser considerados para estudos posteriores na busca de novos agentes antimicrobianos. / The synthesis and screening of new 8-hydroxyquinoline derivatives is growing, due to their various biological activities. In this work, the synthesis and antimicrobial evaluation of new derivatives containing a substituted 5-sulfonamide in the 8-hydroxyquinoline or a substituted amino group at the 7-position of the 5-chloro-8-hydroxyquinoline or 5-chloro-8-methoxyquinoline is reported. The 5-sulfonamide derivatives were prepared by chlorosulfonation followed by the reaction with the appropriate amine. The 7-amino derivatives were synthesized by methylation of the 8-hydroxyquinoline, followed by palladium-catalyzed cross-coupling reaction and demethylation. The antimicrobial evaluation was tested by the broth microdilution method. Among all the prepared compounds, 5a (from the 5-sulfonamide series) was the most potent, being active against all the fungal species tested, while also showing important activity against Staphylococcus aureus strains, and low toxicity against VERO cells. This suggests that the introduction of an electron-withdrawing group at para-position of the N-aryl substituent is important for the activity. In addition, the prepared 5a nanoemulsion maintained the antifungal activity of the compound against Candida spp. The 7-amino series has also presented interesting results. In this series, 5i was the most potent compound. This suggests that the hydrophilic heterocyclic substituent at the 7-position was favorable to antifungal activity. The presence of the free hydroxyl at the 8-position is important for the antifungal activity, since the methyl-protected derivatives were poorly active. The 8-hydroxyquinoline derivatives 5a and 5i may be considered for further studies in the search for novel antimicrobial agents.
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Síntese de derivados de 8-hidroxiquinolina e avaliação da atividade antimicrobianaJoaquim, Angélica Rocha January 2018 (has links)
A prospecção e síntese de novos derivados de 8-hidroxiquinolina está em ascensão devido às suas diversas atividades biológicas. Neste trabalho é relatada a síntese e avaliação da atividade antimicrobiana de novos derivados contendo uma sulfonamida substituída na posição 5 da 8-hidroxiquinolina ou um grupamento aminossubstituído na posição 7 da 5-cloro-8-hidroxiquinolina ou 5-cloro-8-metoxiquinolina. Os derivados 5-sulfonamidas foram preparados por clorossulfonação seguida da reação com a amina apropriada. Os derivados 7-aminossubstituído foram sintetizados através da metilação da hidroxila da posição 8, seguida da reação de cross-coupling catalisada por paládio e desmetilação. A avaliação da atividade antimicrobiana foi realizada através do método de microdiluição em caldo. Dentre os compostos sintetizados, 5a (da série 5-sulfonamidas) foi o mais potente, sendo ativo contra todas as espécies fúngicas testadas, além de apresentar importante atividade contra cepas de Staphylococcus aureus, e baixa toxicidade contra células VERO. Isso sugere que a introdução de um grupamento retirador de elétrons em para no substituinte arila da posição 5 é importante para a atividade antimicrobiana. Ainda, a nanoemulsão preparada contendo 5a manteve a atividade antifúngica da substância contra espécies de Candida spp. A série 7-aminossubstituído também apresentou resultados muito interessantes. Desta série, o composto 5i foi o mais potente. Isso sugere que grupamentos heterocíclicos hidrofílicos na posição 7 podem favorecer a atividade antifúngica. A presença da hidroxila livre na posição 8 parece ser essencial para a atividade antifúngica, pois os derivados protegidos por uma metila foram pouco ativos. Os derivados de 8-hidroxiquinolina 5a e 5i podem ser considerados para estudos posteriores na busca de novos agentes antimicrobianos. / The synthesis and screening of new 8-hydroxyquinoline derivatives is growing, due to their various biological activities. In this work, the synthesis and antimicrobial evaluation of new derivatives containing a substituted 5-sulfonamide in the 8-hydroxyquinoline or a substituted amino group at the 7-position of the 5-chloro-8-hydroxyquinoline or 5-chloro-8-methoxyquinoline is reported. The 5-sulfonamide derivatives were prepared by chlorosulfonation followed by the reaction with the appropriate amine. The 7-amino derivatives were synthesized by methylation of the 8-hydroxyquinoline, followed by palladium-catalyzed cross-coupling reaction and demethylation. The antimicrobial evaluation was tested by the broth microdilution method. Among all the prepared compounds, 5a (from the 5-sulfonamide series) was the most potent, being active against all the fungal species tested, while also showing important activity against Staphylococcus aureus strains, and low toxicity against VERO cells. This suggests that the introduction of an electron-withdrawing group at para-position of the N-aryl substituent is important for the activity. In addition, the prepared 5a nanoemulsion maintained the antifungal activity of the compound against Candida spp. The 7-amino series has also presented interesting results. In this series, 5i was the most potent compound. This suggests that the hydrophilic heterocyclic substituent at the 7-position was favorable to antifungal activity. The presence of the free hydroxyl at the 8-position is important for the antifungal activity, since the methyl-protected derivatives were poorly active. The 8-hydroxyquinoline derivatives 5a and 5i may be considered for further studies in the search for novel antimicrobial agents.
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