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The phytochemical reinvestigation from the heartwood of the extracts of Cordia glazioviana led to the isolation of four still undescribed hydroquinones derivatives designated as cordiaquinol D (1), cordiaquinol E (2), (10R)-10,11-dihydrofuran-1,4-dihydroxy-globiferin (3) and 2-[(1’E,6’E)-3’,8’‑dihydroxy-3’,7’-dimethylocta-1’,6’-dienyl]-benzene-1,4-diol (4), along with the naphthoquinone 6-[(2’R)-2’-hydroxy-3’,6’-dihydro-2H-pyran-5’-yl]-2‑methoxy- 7‑methylnaphthalene-1,4-dione (5). Additionally, six previously known compounds were also isolated: rel-1,4-dihydroxy-8α,11α;9α,11α-diepoxy-2-methoxy-8aβ-methyl- 5,6,7,8,8a,9,10,10a‑octahydro-10-antracenone (6), didehydroconicol (7), 1β,6β-dihydroxy-7-epieudesm-3-ene (8), 1β,6β-dihydroxy-7-epi-eudesm-4(15)-ene (9), 10,11-dihydroxybisabolol (10), and hamanasal-A (11). The structures of the new compounds were assigned by high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) analyses. The relative stereochemistry of 3, 4, and 5 was improved by quantum mechanical calculations. Eight, out of the eleven isolated compounds (2-9), were tested through cellular viability and lipopolysaccharide (LPS)-induced inflammation assays against RAW 264.7 macrophage-like cells. Compounds 3-5 exhibited a stronger effect on LPS-induced NO production (half-maximal inhibitory concentration (IC50) 50.34, 105.83, and 66.73 μM, respectively).

We investigated the effect of Alpinia zerumbet essential oil on the quality and shelf life of tambaqui (Colossoma macropomum) fillets stored under refrigeration (10.0 ± 0.5 °C) for 14 days. The treatments were A. zerumbet essential oil at 0.75% v v-1 (AEO 0.75%), A. zerumbet essential oil at 1.5% v v-1 (AEO 1.5%) and a control (no essential oil). The sample quality and shelf life were determined by the total psychrotrophic count (TPC) and chemical parameters (pH, total volatile basic nitrogen, centesimal composition and thiobarbituric acid reactive substances - TBARS) at zero, seven and 14 days of storage time. The TPC decreased significantly (p < 0.05) with an A. zerumbetessential oil level of 1.5% until seven days of storage. The concentration of A. zerumbet essential oil at 0.75% resulted in lower pH, TBARS, and TVBN values in comparison with the other treatment and the control. Thus, A. zerumbet essential oil was efficient in extending the shelf life of refrigerated tambaqui fillets up to approximately seven days. RESUMO Investigamos o efeito do óleo essencial de Alpinia zerumbet sobre a qualidade e vida útil de filés de tambaqui (Colossoma macropomum) armazenados sob refrigeração (10,0 ± 0,5 °C) durante 14 dias. Os tratamentos foram óleo essencial de A. zerumbet (OEA) a 0,75% v v-1 (OEA 0,75%) e 1,5% v v 1 (OEA 1,5%), além de um controle (sem OEA). A qualidade e vida útil das amostras foram determinadas por contagem psicrotrófica total (CPT) e parâmetros químicos (pH, bases nitrogenadas voláteis totais, composição centesimal e substâncias reativas ao ácido tiobarbitúrico - SRATB), nos dias zero, sete e 14 de armazenamento. O TPC diminuiu significativamente (p < 0,05) com óleo essencial de A. zerumbet a 1,5% por até sete dias de armazenamento. O tratamento contendo OEA a 0,75% resultou em menores valores de pH, SRTAB e BNV-T em comparação ao outro tratamento e ao controle. Portanto, o óleo essencial de A. zerumbet foi eficiente para prolongar a vida útil do filé de tambaqui por aproximadamente sete dias.

Made available in DSpace on 2021-06-25T10:11:17Z (GMT). No. of bitstreams: 0 Previous issue date: 2020-12-01 Spondias species are a relevant source of natural-bioactive compounds in Brazilian folk medicine, and its biological potential has not been explored. Thus, this study aimed to determine the metabolomic fingerprint of Spondias mombin and Spondias tuberosa leaves based on the use of reversed-phase liquid chromatography coupled to a high-resolution mass spectrometer (UPLC-HRMS). The analysis by UPLC-HRMS allowed the annotation of 31 metabolites. The multivariate analysis allowed us to identify the biomarkers responsible for the distinction between species. Also, we correlate the biomarkers of S. mombin and S. tuberosa as supposed responsible for the difference in the degree of cytotoxicity between them. The in silico evaluation was performed to give more consistency to the correlation between biomarkers and cytotoxicity, which were compared to commercial drugs. Therefore, this study showed that S. mombin has the potential to become an input for the pharmaceutical industry as a source of raw material that can positively impact the sectors of agricultural production. Departamento de Química Analítica e Físico-Química Universidade Federal do Ceará, Av. Humberto Monte, s/n - Pici Embrapa Agroindústria Tropical. Rua Dra. Sara Mesquita, 2270 - Pici Núcleo de Pesquisa e Desenvolvimento de Medicamentos - NPDM Universidade Federal do Ceará, Rua Coronel Nunes de Mello 1000 Empresa Paraibana de Pesquisa Extensão Rural e Regularização Fundiária - EMPAER - PB Embrapa Semiárido, Rodovia BR-428, Km 152, Zona Rural Universidade Estadual Paulista (Unesp) Instituto de Biociências Letras e Ciências Exatas (IBILCE), Câmpus São José do Rio Preto Departamento de Química Orgânica e Inorgânica Universidade Federal do Ceará, Av. Humberto Monte, s/n - Pici Embrapa Alimentos e Territórios - Maceió Universidade Estadual Paulista (Unesp) Instituto de Biociências Letras e Ciências Exatas (IBILCE), Câmpus São José do Rio Preto

Our study aimed at the development of a method based on ultra-performance liquid chromatography coupled to mass spectrometry (UPLC-ESI-MS) using selected ion monitoring for the simultaneous quantitation of the alkaloids galantamine, pseudolycorine, sanguinine and narciclasine in Amaryllidaceae species (Hippeastrum elegans, Habranthus cf. irwinianus, Hymenocallis littoralis and Griffinia nocturna). The alkaloids were extracted from dried and ground bulbs (100 mg) using liquid-liquid microextraction followed by solid phase extraction in cation exchange cartridges. The quantification method showed good linearity (correlation coefficient, R ≥ 0.9968) and selectivity for a run time of 10 min. All values were within the acceptable limits for recovery (87.5-96.2%), interday (coefficient of variation, CV%, 1.3-8.4%) and intraday precision (CV% 5.7-8.1%), except narciclasine (70%). The limits of detection and quantification were 5-100 and 20-350 ng mL-1, respectively. Our method demonstrated to be rapid, sensitive and reliable, therefore appropriate for being employed in the prospection of new source of galantamine and other alkaloids.

Agroindustrial residues, such as leaves of fruit plants, can be sources of bioactive molecules, thus adding value to co-products that are rarely explored in agroindustry. In this context, this study aimed to look into the phytochemical profiles in detail and to explore the antitumor potential of S. tuberosa and S. mombin leaves. We observed that, S. tuberosa leaf extract was cytotoxic in both tumor and healthy cells. S. mombin extracts selectively inhibited cell proliferation in the tumor cell line for prostate cancer (PC3) and did not significantly affect healthy cells. The metabolic profiles of the extracts were evaluated by gas chromatography coupled with mass spectrometry and twenty-three metabolites were identified. The correlation of metabolic profiles with cytotoxic tests indicated possible chemical markers that may be responsible for the inhibition of cell proliferation. This study revealed that the unexplored co-products in agroindustry may have great therapeutic potential, and therefore should be screened for biologically active compounds Made available in DSpace on 2020-02-13T18:16:16Z (GMT). No. of bitstreams: 1 BasedMetabolomicProfilesCombinedwithChemometricTools.pdf: 2385198 bytes, checksum: 4db412914ff9ab9f8b02ddbdeae3e448 (MD5) Previous issue date: 2020

As the chemical profiling of common beans (Phaseolus vulgaris) modify according to storage conditions, the aim of this study was to analyze the physicochemical parameters and composition variability of the cotyledon by NMR, and coat by LC-MS, all submitted to different storage atmosphere of O2, CO2, and humidity. Through NMR, chemometrics along with metabolite pathway analysis it is observed the overexpression of the saccharides sucrose (from 2.30 ± 0.32 to 2.71 ± 0.14 g/100 g), raffinose (from 0.86 ± 0.04 to 1.02 ± 0.07 g/100 g), and stachyose (from 3.37 ± 0.12 to 4.13 ± 0.28 g/100 g) in stored beans (regardless atmosphere conditions), indicating changing on galactose, and starch and sucrose pathways that are intrinsically linked to germination and sprouting processes. Those mechanisms seem to be partially activated after 6 months since amino acids or lipid metabolism were not affected. Therefore, storage conditions induce the role in regulating the germination and sprouting processes but do not affect the germination capability of the seeds (data not shown). The beans stored in low humidity showed less luminosity and chroma values, and relative reduction of proanthocyanidin B-type dimer, epi-catechin, and kaempferol, which indicate darkening when submitted to high humidity with controlled atmosphere.

Bacterial cellulose nanocrystals (BCNCs) have hydrophilic surfaces due to hydroxyl groups but are water-insoluble. The carboxymethylation improves the solubility of cellulose in polar media through the insertion of carboxymethyl groups. This study aims to evaluate the use of two different alcoholic solvents in the carboxymethylation reaction of BCNCs: ethanol and isopropanol. BCNCs were obtained under two hydrolysis conditions: sulfuric acid (BCNC-S) and combination of sulfuric and hydrochloric acids (BCNC-S/Cl). Two techniques (NMR and titration) were used to determine the degree of substitution (DS) values. Carboxymethylation of BCNC-S/Cl led to high DS compared to BCNC-S and the use of isopropanol promoted an even greater DS. The thermal properties were not affected after the chemical modification. However, functionalization provided an increase in the negative charge density at the surface of nanostructures and a change in the crystal structure (cellulose type Ia for amorphous), making this material a potential polyanion for the synthesis of polyelectrolyte complexes (PECs). The micrographs showed that the nanocrystals became soluble after carboxymethylation. Carboxymethylated bacterial cellulose nanocrystals hydrolyzed through the mixture of inorganic acids and modified using isopropanol (CBCNC-S/Cl-IPA) was a suitable polyanion to produce PECs with chitosan. The PECs produced had particle size ranging from 276 to 588 nm and zeta potential ranging from - 24.3 to + 39.0 mV. Made available in DSpace on 2020-01-14T18:12:24Z (GMT). No. of bitstreams: 1 Chemicallymodifiedcellulose.pdf: 1769723 bytes, checksum: 25c6399e2637b3cc80e330b9b0bbd142 (MD5) Previous issue date: 2019

The objective of this study was to evaluate the acaricidal activity of the volatile oils of three species of Croton, Euphorbiaceae, against the cattle tick Rhipicephalus microplus. The volatile oils were obtained by hydrodistillation, analyzed by GC?MS and GC-FID and their acaricidal activity was evaluated by the larval packettest and adultimmersion test. The volatile oils from Croton conduplicatus Kunth, Croton pulegiodorus Baill., and two different collections of Croton grewioides Baill. (CG1 and CG2) showed eucalyptol (24.09%), p-cymene (23.13%) and methyl chavicol (83.59% and 95.38%) as the major compounds, respectively. All the volatile oils tested in this study showed efficacy against larvae and engorged females of Rhipicephalus microplus. Therefore, Croton pulegiodorus volatile oil is promising for a potential acaricidal formulation because of the best activity against both stages of the cattle tick. Made available in DSpace on 2019-12-12T18:16:53Z (GMT). No. of bitstreams: 1 Acaricidalpotentialofvolatile.pdf: 543893 bytes, checksum: 71ffc80b3000c6ea82c8629b2744518d (MD5) Previous issue date: 2019

Made available in DSpace on 2019-12-05T00:38:04Z (GMT). No. of bitstreams: 1 2019JambuRindicaRevProtVeg.pdf: 542722 bytes, checksum: a2d712a84252b887970f6bc6750e184b (MD5) Previous issue date: 2019

Made available in DSpace on 2020-01-16T18:12:38Z (GMT). No. of bitstreams: 1 ART19115.pdf: 417493 bytes, checksum: ab25cf81e05674cf245a1eda4ed44acb (MD5) Previous issue date: 2019

Made available in DSpace on 2020-01-03T00:37:26Z (GMT). No. of bitstreams: 1 ART19062.pdf: 783912 bytes, checksum: abcbcaef43402898d6b5660f629ea4b0 (MD5) Previous issue date: 2019

Lippia schaueriana Mart. (Verbenaceae) is an endemic species of Caatinga with a restricted distribution to the states of Bahia and Pernambuco, which presents itself as a potential source of raw material for extraction of essential oil and exploitation by the chemical and pharmaceutical industries. Considering that there are no reports in the literature of research carried out with this species, this paper aimed to establish?for the first time?the chemical composition of its essential oil. The essential oil of the dry leaves at room temperature was obtained by hydrodistillation after 3 h of extraction and the phytochemical analyzes were done by gas chromatography coupled to mass spectrometry (GC/MS). The main compounds found in the oil of leaves were piperitone oxide (51.25%), caryophyllene (17.76%), limonene (8.06%), spathulenol (6.63%), and piperitone (2.90%). The piperitone oxide is a compound described in the literature that shows antinociceptive, cardiovascular, analgesic, and relaxing activities, as well as fungicidal and insecticidal effect, which gives it an interesting potential for the alternative control of agricultural pests. Made available in DSpace on 2018-09-29T00:33:39Z (GMT). No. of bitstreams: 1 Lippiaschauerianamolecules23024803.pdf: 253810 bytes, checksum: a68e2a4a86161ed7dc7d85c7ebcf6bda (MD5) Previous issue date: 2018-09-28

Ethnopharmacological relevance: Myracrodruon urundeuva Allemão (Aroeira-do-Sertão), Anacardiaceae, is one of the most used plants in folk medicine in Northeastern Brazil as an anti-inflammatory, healing and antiulcer. This species is threatened with extinction due to anthropogenic exploitation. The importance of this study is to demonstrate the feasibility of a conservationist model of replacement of the M. urundeuva adult tree (inner bark) for its under developing plants (shoots) in order to ensure the preservation of this species, but also to ensure sufficient raw material for pharmaceutical purposes. Aim of the study: To characterize chemically and assess the gastroprotective and anti-inflammatory activities of the fluid extracts from M. urundeuva innebark (adult plant) as well as stem and leaves of shoots (young plant). Materials and methods: The fluid extracts were prepared by maceration-percolation with hydroalcoholic solution according to the methodology described in the Brazilian Pharmacopoeia. These extracts were cleaned-up through solid phase extraction (SPE) and chemically characterized by ultra-performance liquid chromatography coupled to mass spectrometry (UPLC-ESI-QTOF MS/MS). Gastroprotective and anti-inflammatory activities of the extracts (700 or 1000 mg/kg) were assessed on ethanol-induced gastric lesions and Croton oil-induced ear edema in rats, respectively. The extracts were evaluated for cytotoxicity in vitro. Results: The UPLC-ESI-QTOF-MS/MS analysis evidenced the presence of chalcones, flavonoids and tannins. Gastroprotective and anti-inflammatory activities achieved with fluid extracts from the stems and leaves was similar to inner bark. The fluid extracts were not toxic. Conclusion: It is possible to replace the inner bark of the adult tree for the stems and leaves from the shoots as raw material to be used in the preparation of its the phytotherapeutics. Therefore, this finding may help in the implementation of public policies that ensure the conservation of the species along with its sustainable use for pharmaceutical purposes.

Made available in DSpace on 2019-01-11T23:36:22Z (GMT). No. of bitstreams: 1 ART18102.pdf: 212013 bytes, checksum: 3af86915f2310f26e06fb0f4a9c327bd (MD5) Previous issue date: 2019-01-08

Made available in DSpace on 2018-12-03T23:33:37Z (GMT). No. of bitstreams: 1 ART18077.pdf: 964998 bytes, checksum: a6946ccf3cc6df000bbe50fe506d440d (MD5) Previous issue date: 2018-11-16

Made available in DSpace on 2019-01-11T00:04:15Z (GMT). No. of bitstreams: 1 ART18098.pdf: 5638786 bytes, checksum: 8c759ee5230bfa26121fea1f017f67c1 (MD5) Previous issue date: 2019-01-07

Made available in DSpace on 2019-01-11T00:04:03Z (GMT). No. of bitstreams: 1 ART18117.pdf: 1695778 bytes, checksum: ab85a6455a7090417ecc7e9f09540ab1 (MD5) Previous issue date: 2019-01-07

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Made available in DSpace on 2018-05-10T01:05:26Z (GMT). No. of bitstreams: 1 ART17068.pdf: 1561956 bytes, checksum: 44a6b2128ebd8b78c724896da2befee8 (MD5) Previous issue date: 2018-01-12