Síntese de beta-N-acetilglicosaminídeos de arila modificados em C-6 como potenciais agentes antimicrobianos

We report herein the synthesis of aryl beta-N-acetylglucosaminides containing azido, amino and acetamido groups at C-6 as potential antimicrobial agents. It was expected that these compounds could interfere with the biosynthesis and/or biotransformation of N-acetylglucosamine in fungi and bacteria. None of the compounds showed antimicrobial activity against bacteria (Bacillus subtilis, Micrococcus luteus, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa), filamentous fungus (Aspergillus niger) and yeasts (Saccharomyces cerevisae, Candida albicans and Candida tropicallis), at the concentration of 1 mg/mL in agar diffusion assay.

Composição e atividade antibacteriana dos óleos essenciais de Senecio crassiflorus var. crassiflorus

The essential oils of leaves, aerial and underground stems of Senecio crassiflorus var. crassiflorus were extracted by hydrodistillation and their analyses were performed by GC/MS. Qualitative and quantitative differences have been found between the analyzed parts. The main compounds of the essentials oils of the leaves were found to be oxygenated sesquiterpenes, while the oils from the aerial and underground stems showed sesquiterpene hydrocarbons as major constituents. Furthermore, the essential oils were tested against Staphylocccus aureus, Escherichia coli, Pseudomonas aeruginosa and Bacillus cereus. The essential oil of the leaves was shown to be the most active.

Constituintes químicos e atividade antimicrobiana dos extratos de Dilodendron bipinnatum (sapindaceae)

The phytochemical investigation of ethanolic extracts from leaves, branches and stems of D. bipinnatum afforded the steroids β-sitosterol, stigmasterol, campesterol, sitostenone and sitosterol-3-O-β-D-glycopyranoside, along with two cycloartane triterpenes: cycloeucalenol and 24-methylenecycloartenol. The antimicrobial activity of the extracts was evaluated against Staphylococcus aureus (ATCC 25923), Escherichia coli (ATCC 25922), Bacillus subtilis (ATCC 6623), Pseudomonas aeruginosa (ATCC 15442), Micrococcus luteus (ATCC 9341) and Candida albicans (ATCC 10231). The extracts of the leaves and branches showed moderate activity against Candida albicans. The extract of the branches was active against Micrococcus luteus. This is the first report on the phytochemical study of D. bipinnatum.

Phenolic derivatives and other chemical compounds from Cochlospermum regium

This study describes the chemical investigation of the ethyl acetate fraction obtained from the hydroethanolic extract of the xylopodium of Cochlospermum regium (Mart. & Schr.) Pilger, which has been associated with antimicrobial activity. Phytochemical investigation produced seven phenol derivatives: ellagic acid, gallic acid, dihydrokaempferol, dihydrokaempferol-3-O-β-glucopyranoside, dihydrokaempferol-3-O-β-(6"-galloyl)-glucopyranoside, pinoresinol, and excelsin. It also contained two triacylbenzenes, known as cochlospermines A and B. The hydroethanolic extract and its fractions exhibited antimicrobial activity (0.1 mg/mL) against Staphylococcus aureus and Pseudomonas aeruginosa. Gallic acid showed activity against S. aureus. Dihydrokaempferol-3-O-β-(6"-galloyl)-glucopyranoside is reported here for the first time in the literature.

Síntese e avaliação preliminar da atividade antibacteriana e antifúngica de derivados N-acilidrazônicos

We describe the synthesis and evaluation of N-acylhydrazone compounds bearing different electron-donating groups in one of its aromatic rings, obtained using a four-step synthetic route. IC50 values against pathogenic fungi and bacteria were determined by serial microdilution. Compounds showed low activity against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. By contrast, a derivative with a meta-oriented electron-donating group showed significant activity (IC50) against Candida albicans (17 µM), C. krusei (34 µM) and C. tropicalis (17 µM). Results suggest this is a promising lead-compound for synthesis of potent antifungal agents.

Chemical composition, circadian rhythm and antibacterial activity of essential oils of piper divaricatum: a new source of safrole

The essential oils from leaves, stems and fruits of Piper divaricatum were analyzed by GC-MS. The tissues showed high safrole content: leaves (98%), fruits (87%) and stems (83%), with yields of 2.0, 4.8 and 1.7%, respectively. This is a new alternative source of safrole, a compound widely used as a flavoring agent and insecticide. The leaf's oil showed antibacterial activity against gram-negative bacteria while safrole was active against Salmonella Typhimurium and Pseudomonas aeruginosa. In addition, the study of circadian rhythm of the safrole concentration in the essential oils of leaves showed a negligible variation of 92 to 98%.

Volatile and non-volatile compounds and antimicrobial activity of Mansoa difficilis (Cham.) Bureau & K. Schum: (Bignoniaceae)

Essential oil from the leaves of Mansoa difficilis was analyzed by GC/MS. Oct-1-en-3-ol (49.65%) was the major compound, but diallyl di- and trisulfide were also present (0.85 and 0.37%, respectively), justifying the garlic-like odor of the crushed leaves. The hexane and methanol extracts of the leaves and stems afforded as main constituents a mixture of linear hydrocarbons, spinasterol, stigmasterol, ursolic and oleanolic acids, two apigenin derivatives and verbascoside. The hexane and methanol extracts of leaves were tested for antimicrobial activity against ten microorganisms. The hexane extract was active against both Psedomonas aeruginosa and Staphylococcus aureus.

Flavonoides glicosilados de Erythroxylum pulchrum a. st.-hil. (Erythroxylaceae)

The phytochemical investigation of Erythroxylum pulchrum St. Hil. (Erythroxylaceae) led to the isolation of three known flavonoid glycosides quercetin-3-O-α-L-rhaminoside, ombuin-3-ruthinoside and ombuin-3-ruthinoside-5-glucoside. These flavonoids are being described for the first time in this E. pulchrum. The structures of the compounds were determined by analysis of IR, MS and NMR data, as well as by comparison with literature data. The methanolic extract of leaves from E. pulchrum inhibited the growth of the Bacillus subtilis CCT 0516, Escherichia coli ATCC 2536, Pseudomonas aeruginosa ATCC 8027, P. aeruginosa ATCC 25619, Staphylococcus aureus ATCC 6538, S. aureus ATCC 25925, Streptococcus sanguinis ATCC 15300, S. salivarius ATCC 7073, S. mutans ATCC 25175 and Streptococcus ATCC. S. aureus ATCC 25925 was the most sensitive among the other S. sanguinis while S. salivarius proved the most resistant.

Biodegradação bacteriana de compostos organoclorados

Due to their recalcitrant nature, organochlorides are already found in environment and the search for alternatives to eliminate these compounds such as biodegradation using native microorganisms is of great interest. A screening trial to select environmental bacteria able to degrade DDD, PCP and dieldrin was conducted. Among 14 isolates, the soil bacteria Pseudomonas aeruginosa L2-1 showed the highest tolerance to increasing concentrations of the organochlorides and was selected for further studies. Biodegradation was assessed in liquid medium, varying the concentrations of glucose and the presence of rhamnolipids (RL). The best medium for the occurrence of biodegradation of the compounds contained 0.5% glucose, giving approximately 50% yield after three days of incubation. Results showed that the biodegradation rates of the organochlorides by P. aeruginosa L2-1 were greater at low concentrations of glucose and in the presence of rhamnolipids.

Salacia crassifolia (Celastraceae): CHEMICAL CONSTITUENTS AND ANTIMICROBIAL ACTIVITY

The phytochemical study of hexane extract from leaves of Salacia crassifolia resulted in the isolation of 3β-palmitoxy-urs-12-ene, 3-oxofriedelane, 3β-hydroxyfriedelane, 3-oxo-28-hydroxyfriedelane, 3-oxo-29-hydroxyfriedelane, 28,29-dihydroxyfriedelan-3-one, 3,4-seco-friedelan-3-oic acid, 3β-hydroxy-olean-9(11):12-diene and the mixture of α-amirin and β-amirin. β-sitosterol, the polymer gutta-percha, squalene and eicosanoic acid were also isolated. The chemical structures of these constituents were established by IR, 1H and 13C NMR spectral data. Crude extracts and the triterpenes were tested against Entamoeba histolytica, Giardia lamblia and Trichomonas vaginalis and no activity was observed under the in vitro assay conditions. The hexane, chloroform, ethyl acetate and ethanol crude extracts, and the constituent 3,4-seco-friedelan-3-oic acid and 28,29-dihydroxyfriedelan-3-one showed in vitro antimicrobial activity against Salmonella typhimurium, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes, Streptococcus sanguinis and Candida albicans.

Contribuição para o conhecimento da flora algológica marinha do estado do Paraná

Esta nota é a primeira contribuição para a distribuição especial das algas marinhas do litoral paranaense (Caiobá). São considerados três tipos de litoral: a) Litoral rochoso sujeito à ação de arrebentação. b) Litoral rochoso mais ou menos abrigado. c) Manguesais. Dentro do esquema proposto, o primeiro tipo é subdividido em 2 zonas: 1.º) Zona dos borrifos, situada acima do limite médio da maré alta (fig. 2 n.º 1), correspondente à "Splash zone" ou à "Sprit zone" dos autores estrangeiros. 2.º) Zona de arrebentação (Ressaca), situada entre os níveis médios das marés baixa e alta, correspondendo à "Interdital zone" ou à "Gezeitenzone" dos autores estrangeiros, (fig. 2 n.º 2). A primeira zona só conta com uma alga, Lyngbya confervoides e pelo menos mais duas espécies de moluscos do gênero Littorina. A segunda zona, a mais rica tanto em algas como em animais, é essencialmente caracterizada em Caiobá pelas algas seguintes: Levringia sp. Chaetomorpha media e Centroceras clavulatum na parte mais alta, associadas a balanoides (craca) e a Mytilus perna (marisco). Mais abaixo domina Pterosiphonia pennata, Hypnea musciformis e Bryocladia thyrsigera. São apresentados também mais três tipos secundários dependendo das condições locais dos rochedos. Esta sucessão de Littorina, Balanus e Mytilus é a mesma existente no sul da África, segundo se depreende dos trabalhos de Stephenson (11,12) e de vários de seus colaboradores. O segundo tipo apresenta também duas zonas, sendo a segunda a mais rica e variada, aparecendo aqui como dominante, uma associação na qual, Callithamnion, Laurencia papulosa, Gigartina Teedii e Sargassum cymosum são as mais abundantes. É sugerida a existência de uma zona abaixo do limite inferior das marés baixas, zona essa representada por Rhodymenia Palmetta, Plocamium brasiliensis e Spatoglossum Schroederi pelo menos. É feita uma rápida enumeração das algas dos manguesais.

Resultados científicos do cruzeiro do "Baependi" e do "Vega" à Ilha da Trindade: contribuição para o conhecimento da plataforma insular da Ilha da Trindade

The oceanographic work realized during 10 days in the surroundings of the eruptive island of Trindade, 20º30'36" lat. S - 29º19'26" long. W, had as principal aim the determination of the insular plateau, whose knowledge was very insufficient. Thus were established some oceanographic stations and sounding lines were realized by means of an echobathymeter whose responses were initially verified with mechanical soundings obtaneid by means of a Thomson sounder. The insular plateau is very narrow and exhibits a sudden fall between the 100 and 120 m. depth line at 740 m. - 2950 m. from the coast. Its greatest depth is of 108,30 m. and its mean inclination is of 8,12%. The plateau of the island of Trindade is separated from that of the neighbouring group of Martim Yaz by great depths. The bottoms are rocky near the coast, the blocks having been produced by the rupture of the magmatic mass of the island. Further away from the coast, the size of the rocks gradually diminishes up to the fine sand thickness. In the litoral zone there are abundant tufts of living Lithothamnion with a rich associated flora and fauna, which partly covers the rocks themselves. Further off at sea, the spheres of the dead alga with its commensals are cimented together by sedimentation. The spheres are further broken up and become an integrating part of the sand. The results of the physical and chemical analyses of the sand bottoms are shown in tables 2 and 3. The coast is either of abrupt rocky walls falling down to sea level, or of shores, made of pebbles or of sand. Anyhow, there are frequently Lithothamnion terraces slightly inclinated towards the bottom (chemical analysis table 1).

Anacardic acid derivatives from Brazilian propolis and their antibacterial activity

Propolis is a sticky, gummy, resinous substance collected by honeybees (Apis mellifera L.) from various plant sources, which has excellent medicinal properties. This paper describes the isolation and identification of triterpenoids and anacardic acid derivatives from Brazilian propolis and their antibacterial activity. Their structures were elucidated by ¹H and 13C NMR, including uni- and bidimensional techniques; in addition, comparisons were made with data from academic literature. These compounds were identified as: cardanols (1a + 1b), cardols (2a + 2b), monoene anacardic acid (3), a-amirine (4), b-amirine (5), cycloartenol (6), 24-methylene-cycloartenol (7) and lupeol (8). The determination of the position of the double bond after a reaction with Dimethyl disulfide (DMDS) is described for the phenol derivatives. The ethanolic extract was tested in vitro for antimicrobial activity by using the disc diffusion method and it showed significant results against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.

Cianobactérias e algas reduzem os sintomas causados por Tobacco vosaic virus (tmv) em plantas de fumo

As algas e as cianobactérias produzem uma grande diversidade de compostos com atividade biológica direta sobre microrganismos ou agem como ativadores de mecanismos de resistência em plantas. Em vista disso, foi investigada a manifestação dos sintomas causados pelo Tobacco mosaic virus (TMV) em plantas de fumo previamente tratadas com cianobactérias ou algas. Quando as folhas plantas de fumo foram tratadas dois dias antes da inoculação, foi verificado que suspensões de células dos isolados de cianobactérias 004/02, 008/02, Anabaena sp. e Nostoc sp. 61; e do isolado de alga 061/02, bem como as preparações do conteúdo intracelular do isolado 004/02 (4 C) e do filtrado do meio de cultivo do isolado 061/02 (61 M) apresentaram efeito na redução do número de lesões locais provocadas por TMV em folhas de plantas fumo, cultivar TNN. Além disso, foi observado que os isolados Anabaena sp., Nostoc sp. 21 (cianobactéria), Nostoc sp. 61 e 090/02 (alga) mostraram efeito direto sobre o vírus semi-purificado. Em vista disso, pode-se sugerir que os isolados estudados sintetizam compostos que agem diretamente sobre o TMV e/ou ativam o mecanismo de defesa de plantas contra fitopatógenos.

Peritonite aguda experimental em ratos: modelo de bloqueio transdiafragmático com membrana celulósica

O objetivo deste trabalho foi analisar o efeito do bloqueio transdiafragmático na vigência de peritonite aguda infecciosa induzida por inoculação de suspensão bacteriana qualitativa e quantitativa predeterminada. Foram analisados 41 ratos, adultos, machos, da raça Wistar, com peso variando de 118 a 399 g. Os animais foram alocados em dois grupos: grupo A ou controle (n=19), e grupo B ou experimental (n=22). Os animais do grupo B, após indução anestésica inalatória, foram submetidos a laparotomia e bloqueio da superfície peritoneal diafragmática com membrana celulósica e mantidos sob condições ad libitum por 15 dias.. Após esse período, em ambos os grupos inoculou-se, por via percutânea na cavidade abdominal, suspensão bacteriana constituída de Pseudomonas aeruginosa 2,7 x 10(9) UFC/ml (American Type Culture Collection - ATCC 25853), na proporção de 1 ml de suspensão para cada 100 g de peso. Sempre que se detectou o óbito, o animal foi submetido a necropsia para avaliação macroscópica da cavidade peritoneal e pleural, bem como coleta de conteúdo pleural e punção intracardíaca para cultura. Os animais sobreviventes foram sacrificados após 48 horas e, também, submetidos a necropsia e coleta de material para avaliação bacteriológica. Verificaram-se em todos os animais sinais clínicos característicos do estado séptico evolutivo. A incidência de derrame pleural observada no grupo controle em relação ao grupo experimental foi, respectivamente, 18 (94,7%) e oito (36,4%), (p=0,0001). Na análise bacteriológica do derrame pleural e na hemocultura de ambos os grupos, isolou-se como agente único Pseudomonas aeruginosa em, respectivamente, 88,46% e 60,97%. Para a análise da curva de sobrevivência utilizou-se o método não-paramétrico de Kaplan-Meier, demonstrando maior sobrevida no grupo B (p=0,024; p=0,0211). Demonstrou-se, no presente estudo, que os animais submetidos a bloqueio transdiafragmático prévio com membrana celulósica apresentaram maior sobrevida e menor freqüência de derrame pleural, estatisticamente significante, quando comparados aos animais não submetidos ao bloqueio.