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1.
Metabolites ; 13(3)2023 Mar 17.
Artigo em Inglês | MEDLINE | ID: mdl-36984881

RESUMO

Breast cancer (BC) is the most common type of cancer among women in almost all countries worldwide and is one of the oncological pathologies for which is indicated fertility preservation, a type of procedure used to help keep a person's ability to have children. Follicular fluid (FF) is a major component of oocyte microenvironment, which is involved in oocyte growth, follicular maturation, and in communication between germ and somatic cells; furthermore, it accumulates all metabolites during oocytes growth. To obtain information about changes on fertility due to cancer, we aimed at investigating potential biomarkers to discriminate between FF samples obtained from 16 BC patients and 10 healthy women undergoing in vitro fertilization treatments. An NMR-based metabolomics approach was performed to investigate the FF metabolic profiles; ELISA and western blotting assays were used to investigate protein markers of oxidative and inflammatory stress, which are processes closely related to cancer. Our results seem to suggest that FFs of BC women display some significant metabolic alterations in comparison to healthy controls, and these variations are also related with tumor staging.

2.
Nat Prod Res ; : 1-5, 2023 Mar 12.
Artigo em Inglês | MEDLINE | ID: mdl-36908103

RESUMO

The scent of Anacamptis species has been analyzed by using HS-SPME-GC-MS. The sample was collected in Basilicata (Southern Italy). Every species showed a different composition of the scent in the analyses we performed. 1,2,4-Trimethoxybenzene and methyl 4-mehoxybenzoate were the main components of that of Anacamptis coriophora subsp. fragrans. The scent of Anacamptis laxiflora was due to the presence of caryophyllene. Linear hydrocarbons but also decanal were components of the scent of Anacamptis pyramidalis. Eucalyptol was found in the scent of Anacamptis papilonacea. Finally, ß-sesquiphellandrene was the main component of the scent of Anacamptis morio.

3.
Front Physiol ; 13: 840109, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-35283772

RESUMO

The aim of this pilot study is to evaluate if SARS-CoV-2 infection or vaccination against SARS-CoV-2 infection induce observable metabolic effects in follicular fluid of women who are following in vitro fertilization (IVF) treatments. The possible impact of coronavirus disease 2019 (COVID-19) on fertility and IVF outcome is considered. We have selected for this study: six women vaccinated against SARS-CoV-2 infection, five recovered COVID-19 patients, and we used nine healthy women as the control group. At the time of oocytes retrieval from participants in the study, follicular fluids were collected and metabolomic analysis was performed by 1H NMR spectroscopy in combination with multivariate analysis to interpret the spectral data. The search for antibody positivity in the follicular fluid aspirates was also carried out, together with the western blotting analysis of some inflammatory proteins, interleukin-6, tumor necrosis factor α (TNFα), and the free radical scavenger superoxide dismutase 2. Higher levels of Ala and Pro together with lower levels of lipids and trimethylamine N-oxide (TMAO) were found in follicular fluids (FFs) of vaccinated women while lower levels of many metabolites were detected in FFs of recovered COVID patients. Expression level of TNF-α was significantly lower both in recovered COVID-19 patients and vaccinated women in comparison to healthy controls.

4.
Nat Prod Res ; 36(13): 3435-3439, 2022 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-33249883

RESUMO

The SPME-GC-MS analysis of the aroma components of Gymnadenia conopsea subsp. conopsea, subsp. densiflora, var. alpina and Gymnadenia odoratissima var. odoratissima, var. idae were reported. The main components of in total 78 found in G. conopsea subsp. conopsea were elemicin, cis-9-hexadecenal, hexadecanal, isoelemicin and (Z)-11-hexadecen-1-ol acetate; in subsp. densiflora benzyl benzoate, eugenol and trans-isoeugenol; in var. alpina benzyl benzoate, methyleugenol and elemicin. In the scent of G. odoratissima var. odoratissima were found 2-phenylethyl acetate, eugenol and pentadecane, in var. idae mainly C15-C21 alkanes and C16, C18 carbonic acids and some isoprenoid-derivatives. As all tested Gymnadenia-taxa are allogamous, the differences in scent composition may play a role in pollinator attraction.


Assuntos
Orchidaceae , Compostos Orgânicos Voláteis , Eugenol , Cromatografia Gasosa-Espectrometria de Massas , Imidazóis , Odorantes/análise , Microextração em Fase Sólida , Sulfonamidas , Tiofenos , Compostos Orgânicos Voláteis/análise
5.
Nat Prod Res ; 36(14): 3741-3743, 2022 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-33461336

RESUMO

The scent of Neotinea species has been performed by using solid-phase microextraction- gas chromatography- mass spectrometry (SPME-GC-MS). The scent of Neotinea ustulata showed the presence of 9-tricosene, 1-nonadecanol and heinecosane. The analysis of the scent of Neotinea tridentata gave α-ionone as the main component. The scent of Neotinea lactea showed the presence of pentadecane, heptadecane and isopropyl palmitate. Neotinea maculata showed the presence in the scent of 1-decene and ethyl dodecanoate.


Assuntos
Orchidaceae , Compostos Orgânicos Voláteis , Cromatografia Gasosa-Espectrometria de Massas , Odorantes/análise , Feromônios , Microextração em Fase Sólida , Compostos Orgânicos Voláteis/análise
6.
Arch Gynecol Obstet ; 302(3): 741-751, 2020 09.
Artigo em Inglês | MEDLINE | ID: mdl-32462220

RESUMO

INTRODUCTION: The main goal of this retrospective cohort study is the assessment of the effects of administration of recombinant-hCG (r-hCG) versus urinary-hCG (u-hCG) on follicular fluid (FF) composition of women who underwent in vitro fertilization (IVF) treatments. MATERIALS AND METHODS: We selected 70 patients with infertility attributable to tubal diseases, unexplained infertility, and male factor. Metabolomics analysis of their FFs was performed by 1H nuclear magnetic resonance (1H NMR) spectroscopy in combination with multivariate analysis to interpret the spectral data. Univariate statistical analysis was applied to investigate the possible correlations between clinical parameters and between clinical parameters and metabolites identified by NMR. RESULTS: According to the type of hCG used, significant differences were detected in FFs of women with male factor and unexplained infertility, both in qualitative and quantitative terms, for some metabolites as cholesterol, citrate, creatine, ß-hydroxybutyrate, glycerol, lipids, amino acids (Glu, Gln, His, Val, Lys) and glucose. No significant difference was observed in women with tubal diseases. Besides, the number of MII oocytes in the u-hCG-treated groups correlates positively with glutamate in tubal disease and with glycerol in unexplained infertility. In the r-hCG-treated groups, the number of MII oocytes correlates positively with lipid in tubal disease, positively with citrate and negatively with glucose in male infertility. CONCLUSIONS: Metabolite composition of FF changes according to different type of hCG treatment and this can be related to oocyte development and subsequent outcome. According to the data of this study, different types of hCG should be used in relation to the diagnosis of infertility to obtain better results in inducing oocyte maturation in women undergoing IVF.


Assuntos
Gonadotropina Coriônica/metabolismo , Fertilização in vitro/métodos , Líquido Folicular/metabolismo , Metabolômica/métodos , Indução da Ovulação/métodos , Adulto , Feminino , Humanos , Projetos Piloto , Estudos Retrospectivos
7.
Nat Prod Res ; 34(19): 2857-2861, 2020 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-30929472

RESUMO

Platanthera bifolia subsp. osca sample collected at Grisolia showed as main components linalool (17.8%), benzyl benzoate (55.8%), and benzyl 2-hydroxybenzoate (6.7%). Four samples of P. bifolia subsp. osca were collected at Pignola: the main components of the aroma are lilac derivatives (49.02-79.00%), mainly lilac alcohols B (7.41-13.52%), C (10.10-18.45%), and D (7.50-34.28%). Three samples were analyzed from the site of Marsico Nuovo. The main components of the scent found in this site were linalool (1.54-10.00%), lilac aldehydes (3.98-11.15%), and mainly lilac alcohols (50.68-61.51%). The main components of the sample collected at Palena were methyl benzoate (9.04%) and benzyl benzoate (74.72%). The analysis of the composition of the aroma of a Platanthera chlorantha plant has been performed. The main components were lilac derivatives. The reported behavior could be explained admitting an adaptive modification of the scent considering the nature of possible pollinating agents due to different habitats.


Assuntos
Odorantes/análise , Orchidaceae/química , Monoterpenos Acíclicos/análise , Álcoois/análise , Aldeídos/análise , Ecossistema , Cromatografia Gasosa-Espectrometria de Massas , Itália , Polinização , Compostos Orgânicos Voláteis/análise , Compostos Orgânicos Voláteis/química
8.
Metabolomics ; 15(2): 19, 2019 01 29.
Artigo em Inglês | MEDLINE | ID: mdl-30830455

RESUMO

INTRODUCTION: Several metabolomics studies have correlated follicular fluid (FF) metabolite composition with oocyte competence to fertilization, embryo development and pregnancy but there is a scarcity of research examining the metabolic effects of various gynaecological diseases. OBJECTIVES: In this study we aimed to analyze and correlate the metabolic profile of FF from women who were following in vitro fertilization (IVF) treatments with their different infertility pathologies. METHODS: We selected 53 women undergoing IVF who were affected by: tubal diseases, unexplained infertility, endometriosis, polycystic ovary syndrome (PCOS). FF of the study participants was collected at the time of oocytes retrieval. Metabolomic analysis of FF was performed by nuclear magnetic resonance (NMR) spectroscopy. RESULTS: FF presents some significant differences in various infertility pathologies. Although it was not possible to discriminate between FF of control participants and women with tubal diseases and unexplained infertility, comparison of FF metabolic profile from control women with patients with endometriosis and PCOS revealed significant differences in some metabolites that can be correlated to the causes of infertility. CONCLUSION: NMR-based metabolic profiling may be successfully applied to find diagnostic biomarkers for PCOS and endometriosis and it might be also used to predict oocyte developmental potential and subsequent outcome.


Assuntos
Líquido Folicular/citologia , Líquido Folicular/metabolismo , Infertilidade Feminina/etiologia , Adulto , Endometriose/metabolismo , Feminino , Fertilização in vitro/métodos , Humanos , Imageamento por Ressonância Magnética/métodos , Espectroscopia de Ressonância Magnética/métodos , Metaboloma/fisiologia , Metabolômica/métodos , Oócitos/metabolismo , Indução da Ovulação/métodos , Projetos Piloto , Síndrome do Ovário Policístico/metabolismo , Gravidez
9.
J Assist Reprod Genet ; 35(11): 2063-2070, 2018 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-30069850

RESUMO

PURPOSE: The purpose of this study was to evaluate the possible application of metabolomics to identify follicular fluid changes in cancer patients undergoing fertility preservation. Although metabolomics have been applied already in cancer studies, this is the first application on follicular fluid of cancer patients. METHODS: We selected for the study ten patients with breast cancer and lymphoma who resorted to oocyte cryopreservation to preserve fertility and ten healthy women undergoing in vitro fertilization treatments. Follicular fluid was collected at the time of oocytes retrieval. Metabolomic analysis of follicular fluids was performed by 1H-nuclear magnetic resonance (NMR) spectroscopy in combination with multivariate analysis to interpret the spectral data. Univariate statistical analysis was applied to find correlations between patients' features and metabolites identified by NMR. RESULTS: Partial least squares discriminant analysis allowed to discriminate samples from cancer patients and healthy controls. Univariate statistical analysis found significant correlations between patients' features and metabolites identified by NMR. This finding allowed to identify biomarkers to differentiate both healthy controls from cancer patients and the two different classes of oncological patients. CONCLUSION: The follicular fluids of cancer patients display significant metabolic alterations in comparison to healthy subjects. NMR-based metabolomics could be a valid prognostic tool for identifying and selecting the best cryopreserved oocytes and improving the outcome prediction in cancer women undergoing in vitro fertilization.


Assuntos
Biomarcadores/metabolismo , Neoplasias da Mama/metabolismo , Preservação da Fertilidade , Líquido Folicular/metabolismo , Linfoma/metabolismo , Espectroscopia de Ressonância Magnética/métodos , Metabolômica , Adulto , Neoplasias da Mama/patologia , Estudos de Casos e Controles , Feminino , Humanos , Linfoma/patologia , Adulto Jovem
10.
Photochem Photobiol Sci ; 11(8): 1383-8, 2012 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-22722652

RESUMO

The photochemical version of the Boulton-Katritzky reaction has been studied, examining the behaviour of the arylhydrazones of 3-benzoyl-5-X-1,2,4-oxadiazoles. The effect of several modifications of the substrates structure (the E and/or Z structures of arylhydrazones, the possible presence of substituents in the arylhydrazono moiety, and the nature of substituents at C-5 of the 1,2,4-oxadiazole ring) on the course of the photochemical rearrangement has been examined.

11.
J Agric Food Chem ; 60(1): 7-15, 2012 Jan 11.
Artigo em Inglês | MEDLINE | ID: mdl-22148282

RESUMO

In this study the characterization of white wines produced from the monovarietal 'Greco bianco' grape variety is presented for the first time. A total of 40 commercial wines, from two different southern Italian regions, Calabria and Campania, from the same grape variety and two different vintages, were investigated. The analyses were performed by means of chromatographic methods, conventional analyses, and nuclear magnetic resonance (NMR) spectroscopy. No differentiation was observed according to the year of production but a significant discrimination was achieved using principal component analysis (PCA) and partial least squares-discriminant analysis (PLS-DA). In particular, PLS-DA allowed the selection of compounds (total acidity; citric, malic, succinic, and lactic acids; total polyphenol index; glucose and proline/arginine ratio) useful for differentiating the studied wines on the basis of geographical origin.


Assuntos
Vitis/química , Vinho/análise , Fenômenos Químicos , Técnicas de Química Analítica , Itália , Espectroscopia de Ressonância Magnética , Análise de Componente Principal
12.
Photochem Photobiol Sci ; 9(8): 1134-8, 2010 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-20563353

RESUMO

The photochemical reaction of 2-substituted heterocyclic aldehydes with furan gave the corresponding exo oxetane derivatives through the excited triplet state. However, in situ the oxetane derivatives were converted through a metathesis reaction into the corresponding Z,E-butadienyl formate derivatives. On the contrary, 3-substituted heterocyclic aldehydes gave the corresponding exo oxetane derivatives. The effect of 2-substituted heterocyclic ring in order to facilitate the metathesis reaction is explained considering the possible participation of the pi aromatic orbitals in the oxetane C-O bond cleavage.

13.
J Agric Food Chem ; 56(18): 8273-9, 2008 Sep 24.
Artigo em Inglês | MEDLINE | ID: mdl-18693739

RESUMO

We explored the possibility of differentiating Italian wines produced in different regions by means of nuclear magnetic resonance (NMR) techniques. Ten commercial red Aglianico wines were selected from different areas of the Basilicata region in the south of Italy. Some important components of these wines were identified by the assignments of their (1)H and (13)C resonances using one- and two-dimensional homonuclear and heteronuclear NMR experiments. These data were compared with those obtained from 10 Aglianico wines produced in Campania, another southern Italian region. Differences were found among the wines according to their geographical origin and vintage. A fine discrimination of Aglianico wines from Basilicata and Campania was obtained, suggesting that the selected NMR parameters may be a valuable tool for wine authenticity control.


Assuntos
Espectroscopia de Ressonância Magnética , Vinho/análise , Vinho/classificação , Aminoácidos/análise , Carboidratos/análise , Liofilização , Itália , Fenóis/análise
14.
J Org Chem ; 64(15): 5447-5452, 1999 Jul 23.
Artigo em Inglês | MEDLINE | ID: mdl-11674606

RESUMO

A convergent stereoselective synthesis of the (3S,5R,7R,10R,11R)-C1-C13 fragment of Nystatin A(1) is reported in this paper. This fragment contains an all-syn-1,3,5-triol subunit and a syn-1,2-diol moiety. The main features of the synthesis are the enzymatic desymmetrization of a meso diol to obtain an enantiomerically pure syn-4,6-dihydroxy-2-keto-phosphonate, chiral sulfoxide chemistry to prepare an alpha-(R)-hydroxyaldehyde and 2-trimethylsilyl thiazole reagent to synthesize a syn-alpha,beta-(R,S)-dihydroxy aldehyde.

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