NMR-based metabolomics of dried berries in comparison with dietary supplements.

Consumption of dried berries is increasing worldwide due to their health benefits. This popularity has introduced berry-based supplements as an easier way to take in berry nutrients. The chemical composition of six dried berries (blueberry, cranberry, goji berry, golden berry, maqui berry, and raspberry) were compared to their berry-based supplements by metabolomics using nuclear magnetic resonance spectroscopy (NMR). Thirty-three metabolites were identified and 23 were quantified. Chemometric analysis of berries revealed that goji berry showed the highest content of amino and organic acids, while cranberry and golden berry showed a high carbohydrate content. Fatty acids were predominant in blueberry, golden berry, maqui berry, and raspberry. Additionally, an exploratory analysis of phenolic compounds in berry extracts were conducted. phenolic compounds in berry extracts could be correlated with their antioxidant activity. Additionally, derived supplements did not show similarities with their respective berry, suggesting the minimal addition of dried berry in their formulation. Thus, non-declared additives have highlighted the importance of food safety investigation.

Efficient Chemical Synthesis of (Epi)catechin Glucuronides: Brain-Targeted Metabolites for Treatment of Alzheimer's Disease and Other Neurological Disorders.

Grape seed extract (GSE) is rich in flavonoids and has been recognized to possess human health benefits. Our group and others have demonstrated that GSE is able to attenuate the development of Alzheimer's disease (AD). Moreover, our results have disclosed that the anti-Alzheimer's benefits are not directly/solely related to the dietary flavonoids themselves, but rather to their metabolites, particularly to the glucuronidated ones. To facilitate the understanding of regioisomer/stereoisomer-specific biological effects of (epi)catechin glucuronides, we here describe a concise chemical synthesis of authentic standards of catechin and epicatechin metabolites 3-12. The synthesis of glucuronides 9 and 12 is described here for the first time. The key reactions employed in the synthesis of the novel glucuronides 9 and 12 include the regioselective methylation of the 4'-hydroxyl group of (epi)catechin (≤1.0/99.0%; 3'-OMe/4'-OMe) and the regioselective deprotection of the tert-butyldimethylsilyl (TBS) group at position 5 (yielding up to 79%) over the others (3, 7 and 3' or 4').

Phytochemical Analysis and Antimicrobial Activity of Myrcia tomentosa (Aubl.) DC. Leaves.

This work describes the isolation and structural elucidation of compounds from the leaves of Myrcia tomentosa (Aubl.) DC. (goiaba-brava) and evaluates the antimicrobial activity of the crude extract, fractions and isolated compounds against bacteria and fungi. Column chromatography was used to fractionate and purify the extract of the M. tomentosa leaves and the chemical structures of the compounds were determined using spectroscopic techniques. The antibacterial and antifungal activities were assessed using the broth microdilution method. The phytochemical investigation isolated 11 compounds: α-bisabolol, α-bisabolol oxide B, α-cadinol, ß-sitosterol, n-pentacosane, n-tetracosane, quercetin, kaempferol, avicularin, juglanin and guaijaverin. The crude ethanolic extract and its fractions were tested against 15 bacteria and 9 yeasts. The crude extract inhibited the in vitro growth of yeasts at concentration of 4 to 32 µg/mL. The hexane, dichloromethane, ethyl acetate and aqueous fractions inhibited Candida sp. at concentrations of 4 to 256 µg/mL, whereas the Cryptococcus sp. isolates were inhibited only by the hexane and dichloromethane fractions in minimal inhibitory concentrations (MICs) at 16 to 64 µg/mL. The flavonoid quercetin-3-O-α-arabinofuranose (avicularin) was the most active compound, inhibiting Candida species in concentrations of 2 to 32 µg/mL. The MIC values suggest potential activity of this plant species against yeast.

Potential of aromatic and medicinal plant extracts from Cerrado biome to control the velvetbean caterpillar Anticarsia gemmatalis / Potencial de extractos de plantas aromáticas y medicinales del bioma Cerrado para controlar la oruga Anticarsia gemmatalis

Anticarsia gemmatalis was treated with aromatic and medicinal plant extracts from Cerrado biome: Acisanthera sp., Adenocalymma nodosum, Bidens sulphurea, Lepidoploa aurea, Dimorphandra mollis, and Salvertia convallariaeodora. Extracts of astilbin from D. mollis or L. aurea were the most toxic to eggs and have reduced the sex ratio of A. gemmatalis pupae. Extracts of B. sulphurea, astilbin from D. mollis or S. convallariaeodora reduced the weight of male pupae and those of astilbin from D. mollis, the weight of female pupae of A. gemmatalis. The viability of the stages from egg to caterpillar was lower with extracts of astilbin from D. mollis or L. aurea; from caterpillar to pupa with Acisanthera sp. or astilbin from D. mollis and from pupa to adult with Acisanthera sp., A. nodosum, B. sulphurea or astilbin from D. mollis. Extracts of astilbin from D. mollis and L. aurea presented greater potential for future studies on toxicity of A. gemmatalis.

Anticarsia gemmatalis fue tratada con extractos de plantas aromáticas y medicinales del bioma Cerrado: Acisanthera sp., Adenocalymma nodosum, Bidens sulphurea, Lepidoploa aurea, Dimorphandra mollis, y Salvertia convallariaeodora. Extractos de astilbin de D. mollis o L. aurea fueron los más tóxicos para los huevos y han reducido la proporción sexual de pupas de A. gemmatalis. Extractos de B. sulphurea, astilbin de D. mollis o S. convallariaeodora redujeron el peso de las pupas macho y el de astilbin de D. mollis, el peso de las pupas hembras de A. gemmatalis. La viabilidad de los estadíos de huevo a oruga fue menor con extractos de astilbin de D. mollis o L. aurea; de oruga a crisálida con Acisanthera sp. o astilbin de D. mollis y de pupa a adulto con Acisanthera sp., A. nodosum, B. sulphurea o astilbin de D. mollis. Extractos de astilbin de D. mollis y L. aurea presentan un mayor potencial para futuros estudios sobre la toxicidad sobre A. gemmatalis.

Evaluation of biodiesel-diesel blends quality using 1H NMR and chemometrics.

In this work, the use of (1)H NMR spectroscopy and statistical approach to the evaluation of biodiesel-diesel blends quality is described. Forty-six mixtures of oil-diesel, biodiesel-diesel, and oil-biodiesel-diesel were analyzed by (1)H NMR and such data were employed to design four predictive models. Thirty-six mixtures were used in the calibration set and the others in the validation. The PCR and PLS models were evaluated through statistical parameters. Briefly, PLS and PCR models were suitable for the prediction of biodiesel and oil concentration in mineral diesel. Specially, in higher concentration the predicted values were quite similar to the real ones. This fact was evidenced by the low relative errors of high concentrated samples; this means that the prediction of low concentrated samples will probably show high deviation. Therefore, (1)H NMR-PLS and (1)H NMR-PCR methods are fairly useful for the quality control of biodiesel-diesel blends, particularly they are suitable for prediction of concentrations greater than 2%.

Antifungal properties of Brazilian cerrado plants

Ethanolic extracts from leaves of Hyptis ovalifolia, H. suaveolens, H. saxatilis, Hyptidendrum canum, Eugenia uniflora, E. dysenterica, Caryocar brasiliensis and Lafoensia pacari were investigated for their antifungal activity against dermatophytes. The most effective plants were H. ovalifolia and E. uniflora, while Trichophyton rubrum was the most sensitive among the four dermatophytes species evaluated. This study has demonstrated antifungal properties of Brazilian Cerrado plant extracts in in vitro assays