Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient cyclobutane. The novel tandem intramolecular photocycloaddition- retro-Mannich (TIPCARM) sequence leads to a spiropyrrolidine which is poised to undergo a second retro-Mannich fragmentation [TIPCA(RM)₂] that expels the malonate unit present in the photo substrate and generates transiently an indolenine. The indolenine undergoes rearrangement to a β-carboline which can undergo further rearrangement under oxidizing conditions to an oxindole. Three oxindole natural products, coerulescine, horsfiline and elacomine, were synthesized using this strategy. The TIPCARM strategy was extended to an approach that would encompass the Vinca alkaloids vindorosine and minovine. In this case, the TIPCARM sequence was followed by an intramolecular cyclization that provided tetracyclic ketone 5.86 containing rings A, B, C and D of vindorosine. A tetracyclic intermediate was synthesized which could also provided access to the Vinca alkaloid minovine. / Graduation date: 2012

There is a continuing interest in the subject of arene carbonylation, especially in strong acids and environmentally-benign alternatives are sought to HF/BF3 and to AlCl3 as conversion agents. Ionic liquids offer a powerful solvent for useful conversion agents such as aluminum chloride. The ILs permit AlCl3 to be used at lower HCl partial pressures than with other solvents. The superior reactivity demonstrated by acidic, chloroaluminate ILs is probably due to their enhanced solvation power for HCl and CO. Addition of HCl gas increased reactivity of the system by forming Brnsted acids, and toluene carbonylation is a Brnsted demanding reaction. It was found that reaction is stoichiometric in Al species and only intrinsically acidic ILs are active for toluene carbonylation, therefore it was possible to correlate observed conversion with predicted amounts of Lewis + Brnsted acids. Molecular modeling provided information about the different species present in these ILs and predicted 1H NMR, and 27Al NMR spectrum. Predictions suggested that three types of HCl species are present; and these predictions were confirmed using data of 13C-labeled acetone and its 13C-NMR spectra. These data showed that only one of the three types of HCl in the IL were super acidic. Reactivity towards arene formylation can be tuned by adjusting the ligands R and R in the organic cation and by changing the anion. This reactivity tuning can be exploited in a process where high acidity is required for the conversion of substrate but where separation of product from IL is facilitated by low acidity.

Polycyclic aromatic hydrocarbons (PAHs) and nitrogen-containing polycyclic aromatic compound (N-PAC) are widespread toxic pollutants in environments. The fate of PAHs and N-PACs are of great concern because some of these compounds were identified as caricinogenic, mutagenic and teratogenic compounds. As described in literature, dissolved organic matter (DOM) is an important factor in control of their fate; however, the binding behaviors between these compounds and DOM are still not fully understood. The binding constants (KDOC) between humic substances and one selected N-PAC, benzo[h]quinoline, were measured at varying pH levels using fluorescence quenching (FQ) method. As fluorescence characteristics of benzo[h]quinoline change with pH, determination required two optimum sets of excitation and emission wavelength pairs. A simple mixing model was proposed and used to eliminate the inherent fluorescence interference between benzo[h]quinoline (BQ) and its protonated form, benzo[h]quinolinium (BQH+), and to deduce Kmix which represents the overall binding as the sum of that for the individual analogs. The characteristics of humic substances, especially their hydrophobicity and aromaticity, established by principal components analysis of structural and elemental compositions, were the main determinants of their binding affinity with both benzo[h]quinoline and benzo[h]quinolinium (KBQ and KBQH+) across a range of pH values. Hydrophobic interaction is likely to control the binding between humic substance and benzo[h]quinoline and benzo[h]quinolinium, in lower and higher pH ranges (pH<3, pH>6). In contrast, cation exchange seems to control on the binding affinity of benzo[h]quinolinium in the middle range of pH. Determination of PAH concentration is quite essential for investigating the fate of PAHs in environments. Microwave-assisted headspace solid-phase microextraction (MA-HS-SPME) with a polydimethylsiloxane/divinylbenzene (PDMS/DVB) fiber was applied as a single step prior to determination of PAH concentrations in water using GC-MS. To optimize the extraction efficiency of PAHs by MA-HS-SPME, the influence of various parameters, including temperature, duration of thermal desorption, microwave irradiation power and duration, and the temperature of the circulating cooling water system, was studied. The proposed method was demonstrated applicable to environmental water samples. In addition, DOM matrix effect did not influence the determination and extraction efficiency of PAHs. Although the proposed simple mixing model can eliminate the fluorescent interference of hydrophobic organic compounds with acid-base pair forms, it is still limited in using for correcting the KDOC measurement of more than two fluorescent compounds simultaneously. A new alternative protocol, complexation-flocculation combined with MA-HS-SPME/GC-MS method, was proposed to determine the binding constants of seleted PAHs to humic substances. The results obtained are comparable with KDOC data reported in literatures. CF-MA-HS-SPME/GC-MS provides some advantages over other methods, such as applicable not limited to fluorescent compounds, faster in determination and capable in measuring varieties of compounds simultaneously.

Cotton stalk lignin extractions were performed via alkaline methods at different conditions. Crude and post treated cotton stalk lignins, olive mill wastewater and garlic stalk juice were examined in terms of antimicrobial activity. Antimicrobial lignin was isolated depending on alkaline extraction conditions. Lignin extracted at 60&deg / C exhibited significant antimicrobial effect towards both Escherichia coli and Bacillus pumilus. However different post treatments such as ultrasonication and TiO2-assisted photocatalytic oxidation did not result in antimicrobial compounds. Olive mill wastewater and garlic stalk juice exerted substantial antimicrobial effects towards tested microorganisms. Xylan-based biodegradable films containing lignin, garlic stalk juice, tannic acid and olive mill wastewater were characterized against both B. pumilus and E. coli by means of their antimicrobial activities. E. coli exhibited lesser sensitivity to all tested antimicrobial xylan films except tannic acid-integrated xylan film than B. pumilus. Antimicrobial lignin integrated-xylan film exhibited stronger effect towards tested microorganisms than tannic acid-integrated film. In the case of both antimicrobial lignin and tannic acid integrated xylan films, 4% was found to be the maximum antimicrobial compound percentage in film forming solutions to observe continuous film formation. Lignin samples with/without antimicrobial activity were characterized by means of their chemical structure via FTIR and LC-MS. FTIR results revealed that cotton stalk lignins were significantly broken down via alkaline treatment and this breakdown resulted in the formation of new fractions and also ester &amp / ether bonds between antimicrobial hydroxycinnamic acids and lignin were cleaved during the alkaline treatments of cotton stalk lignins. By FTIR results, C=C bonds were found to be characteristic for antimicrobial lignin sample and it was suggested that these bonds might be the reason of the antimicrobial activity. By LC-MS qualitative mass analysis, antibacterial lignin fractions were found to be quite different from non-antibacterial lignin fractions. LC-MS results indicated that the antimicrobial lignin fractions might be lignin-derived oligomers and/or might be flavonoids. Cotton stalk lignin fractions demonstrated different antimicrobial activities depending on the method of isolation and chemical treatment.

Thesis (Ph.D.) -- McMaster University, 1999. / Includes bibliographical references (leaves 149-161). Also available via World Wide Web.

[pt] No presente trabalho foram desenvolvidos dois métodos analíticos baseados na eletroforese capilar (EC), visando a identificação e quantificação de treze compostos policíclicos aromáticos nitrogenados (CAN) em amostras de óleo diesel e gasóleo. As variantes de EC usadas foram a cromatografia capilar eletrocinética micelar (MECC) e a cromatografia eletrocinética em microemulsão (MEEKC). Os compostos estudados foram indol (I), 2-metilindol (2MI), 3-metilindol (3MI), 7-metilindol (7MI), quinolina (QNL), 7,8-benzoquinolina (78BQ), acridina (ACR), carbazol (CBZ), 3-etilcarbazol (3EC), 9-metilcarbazol (9MC), 9-etilcarbazol (9EC), N,N-dimetilanilina (A) e N-metilpirrol (P). As condições experimentais para os dois métodos foram ajustadas visando, quando possível, a separação entre os treze analitos, possibilitando a determinação de cada um deles na amostra. Em MECC utilizou-se eletrólito contendo ácido bórico, dodecilsulfato de sódio (SDS), ureia e acetonitrila (ACN). Os limites instrumentais de quantificação ficaram entre 1,0 e 7,8 mg L(-1). A análise de amostra fortificada com os analitos produziu valores de recuperação entre 85 e 106 por cento. O modo MEEKC utilizou eletrólito contendo acetato de etila, butan-1-ol, SDS e tetraborato de sódio. Os limites instrumentais de quantificação ficaram entre 0,3 e 5,6 mg L(-1). A análise de amostra fortificada com os analitos produziu valores de recuperação entre 89 e 103 por cento. / [en] In the present work two analytical methodologies in capillary electrophoresis (CE) were developed aiming the identification and quantification of thirteen nitrogen polycyclic aromatic compounds (NPAC) in diesel oil and gas oil samples. The two methodologies studied were micellar electrokinetic capillary chromatography (MECC) and microemulsion electrokinetic chromatography (MEEKC). The studied compounds were indole (I), 2-methylindole (2MI), 3-methylindole (3MI), 7-methylindole (7MI), quinoline (QNL), 7,8-benzoquinoline (78BQ), acridine (ACR), carbazole (CBZ), 3-ethylcarbazole (3EC), 9-methylcarbazole (9MC), 9-ethylcarbazole (9EC), N,N-dimethylaniline (A) e N-methylpirrole (P). The experimental conditions to both methods were adjusted aiming the separation of all analytes in a way to provide individual determination on samples. In MECC the background electrolyte was composed of boric acid, sodium dodecylsulphate (SDS), ureia e acetonitrile (ACN). Instrumental limits of quantification were from 1.0 to 7.8 mg L(-1). The fortified sample analysis produced recoveries values from 85 to 106 per cent. In MEEKC the background electrolyte was composed of ethyl acetate, butan-1-ol, SDS and sodium tetraborate. Instrumental limits of quantification were from 0.3 to 5.6 mg L(-1). The fortified sample analysis produced recoveries values from 89 to 103 per cent.

Dans un contexte de réchauffement climatique, une compréhension des mécanismes atmosphériques influençant le bilan radiatif terrestre est nécessaire. Les nuages peuvent participer à un refroidissement mais des incertitudes demeurent sur ces systèmes qui sont encore mal connus (notamment la composition de leur fraction organique). Depuis toujours, seules les réactions chimiques et surtout celles radicalaires sont considérées comme importantes pour jouer sur la composition des nuages. Cependant la découverte de microorganismes métaboliquement actifs pose la question de leur rôle en tant que biocatalyseurs. Ces microorganismes sont en effet à même d'utiliser des molécules carbonées comme nutriments, de dégrader des molécules précurseur des radicaux (H2O2) et de se prémunir contre le stress oxydant. L'objectif de ce travail est de mesurer l'impact des processus photochimiques et biologiques sur la composition chimique du nuage. Pour cela, la quantification de •OH, le radical responsable de la réactivité diurne, et l’évaluation de l’impact des microorganismes sur cette concentration à l’état stationnaire ont été entreprises. Après un développement en milieu modèle, la méthode a été appliquée à des eaux atmosphériques (eaux de pluies et eaux de nuages). Les concentrations obtenues sont de l'ordre de 10-17 à 10-15 M et ne sont pas modifiées en présence de microorganismes. Ces concentrations sont plus faibles que celles obtenues dans les modèles de chimie atmosphérique, ceci peut s’expliquer par un manque de connaissance sur la matière organique. Pour mieux caractériser cette dernière, des composés aromatiques simples présents dans des eaux de nuages ont été identifiés, le phénol a été retrouvé dans les 8 échantillons analysés. Une étude approfondie sur sa dégradation a donc été entreprise. Nous avons montré que des transcrits d’enzymes intervenant dans sa biotransformation sont synthétisés par les bactéries in situ dans l’eau de nuage. De plus, 93% des souches bactériennes testées, isolées de ce milieu, dégradent le phénol. Pour évaluer l'impact relatif des processus de dégradation biotique et abiotique du phénol, une expérience de photobiodégradation avec une souche modèle (Rhodococcus erythropolis PDD-23b-28) a été entreprise. Ces deux processus interviennent avec une importance de même ordre de grandeur. Ces résultats suggèrent que les microorganismes et les radicaux interviennent dans la remédiation naturelle de l'atmosphère. / In the context of global warming, more precise knowledge of atmospheric processes is needed to evaluate their impact on the Earth radiative budget. Clouds can limit the increase of temperature but this retroaction is not well understood due to a lack of knowledge of cloud media (like organic fraction composition). From the beginning of atmospheric studies, only chemical, especially radical, reactions was taken into account. However microorganisms metabolically active were found in cloud water arising questions about their role as biocatalyst. They are able to use carboxylic acids as nutriments, to degrade radical precursor (like H2O2) and to survive oxidative stress. The aim of this work is to quantify the impact of photochemical and biological processes on cloud chemistry composition. First, the concentrations of •OH, the most reactive radical, were evaluated and the influence of microorganisms on the concentrations were studied. A new method was developed in artificial medial before direct quantification of steady state •OH concentration in atmospheric waters (rain and cloud waters). Concentrations ranged from 10-17 to 10-15 M and did not change in presence of microorganisms. These measures were lower than concentrations estimated by chemical atmospheric models. A possible explanation was an underestimation of the main sink of this radical (organic matter). To better characterize this fraction, simple aromatic compounds were identified in cloud waters, phenol was found in the 8 samples analyzed. To go further, we studied phenol degradation in detail. Enzyme transcripts involved in phenol degradation were present in cloud water samples showing in situ activity of native bacteria. 93% of tested cultural strains, isolated from cloud waters, were able to degrade phenol. To quantify the relative contribution of radical versus microbial processes allowing phenol degradation, we performed photo-biodegradation experiment with a model strain (Rhodococcus erythropolis PDD-23b-28). Our results showed that these two processes participated equally to phenol degradation, suggesting that microorganisms and radicals can be involved in atmospheric natural remediation.

Made available in DSpace on 2016-12-06T17:42:06Z (GMT). No. of bitstreams: 1 PGPV15DA017.pdf: 2167142 bytes, checksum: f46dc26724e5902a13e50a01c53ada5b (MD5) Previous issue date: 2015-04-30 / Coordenação de Aperfeiçoamento de Pessoal de Nível Superior / Four experiments were conducted to evaluate the effect of 1-MCP in CS and CA, and the ULO storage on the sensory quality and incidence of physiological disorders in function of the maturation at harvest in pears Conference and Alexander Lucas harvested at three production location. The fruit harvest was carried out in the cities of Ravensburg (orchard 1) for both cultivars and Langenargen (Orchard 2) and Öhringen (orchard 3) only for Alexander Lucas . All locations are in the state of Baden-Württemberg, southwestern Germany. For the experiments 1, 2 and 3 the design was completely randomized in a factorial scheme five (storage conditions) for two (harvest maturity). Treatments were: cold storage (CS-21.0 kPaO2+0.03 kPa CO2), controlled atmosphere (CA-2 kPa O2 / <0.7 kPa CO2), CS with 1-MCP application (CS+1-MCP-300 nL L-1), CA with application of 1-MCP (CA+1-MCP) and ultra low oxygen (ULO, 0.7 kPa O2 /<0.7 kPa CO2) versus harvest 1 (05/09/2012; Streif index of 0.15, 0.12, 0.09 to 1, 2 and 3 orchards, respectively) and harvest 2 (18/09/2012; Streif index of 0.08; 0.06, 0.08 for orchard 1, 2 and 3, respectively). All treatments were stored at 0±0.1°C and 94±2% relative humidity. In the experiment 4 was added high CO2 treatment (CO2-2 kPa O2/CO2 3 kPa). After seven months of storage plus seven days at ambient conditions (20±2°C/60±5% RH) fruits were evaluated for sensory attributes of firmness, color of skin (h°), soluble solids (SS), titratable acidity (TA) and aromatic compounds aldehydes, alcohols and esters. In addition, it were measured production of ethylene, &#945;-farnesene, 6-methyl-5-heptene-2-one and respiratory rate, phenolics, vitamin C of epidermis, scald and internal browning , percentage of fruit with cavities and rot, and mineral content. In general the best storage condition to Conference would be in CA+1-MCP in fruit picked with IS 0.08. This condition provides larger fruits with reduced scald index without internal browning, besides development of aromatic compounds. The storage of the fruits of Alexander Lucas for seven months plus seven days at room temperature is too long. All the storage conditions caused internal disorder. Nevertheless, there are indications of the best storage condition in CS+1-MCP in fruits picked with IS 0.08. In this condition beyond the larger return occurs in the production of volatile reduction in surface escaldaura and browning occurs and no appearance of cavities / Foram conduzidos quatro experimentos com o objetivo de avaliar o efeito do 1-MCP, em AR e AC, e do ULO sobre a qualidade sensorial e incidência de distúrbios fisiológicos, em função do estádio de maturação em peras Conference e Alexander Lucas colhidas em três locais de produção. A colheita dos frutos foi realizada nos municípios de Ravensburg (pomar 1), para ambas as cultivares e Langenargen (pomar 2) e Öhringen (pomar 3) somente para Alexander Lucas . Todos os municípios localizam-se no estado de Baden-Württemberg, sudoeste da Alemanha. Para os experimentos 1, 2 e 3 o delineamento utilizado foi o inteiramente casualizado em esquema bifatorial cinco (condições de armazenamento) por dois (pontos de maturação). Os tratamentos foram: atmosfera refrigerada (AR-21,0 kPa O2+0,03 kPa CO2), atmosfera controlada (AC-2 kPa O2/<0,7 kPa CO2), AR com aplicação de 1-MCP (AR*-300 nL L-1), AC com aplicação de 1-MCP (AC*) e ultra baixo oxigênio (ULO-0,7 kPa O2/<0,7 kPa CO2) combinados com colheita 1 (05/09/2012; índice de Streif (IS) de 0,15; 0,12; 0,09 para pomares 1, 2 e 3, respectivamente) e colheita 2 (18/09/2012; IS de 0,08; 0,06; 0,08 para pomares 1, 2 e 3, respectivamente). Todos os tratamentos foram armazenados a 0±0,1ºC e 94±2% de umidade relativa. Ao experimento 4 foi acrescida a condição de armazenamento alto CO2 (2 kPa O2/3 kPa CO2). Após sete meses de armazenamento mais sete dias em condições ambiente (20±2ºC / 60±5% de UR) os frutos foram avaliados no experimento 1 e 2 quanto às taxas de produção de etileno e taxa respiratória, acidez titulável (AT), sólidos solúveis (SS), firmeza de polpa, cor da epiderme (h°) e compostos aromáticos. No experimento 3 foi avaliado o índice de frutos com escaldadura superficial, produção de &#945;-farneseno e 6-metil-5-hepteno-2-ona, compostos fenólicos, vitamina C da epiderme e no experimento 4 o índice de escurecimento da polpa, porcentagem de frutos com cavidades e com podridão e teor de minerais. De maneira geral, apesar da perda na eficácia do 1-MCP no retardo do amadurecimento para ambas cultivares com o atraso na colheita a melhor condição de armazenamento para cultivar Conference seria em AC* em frutos colhidos com IS 0,08 (colheita 2). Está condição proporciona frutos maiores, com menor índice de escaldadura, ausência de distúrbios internos e com desenvolvimento de compostos aromáticos. O armazenamento dos frutos de Alexander Lucas por sete meses mais sete dias em temperatura ambiente é muito longo, pois todas as condições de armazenamento causaram distúrbios internos. Apesar disso, há indícios de que a melhor condição para o armazenamento desta cultivar é AR* em frutos colhidos com IS 0,08 (colheita 2), já que, ocorre retorno na produção de aroma, redução na escaldaura superficial e do escurecimento da polpa, sem o aparecimento de cavidades

Os hidrocarbonetos monoaromáticos BTEX (benzeno, tolueno, etilbenzeno e xilenos) têm sido utilizados como solventes e estão presentes no ambiente, incluindo o ar, solo e água. Entre os componentes mais tóxicos estão o benzeno e o tolueno. Para uma correta avaliação do efeito desses contaminantes em águas é imprescindível a realização de estudos ecotoxicológicos. O objetivo deste trabalho foi estudar a toxicidade aguda e crônica dos hidrocarbonetos monoaromáticos por BTEX sobre os organismos testes Daphnia magna, Vibrio fischeri, Desmodesmus subspicatus e comparar os resultados com os limites definidos pelas legislações. Foram preparadas soluções aquosas em presença de metanol empregando-se padrões de BTEX-Mix, benzeno e tolueno (isolados). Essas soluções foram empregadas nos testes de ecotoxicidade conduzidos de acordo com metodologias padronizadas pela ABNT. Os resultados mostraram que para os testes com Daphnia magna os valores de CE50(48h) para BTEX-Mix, benzeno e tolueno foram, respectivamente, 1.187,27 μg.L-1, 73,23 g.L-1, 81,58 μg.L-1. Os testes com Desmodesmus subspicatus não apresentaram sensibilidade para o BTEX-Mix até 1000 μg.L-1 e foram obtidos os valores de CI(96h) para benzeno e tolueno, respectivamente, 197,90 g.L-1, 7.270 g.L-1. Com relação à utilização de metodologias padronizadas foi verificado que os ensaios com Daphnia magna apresentaram maior reprodutibilidade. Os resultados dos ensaios com Vibrio fischeri não apresentaram reprodutibilidade principalmente devido à volatilização das amostras. Comparações realizadas entre os valores das legislações e os resultados obtidos nos testes permitiram afirmar que, na maioria dos casos, os valores máximos permitidos estão abaixo do CE50 encontrado no estudo. Para descarte de efluentes em corpo receptor são preocupantes os valores estipulados quando o corpo receptor não possui grande capacidade de assimilar as altas cargas dos monoaromáticos. Para a Portaria 2914/2011 de consumo de água, o valor de 170 μg.L-1 está acima do CE50 e do CE10 encontrado para Daphnia magna, enquanto para a dessendentação de animais conforme o CONAMA 396/08 está abaixo. Os valores internacionais ambientais coincidem e estão abaixo dos valores encontrados, já as referências no Brasil para avaliação de passivos estão acima. / The hidocarbonetos monoaromatic BTEX (benzene, toluene, ethylbenzene and xylenes) have been used as solvents and are present in the environment, including air, soil and water. Among the most toxic components are benzene and toluene. For a correct evaluation of the effect of these contaminants in water is essential to carry out ecotoxicological studies. The objective of this work was to study the acute and chronic toxicity of monoaromatic hydrocarbons BTEX represented by tests on organisms Daphnia magna, Vibrio fischeri, Desmodesmus subspicatus and compare with the current laws. Aqueous solutions were prepared in the presence of methanol from patterns of BTEX-Mix, benzene, and toluene (isolated). These solutions were used to ecotoxicity tests according to standard procedures by ABNT. The results showed that in tests with Daphnia magna EC50 values (48h) for BTEX (mix), benzene and toluene were respectively 1187.27 μgL-1, 73.23 μgL-1, 81.58 μgL-1. Tests with Desmodesmus subspicatus showed no sensitivity to the BTEX (mix) until 1000 μgL-1 were obtained and the values of CI (96h) for benzene and toluene, respectively, 197.90 μgL-1, 7,270 μgL-1. With respect to the use of standardized methodologies been found that Daphnia magna assays showed higher reproducibility. The results of tests with Vibrio fischeri showed no reproducibility principally due to volatilization of the samples. Comparisons between the values of laws and the results obtained in tests enabled state that in most cases the maximum allowed values are below the EC50 found in the study. For disposal of effluent in the receiving body are disturbing the values stipulated when the receiver does not have great body ability to absorb the high loads of monoaromatic. For Ordinance number 2914/2011 of water amounts to 170 μgL-1. It is above the EC50 and EC10 found for Daphnia magna, while for tooth loss of animals as CONAMA 396/08 is below. The international environmental values coincide and are below the values found in the references already in Brazil for evaluation of liabilities are above.

O desenvolvimento da cadeia suína e consequentemente de seus derivados é crescente devido ao investimento em tecnologias que contribuam com rendimento, qualidade e lucratividade. A linguiça colonial destaca-se entre os embutidos com ênfase regionalista, produto esse muito consumido e apreciado. Devido a necessidade de uma alimentação, nutritiva e prática, aliada a uma vida de prateleira mais prolongada o desenvolvimento da linguiça colonial utilizando um antioxidante natural aplicada em uma formulação com redução de sódio poderá tornar-se um produto diferenciado e competitivo. O objetivo deste estudo foi avaliar o efeito do antioxidante natural e a vida de prateleira do produto com diferentes concentrações de antioxidante (extrato de alecrim) e antioxidante químico (eritorbato de sódio) em 5 formulações. Foram realizadas avaliações físico-químicas (pH, cor, acidez total, perda de peso e atividade de água no tempo 0, 5, 10, 15, 20, 25 e 30 dias) as quais evidenciam a queda do pH e a diminuição da atividade de água ao longo do tempo, influenciando diretamente na análise de perda de peso, acidez total e umidade. As análises microbiológicas foram realizadas no 4° dia e atenderam a legislação vigente. Análise de textura que analisou o perfil de textura e força de cisalhamento sendo evidente a influência da desidratação da amostra para os resultados obtidos nestes parâmetros no tempo 10, 20 e 30 dias. Na análise do perfil dos ácidos graxos foi majoritário a presença dos ácidos graxos insaturados. A análise da oxidação lipídica ao final da vida de prateleira (30 dias) pelo método que avalia as substâncias reativas ao ácido tiobarbitúrico – TBARS, indicou oxidação em todas as formulações, indicando a necessidade de novas pesquisas, haja visto, que, na literatura relata poucos trabalhos com linguiça colonial. / The development of the pig chain and consequently its derivatives is increasing due to the investment in technologies that contribute to yield, quality and profitability. The colonial sausage stands out among the sausages with regional emphasis, product that much consumed and appreciated. Due to the need for a nutritious and practical diet, coupled with a longer shelf life, the development of colonial sausage using a natural antioxidant applied in a sodium-reduced formulation may become a differentiated and competitive product. The objective of this study was to evaluate the effect of the natural antioxidant and the shelf life of the product with different concentrations of antioxidant (rosemary extract) and chemical antioxidant (sodium erythorbate) in 5 formulations. Physical and chemical evaluations were performed (pH, color, total acidity, weight loss and water activity at time 0, 5, 10, 15, 20, 25 and 30 days), which showed a decrease in pH and a decrease in activity of water over time, directly influencing the analysis of weight loss, total acidity and moisture.Microbiological analyzes were performed on the 4th day and complied with current legislation. Analysis of texture that analyzed the texture profile and shear force, evidencing the influence of the dehydration of the sample for the results obtained in these parameters at time 10, 20 and 30 days. In the analysis of fatty acid profile, the presence of unsaturated fatty acids was the most frequent. The analysis of the lipid oxidation at the end of the shelf life (30 days) by the method that evaluates thiobarbituric acid reactive substances - TBARS, indicated oxidation in all formulations, indicating the need for new research, since, in the literature reports few works with colonial sausage.