Abstract The control of weeds in agriculture is mainly conducted with the use of synthetic herbicides. However, environmental and human health concerns and increased resistance of weeds to existing herbicides have increased the pressure on researchers to find new active ingredients for weed control which present low toxicity to non-target organisms, are environmentally safe, and can be applied at low concentrations. It is herein described the synthesis of glycerol-fluorinated triazole derivatives and evaluation of their phytotoxic and cytogenotoxic activities. Starting from glycerol, ten fluorinated triazole derivatives were prepared in four steps. The assessment of them on Lactuca sativa revealed that they present effects on phytotoxic and cytogenotoxic parameters with different degrees of efficiency. The compounds 4a, 4b, 4d, 4e, 4i, and 4j have pre-emergent inhibition behavior, while all the investigated compounds showed post emergent effect. Mechanism of action as clastogenic, aneugenic, and epigenetic were observed in the lettuce root meristematic cells, with alterations as stick chromosome, bridge, delay, c-metaphase, and loss. It is believed that glycerol-fluorinated triazole derivatives possess a scaffold that can be explored towards the development of new chemicals for the control of weed species.

This investigation describes the synthesis of eugenol analogs presenting 1,2,3-triazole fragments and evaluation of their antileishmanial activity. The alkylation of guaiacol (1) with allyl bromide afforded 1-(allyloxy)-2-methoxybenzene (2) (93% yield). The Claisen rearrangement conducted with 1 gave ortho eugenol (3) (82% yield). Alkylation procedures performed with 3 produced 1-allyl-3-methoxy-2-(prop-2-yn-1-yloxy)benzene (4) (73% yield) and 1-allyl-3-methoxy-2-(pent-4-yn-1-yloxy)benzene (6) (53% yield). The copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reactions involving alkynes 4 and 6 with different benzylic azides afforded twenty-two eugenol analogs with 1,2,3-triazole functionalities (48-93% yield). We screened the compounds at 10 μmol L 1 against Leishmania braziliensis intracellular amastigotes during macrophage infection. The action of these compounds was compared with the known leishmanicidal drug amphotericin B. None of the analogs were toxic to macrophages at 10 μmol L-1. The cytotoxic concentration at 50% (CC50), effective concentration at 50% (EC50), and selectivity index (SI) were determined to the best compounds 4-((2-allyl-6-methoxy)phenoxymethyl)-1-(4-chlorobenzyl)-1 H-1,2,3-triazole (8c) and 4-((2-allyl-6-methoxy)phenoxymethyl)-1-(4-trifluoromethoxybenzyl)-1 H-1,2,3-triazole (8h). They showed a significant leishmanicidal effect, with EC50 of 28.09 µmol L-1 (8c) and 52.03 µmol L-1 (8h). The SIs were 9.7 for 8c and > 5.7 for 8h. These compounds have the potential as new leishmanicidal agents against L. braziliensis and may represent a starting point for the development of alternative treatments for cutaneous leishmaniasis.

Eugenol (C10H12O2, 4-allyl-2-methoxyphenol) is a phenolic natural product that has several biological activities and possibilities of applications. It is herein described the synthesis of eugenol-fluorinated triazole derivatives and evaluation of their fungicidal activity. The reaction of eugenol with epichlorohydrin resulted in the preparation of (±)-2-((4-allyl-2-methoxyphenoxy)methyl)oxirane (1) in 88% yield. The azidolysis of 1 with sodium azide gave the azido-alcohol (±)-1-(4-allyl-2-methoxyphenoxy)-3-azidopropan-2-ol (2) in 94% yield. The CuAAc reaction between compound 2 and different terminal alkynes afforded a series of eleven derivatives (3a 3k) within 48-80% yield. All the synthesized compounds were characterized by infrared (IR) and nuclear magnetic resonance (1H and 13C) spectroscopies and high-resolution mass spectrometry. The in vitro inhibitory activity of the compounds on the mycelial growth of a strain of Colletotrichum sp., that causes anthracnose disease on papaya fruits, was evaluated. The best result was observed for compound 1-(4-allyl-2-methoxyphenoxy)-3-(4-(2-fluorophenyl)-1H-1,2,3-triazol-1-yl)propan-2-ol (3d) that showed a mean growth-inhibition zone of 5.10 mm in a well-diffusion assay, and may serve as a template for additional structural modifications, aiming for more potent fungicidal activity.

A novel free PhotoMetrix UVC is proposed for both the operation of a universal serial bus video camera (UVC) and multivariate image analysis, allowing a full solution for point-of-use analysis. A UVC was placed in an open-source 3D-printed chamber illuminated by a white light-emitting diode (LED) with controlled intensity of light. The digital images captured were converted into red, green, and blue (RGB) histograms, and regression models were used within the app. As a proof-of-concept, four adulterants in raw milk samples were determined. The coefficient of determination (R2Cal) for all models was higher than 0.99, and no significant differences (p < 0.05) between the measured and predicted values were identified. The root mean square error of calibration (RMSEC) and root mean square error of cross validation (RMSECV) were satisfactory, with values less than 0.1 and 0.7 g L-1, respectively. The recoveries ranged from 90 to 120% in spiked milk samples, and partial least square (PLS) models showed root mean square error of prediction (RMSEP) of 0.28, 0.33, 0.48 and 0.39 g L-1 for chloride, hypochlorite, hydrogen peroxide and starch, respectively. The PhotoMetrix UVC app was feasible for the colorimetric chemical analysis using a smartphone improving the applicability, mobility, and usability.

RESUMO Com a expansão da produção agrícola, há a substituição de áreas de Cerrado nativo por outras formas de uso do solo. Assim, objetivou-se avaliar alterações no fracionamento físico do carbono orgânico em áreas submetidas a diferentes usos do solo no Cerrado. Os tratamentos, com cinco repetições, corresponderam às seguintes formas de uso: área sob plantio convencional, área sob plantio de pastagem, área sob plantio de eucalipto e área sob vegetação nativa de Cerrado nas profundidades de 0-5, 5-10, 10-15 e 15-20 cm no munícipio de Luís Eduardo Magalhães, BA. Os maiores teores e estoques de carbono foram encontrados para a área de eucalipto, iguais à área sob vegetação nativa de Cerrado. Já os estoques de carbono particulado foram superiores na área sob pastagem na profundidade de até 10 cm, não diferenciando da área sob Cerrado nativo. A pastagem e o eucalipto apresentaram efeito positivo no índice de manejo do carbono, independentemente da profundidade.

ABSTRACT With the expansion of agricultural production, native Cerrado areas are replaced with other forms of land use. Thus, the objective of this study was to evaluate changes in the physical fractionation of organic carbon (C) in areas under different forms of land use in the Cerrado. The treatments, with five repetitions, corresponded to the following forms of use: area under conventional tillage, area under pasture plantation, area under eucalyptus plantation and area under native Cerrado vegetation, at the depths of 0-5, 5-10, 10-15 and 15-20 cm in the municipality of Luis Eduardo Magalhães, BA, Brazil. The highest C contents and stocks were found in the eucalyptus area, which were equal to those of the area under native Cerrado vegetation, while particulate C stocks were higher in the area under pasture at the depth up to 10 cm, not differing from the area under native Cerrado. Pasture and eucalyptus had positive effect on C management index, regardless of depth.

RESUMO O solo representa um importante componente no ciclo biogeoquímico do carbono (C) e do nitrogênio (N). Objetivou-se, nesta pesquisa, avaliar as mudanças provocadas por diferentes formas de uso do solo sobre os estoques de carbono e nitrogênio em áreas de Cerrado em profundidade de até 60 cm: área sob plantio convencional, plantio direto, pastagem, eucalipto e área sob vegetação nativa de Cerrado na região de Luís Eduardo Magalhães, BA. O maior teor de C foi encontrado para área de plantio direto na camada superficial até 10 cm; porém, houve decréscimo em seu teor ao longo das profundidades. Áreas sob plantio convencional apresentaram valores menores de estoque de C na camada superficial (0-5 cm) e abaixo de 20 cm. Entre estas, os estoques de C foram significativamente inferiores em comparação à utilização de pastagem e eucalipto na profundidade de até 40 cm. Considerando a profundidade de 0-60 cm, o maior estoque de C foi encontrado nas áreas sob vegetação nativa, com 62,81 Mg ha-1, seguida pela área sob cultivo de eucalipto, com 60,70 Mg ha-1. Os menores estoques de C foram encontrados nas áreas sob uso convencional, com 44,87 Mg ha-1. O plantio convencional reduziu os estoques de N em até 61 e 56% em relação às áreas sob vegetação nativa de Cerrado e plantio de eucalipto, respectivamente, ambas na profundidade de até 10 cm. Portanto, práticas de uso do solo como eucalipto e plantio direto contribuem para armazenar carbono e nitrogênio ao longo do tempo.

ABSTRACT The soil is an important component in the biogeochemical cycling of carbon (C) and nitrogen (N). The objective of this study was to evaluate the changes caused by different types of land use on the C and N stocks in areas of Cerrado at different depths: area under conventional tillage, no-tillage, grazing, eucalyptus and area under native vegetation of Cerrado in the municipality of Luis Eduardo Magalhães, BA, Brazil. The highest C content was found for no-tillage area in the surface layer up to 10 cm; however, there was a decrease in its content along the depths. Areas under no-tillage had lower values of C in the surface layer (0-5 cm) and below 20 cm. Among these, C stocks were significantly lower compared to the use of grass and eucalyptus at the depth of up to 40 cm. Considering the depth of 0-60 cm, the highest C stock was found in areas under native vegetation, 62.81 Mg ha-1, followed by the area under cultivation with eucalyptus, 60.70 Mg ha-1. The lowest C stocks were found in areas under conventional use, 44.87 Mg ha-1. Conventional planting reduced N stocks by up to 61 and 56% when compared to areas under native Cerrado vegetation and eucalyptus plantations, respectively, both at a depth of up to 10 cm. Therefore, land use practices such as eucalyptus cultivation and no-tillage contribute to C and N storage over time.

Herein, the synthesis of nine novel glycerol-derived 4-alkyl-substituted 1,2,3-triazoles, using the CuI-catalyzed alkyne-azide cycloaddition reaction as the key step, is reported. The triazoles were characterized by infrared and nuclear magnetic resonance (NMR 1H and 13C) spectroscopy and mass spectrometry. The nine prepared compounds were evaluated with regard to their phytotoxic, antiproliferative, and fungicidal activities. The fungicidal activity was assessed on Colletotrichum gloeosporioides, the causative agent of papaya anthracnose. All compounds presented high efficiency (comparable to the commercial fungicide tebuconazole) in inhibiting C. gloeosporioides sporulation. The phytotoxicity of the triazoles was assessed against Lactuca sativa. Germination was the less-affected parameter, whereas the most pronounced effects of the triazoles were on the germination speed index and root growth of the L. sativa seedlings. As indicators of antiproliferative activity, the mitotic index was evaluated along with chromosomal and nuclear alterations, all of which were influenced to different degrees by the triazoles. In addition, all derivatives demonstrated aneugenic and clastogenic actions in meristematic cells of L. sativa roots. Therefore, these 4-alkyl-substituted triazoles may represent a scaffold to be explored for the development of new fungicidal agents.

RESUMO Este estudo descreveu os padrões reprodutivos e de recrutamento do siri Achelous spinimanus (Latreille, 1819) na região de Ubatuba, litoral norte de São Paulo, Brasil. Os siris foram coletados mensalmente, de janeiro de 1998 a dezembro de 1999, em 18 locais em três enseadas (Ubatumirim, Ubatuba e Mar Virado), utilizando um barco de pesca comercial. Em cada área de amostragem foram registrados a temperatura de fundo, salinidade e teor de matéria orgânica. Um total de 1.911 indivíduos foram coletados: 350 machos adultos, 475 fêmeas adultas não ovígeras, 584 fêmeas adultas ovígeras e 502 jovens. As fêmeas reprodutivas foram mais abundantes em áreas profundas; essa migração pode ser uma estratégia para melhorar a dispersão e a sobrevivência das larvas. As fêmeas ovígeras foram encontradas durante todo o ano, indicando uma reprodução contínua, com sua abundância positivamente correlacionada à temperatura. Durante a pesquisa de dois anos, foram encontrados caranguejos em todos os estágios de desenvolvimento gonadal. Podemos inferir que a região de Ubatuba fornece recursos adequados para o estabelecimento e desenvolvimento de A. spinimanus.

ABSTRACT This study describes the reproductive and recruitment patterns of the swimming crab Achelous spinimanus (Latreille, 1819) in the Ubatuba region of the northern coast of São Paulo, Brazil. Crabs were captured monthly from January 1998 to December 1999 in 18 sites located in three bays (Ubatumirim, Ubatuba, and Mar Virado), using a commercial fishing boat. In each sampling area, bottom temperature, salinity, and organic matter content were recorded. A total of 1,911 individuals were captured: 350 adult males, 475 non-ovigerous adult females, 584 adult ovigerous females, and 502 immature individuals. Reproductive females were more abundant in deeper areas; this migration might be a strategy to improve larval dispersion and survival. Ovigerous females were found year-round, indicating a continuous reproduction, and their abundance was positively correlated with temperature. During the 2-year survey, crabs with all gonadal development stages were found. We can infer that this region provides suitable resources for the development of A. spinimanus.

Content uniformity (CU) is a parameter used to ensure the uniformity of the amount of active substances in pharmaceutical preparations. It is often evaluated in the quality control of pharmaceutical dosage forms, and a novel method was proposed for CU determination using thermal infrared enthalpimetry (TIE). Captopril tablets were dissolved in 24-well microplates and the heat released from the reaction of captopril and I2 was monitored with an infrared camera. Some experimental parameters were adjusted, as captopril/I2 ratio, stirring speed and dispensing rate, and the most suitable conditions were 1.00:1.00 (v/v), 250 rpm and 0.57 mL s-1, respectively. Interferences from tablet adjuvants (e.g., starch, cellulose and lactose) were not observed. The results obtained by TIE did not differ statistically (Student’s t-test, p > 0.05) from those from official method (UV spectrophotometry) described in pharmacopeia. The TIE method required 31 and 12 times less reagent and time, respectively. Therefore, the proposed method was suitable for routine analysis and agrees with the requirements of green analytical chemistry.

The benzophenones are synthetic and natural compounds presenting a variety of activities, including photoprotective, cytotoxic and antiviral. It is herein described the preparation of a series of twenty-seven benzophenone derivatives bearing 1,2,3-triazole functionalities and the evaluation of their photoprotective, cytotoxic and antiviral on Zika Virus (ZIKV) activities. The compounds were prepared in three steps, namely reduction of benzophenone, alkylation of diphenylmethanol and CuAAC reactions. The in vitro evaluation of the photoprotective activity revealed that the most active derivative 4-((benzhydryloxy)methyl)-1-(4-nitrobenzyl)-1H-1,2,3-triazole (4k) displayed UVB sun protection factor equal to 6,9±0,53, which make this compound a possible candidate to be used in formulations for photoprotective applications. In terms of cytotoxicity, the compounds were evaluated against MDA-MB-231 and B16F10 cell lines. It was observed that the compounds were more active against MDA-MB-231 cells and three of them were capable of reducing cell viability by approximately 55% at 100 µmol L-1. In the antiviral screening against ZIKV, compound 4-(3-benzhydryloxy)propyl)-1-(3-methylbenzyl)-1H-1,2,3-triazole (5j) was the most effective in mantaining Vero cell viability.

This article describes the development of a mobile colorimetric analysis tool. The application, called PhotoMetrix, employs the techniques of simple linear correlation for univariate analysis and principal components analysis (PCA) for multivariate exploratory analysis. The image data are captured by the main camera of the device and converted into red, green and blue (RGB) histograms. As regards the application, the iron determinations were performed in vitamin supplements (univariate module) and differentiation of banknotes was performed by PCA (multivariate module). For the iron determinations, three samples of vitamins at concentrations of 14, 40 and 50 mg of iron per tablet were tested and the results were not statistically significant (p > 0.05) compared to the reference method. The differentiation of banknotes was performed on Brazilian and Argentinean banknotes. The results showed clustering of the same types of banknotes, and through the loadings graph it was possible to observe the variables through the formation of clusters.

Abstract This study investigated the temporal abundance, periods of reproduction and recruitment, gonad sexual maturity, and population structure of the swimming crab Achelous spinimanus (Latreille, 1819) in Macaé, a region of the Brazilian coast affected by upwelling events. The samples were collected monthly during one year. The crabs were counted, sexed and measured for maximum carapace width (MCW). Four developmental stages were described in males and females. Environmental variables as temperature, salinity, organic matter and Phi were measured. A Principal Components Analysis indicated that environmental variables were strongly correlated with seasons, affecting the abundance of this species, which was high during summer and autumn. The periods of reproduction and recruitment were also seasonal, with a peak of females with developed gonads and ovigerous females during autumn and immatures during summer and autumn. Males and females did not differ in size at gonad sexual maturity, estimated at 39.9 and 42.9 mm MCW, respectively. The environmental conditions in this upwelling region may have induced this population of A. spinimanus to show different characteristics and behaviors from other populations on the Brazilian coast, since alterations linked to the periods of reproduction and recruitment, as well as the population structure and distribution, may reveal different survival strategies of the species.

Tannins from trees are an abundant renewable resource. The use of tannins is safe for the environment and human health, making it possible to develop environmentally friendly products, such as adhesives, flocculant agents for water treatment, flame retardant foams and anticorrosives. In this study, a methodology was developed for the identification of six commercial tannin extracts (chestnut, valonea, tara, myrobalan, quebracho and black wattle) using digital images on mobile devices. The identification of the extracts was based on principal component analysis using the PhotoMetrix® mobile application. In the evaluation of the principal components, it was possible to define the separation between the six classes of extracts by color evaluation, according to the extract origin. In the analysis of PC1 × PC2, black wattle was very close to quebracho and chestnut was close to valonea; these extracts are chemically similar. The methodology developed for the analysis of tannin extracts obeys the principles of green chemistry requiring no reagents, and is fast, non-destructive and inexpensive.

The objective of this work was to develop a free access exploratory data analysis software application for academic use that is easy to install and can be handled without user-level programming due to extensive use of chemometrics and its association with applications that require purchased licenses or routines. The developed software, called Chemostat, employs Hierarchical Cluster Analysis (HCA), Principal Component Analysis (PCA), intervals Principal Component Analysis (iPCA), as well as correction methods, data transformation and outlier detection. The data can be imported from the clipboard, text files, ASCII or FT-IR Perkin-Elmer “.sp” files. It generates a variety of charts and tables that allow the analysis of results that can be exported in several formats. The main features of the software were tested using midinfrared and near-infrared spectra in vegetable oils and digital images obtained from different types of commercial diesel. In order to validate the software results, the same sets of data were analyzed using Matlab© and the results in both applications matched in various combinations. In addition to the desktop version, the reuse of algorithms allowed an online version to be provided that offers a unique experience on the web. Both applications are available in English.

This study evaluated the spatial-temporal distribution of the abundance of Caridean and Penaeid shrimps during the period of two years in the coastal region of Macaé, state of Rio de Janeiro, southeastern Brazil, using ecological indices (Shannon-Wiener diversity and Pielou's equitability). Monthly samples were carried out from March 2008 to February 2010 distributed in six stations located Inner Area (5, 10 and 15 m depth) and Outer Area (25, 35 and 45 m depth) using a commercial fishery boat equipped with an otter-trawl net. Water samples were taken for determination of temperature and salinity, and sediment samples for determination of texture and organic matter content. Ten species of Decapoda, including Penaeids and Carideans, have been identified, from a total of 49.941 collected individuals. There was a strong correlation between Penaeid and Caridean shrimps abundance and the bottom temperature and sediment. It could be inferred that Artemesia longinaris acted as a keystone species regulating the shrimps community in the coast of Macaé, given that both species diversity and equitability were controlled by the migratory events of A. longinaris following the variations in temperature caused by the SACW. These results provide as a basis for management actions to prevent significant losses of population stocks since it is an important marine area considering of its peculiar relevance to the fishery.