Search results for "METHYLATION"
showing 10 items of 607 documents
SYNTHESIS AND REARRANGEMENT OFN-METHYL-N-(2-THIAZOLYL)-NITRAMINE
2001
Methylation of N-(2-thiazolyl)-nitramine in alkaline solution gives 1,2-dihydro-3-methyl-2-nitriminothiazole which rear-ranges in concentrated sulphuric acid yielding small amount of 2-(N-methylamino)-5-nitrothiazole, identical with the product of rearrangement of N-methyl-N-(2-thiazolyl)-nitramine. The latter compound was obtained by the action of sodium hydride on 2-(N-methylamino)-thiazole followed by the nitration with n-butyl nitrate.
Diastereoselective Synthesis of Enantioenriched Trifluoromethylated Ethylenediamines and Isoindolines Containing Two Stereogenic Carbon Centers by Nu…
2020
Fluoroform, HFC-23, is an industrial byproduct from the synthesis of polytetrafluoroethylene and is a vastly underused resource; however, its physicochemical properties have hindered progress toward synthetic uses. Herein, we describe the use of HFC-23 as a cheap trifluoromethylating agent in two reactions for the highly diastereoselective synthesis of medicinally attractive chiral amines with two stereogenic carbon centers: a base-dependent, stereodivergent nucleophilic addition to synthesize enantioenriched vicinal diamines and a tandem nucleophilic addition/aza-Michael sequence toward enantioenriched isoindolines.
Synthesis and spectroscopic characterizations of both 1-ethyl-4,8-dihydro-10-methoxy-3-methyl-8-r1-6-r2-dipyrazolo[3,4-b:4′,3′-f]-[1,5]diazocin-5(1H)…
1995
The non-selective methylation of compounds 3a-d using ethereal diazomethane, allowed the synthesis of isomers 4 and 5 which were useful intermediates for the preparation, by a simple approach, of the title compounds 7 and 9. A complete assignment of the chemical shifts to the carbon atoms of the compounds 7 and 9 was performed by different nmr experiments, such as DEPT and XHDEPT for onebond CH correlations and COLOC experiments for long-range C-H correlations.
Epigenetic involvement in Hutchinson-Gilford progeria syndrome: a mini-review.
2013
Hutchinson-Gilford progeria syndrome (HGPS) is a rare human genetic disease that leads to a severe premature ageing phenotype, caused by mutations in the <i>LMNA</i> gene. The <i>LMNA</i> gene codes for lamin-A and lamin-C proteins, which are structural components of the nuclear lamina. HGPS is usually caused by a de novo <i>C1824T</i> mutation that leads to the accumulation of a dominant negative form of lamin-A called progerin. Progerin also accumulates physiologically in normal ageing cells as a rare splicing form of lamin-A transcripts. From this perspective, HGPS cells seem to be good candidates for the study of the physiological mechanisms of ageing…
Safety of Dietary Guanidinoacetic Acid: A Villain of a Good Guy?
2021
Guanidinoacetic acid (GAA) is a natural amino acid derivative that is well-recognized for its central role in the biosynthesis of creatine, an essential compound involved in cellular energy metabolism. GAA (also known as glycocyamine or betacyamine) has been investigated as an energy-boosting dietary supplement in humans for more than 70 years. GAA is suggested to effectively increase low levels of tissue creatine and improve clinical features of cardiometabolic and neurological diseases, with GAA often outcompeting traditional bioenergetics agents in maintaining ATP status during stress. This perhaps happens due to a favorable delivery of GAA through specific membrane transporters (such as…
The effect of β‐methylation on the conformation of α, β‐dehydrophenylalanine: a DFT study
2009
Dehydroamino acids are non‐coded amino acids that offer unique conformational properties. Dehydrophenylalanine (ΔPhe) is most commonly used to modify bioactive peptides to constrain the topography of the phenyl ring in the side chain, which commonly serves as a pharmacophore. The Ramachandran maps (in the gas phase and in CHCl3 mimicking environments) of ΔPhe analogues with methyl groups at the β position of the side chain as well as at the C‐terminal amide were calculated using the B3LYP/6‐31 + G** method. Unexpectedly, β‐methylation alone results in an increase of conformational freedom of the affected ΔPhe residue. However, further modification by introducing an additional methyl group a…
Recent Advances on the Halo- and Cyano-Trifluoromethylation of Alkenes and Alkynes
2021
Incorporation of fluorine into organic molecules is a well-established strategy in the design of advanced materials, agrochemicals, and pharmaceuticals. Among numerous modern synthetic approaches, functionalization of unsaturated bonds with simultaneous addition of trifluoromethyl group along with other substituents is currently one of the most attractive methods undergoing wide-ranging development. In this review article, we discuss the most significant contributions made in this area during the last decade (2012−2021). The reactions reviewed in this work include chloro-, bromo-, iodo-, fluoro- and cyano-trifluoromethylation of alkenes and alkynes.
The Epigenetics of the Endocannabinoid System
2020
The endocannabinoid system (ES) is a cell-signalling system widely distributed in biological tissues that includes endogenous ligands, receptors, and biosynthetic and hydrolysing machineries. The impairment of the ES has been associated to several pathological conditions like behavioural, neurological, or metabolic disorders and infertility, suggesting that the modulation of this system may be critical for the maintenance of health status and disease treatment. Lifestyle and environmental factors can exert long-term effects on gene expression without any change in the nucleotide sequence of DNA, affecting health maintenance and influencing both disease load and resistance. This potentially …
Characterization of a profile of epigenetic alterations involved in the aetiopathogenesis of endometriosis. Validation of molecular biomarkers for di…
2018
Introduction: Endometriosis is an oestrogen-dependent inflammatory disorder defined by the presence of endometrial-like tissue in ectopic locations, which limits the quality of life of affected women. This pathology affects 10% of reproductive-age women from all ethnic and social groups, although the prevalence in those patients experiencing pain, infertility or both is as high as 35%-50%, being the estimated prevalence of this condition around 176 million worldwide. Endometriosis is associated with an average diagnostic delay of 7 years, what could be partially explained by the lack of non-invasive biomarkers for diagnose, since the gold standard method is laparoscopy followed by histologi…
Does Arsenic Contamination Affect DNA Methylation Patterns in a Wild Bird Population? : An Experimental Approach
2021
Pollutants, such as toxic metals, negatively influence organismal health and performance, even leading to population collapses. Studies in model organisms have shown that epigenetic marks, such as DNA methylation, can be modulated by various environmental factors, including pollutants, influencing gene expression, and various organismal traits. Yet experimental data on the effects of pollution on DNA methylation from wild animal populations are largely lacking. We here experimentally investigated for the first time the effects of early-life exposure to environmentally relevant levels of a key pollutant, arsenic (As), on genome-wide DNA methylation in a wild bird population. We experimentall…