alkylation

烷基化
  • 文章类型: Journal Article
    咖啡因和嘌呤衍生物代表有趣的化学部分,表现出各种生物活性。咖啡因是一种生物碱,属于甲基黄嘌呤生物碱家族,存在于食物中,饮料,和毒品。咖啡,茶,而其他一些饮料是人类饮食中咖啡因的主要来源。咖啡因可以用二氯甲烷或氯仿用热水从茶或咖啡中提取,剩下的被称为脱咖啡因咖啡或茶。咖啡因及其衍生物是通过不同的程序在小规模和大规模上合成的。它竞争性地拮抗腺苷受体(ARs),G蛋白偶联受体主要分布在人体内,包括心脏,船只,大脑,还有肾脏.最近,许多报道显示咖啡因衍生物在治疗许多疾病如阿尔茨海默病,哮喘,帕金森病,和癌症。此外,它被用作抗氧化剂,抗炎,镇痛药,和低胆固醇血症药。本综述文章讨论了综合,反应性,咖啡因及其衍生物的生物学和药理学性质。综述了咖啡因在咖啡、茶叶和人体中的生物合成和生物转化。
    Caffeine and purine derivatives represent interesting chemical moieties, which show various biological activities. Caffeine is an alkaloid that belongs to the family of methylxanthine alkaloids and it is present in food, beverages, and drugs. Coffee, tea, and some other beverages are a major source of caffeine in the human diet. Caffeine can be extracted from tea or coffee using hot water with dichloromethane or chloroform and the leftover is known as decaffeinated coffee or tea. Caffeine and its derivatives were synthesized via different procedures on small and large scales. It competitively antagonizes the adenosine receptors (ARs), which are G protein-coupled receptors largely distributed in the human body, including the heart, vessels, brain, and kidneys. Recently, many reports showed the effect of caffeine derivatives in the treatment of many diseases such as Alzheimer\'s, asthma, parkinsonism, and cancer. Also, it is used as an antioxidant, anti-inflammatory, analgesic, and hypocholesterolemic agent. The present review article discusses the synthesis, reactivity, and biological and pharmacological properties of caffeine and its derivatives. The biosynthesis and biotransformation of caffeine in coffee and tea leaves and the human body were summarized in the review.
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  • 文章类型: Journal Article
    四元立体中心对于新分子的三维性和增强性质具有重要意义,但是在创建四元立体中心方面的合成挑战极大地阻碍了它们在药物发现中的广泛应用,有机材料设计,和天然产物合成。烯丙基底物的不对称烯丙基烷基化(AAA)已被证明是现代不对称有机催化中具有单个或多个季碳中心的结构骨架的对映选择性形成的强大方法。AAA在构建四合立体中心方面具有一定的优势,包括但不限于轻度反应条件,有效反应速率,新功能组介绍,和碳链长度延长。本文概述了AAA反应应用中的关键考虑因素,并总结了AAA反应在含四元立体中心产物的对映选择性合成中的最新进展。同时,详细讨论了AAA反应,如配体,底物的范围,还提供了转化和一般反应机理。我们希望这次审查能够促进更广泛领域的进一步进展,包括有机合成,不对称催化,C-H活化,和对称药物化学。
    Quaternary stereocenters are of great importance to the three-dimensionality and enhanced properties of new molecules, but the synthetic challenges in creating quaternary stereocenters greatly hinder their wide use in drug discovery, organic material design, and natural product synthesis. The asymmetric allylic alkylation (AAA) of allylic substrates has proven to be a powerful methodology for enantioselective formation of structure skeletons bearing single or more quaternary carbon centers in modern asymmetric organocatalysis. AAA has certain advantages in constructing the tetrasubstituted stereocenters, including but not limited to mild reactive conditions, effective reaction rates, new functional group introduction, and carbon chains length extension. This review outlines the key considerations in the application of AAA reactions and summarizes the recent progress of AAA reactions in the enantioselective synthesis of products containing quaternary stereocenters. Meanwhile, a detailed discussion of the AAA reactions such as ligands, scope of substrates, transformations and the general reaction mechanisms is also provided. We hope this review could stimulate further advances in much broader areas, including organic synthesis, asymmetric catalysis, C-H activation, and symmetrical pharmaceutical chemistry.
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  • 文章类型: Journal Article
    Contamination of perfluoroalkyl substances (PFASs) in agricultural products have attracted more and more attentions recently. In this review, relationship between PFASs and vegetables is summarized comprehensively. PFASs could transfer to cultivation soils by irrigation water, bio-amended soil, and atmospheric deposition mainly from industrial emissions. Carbon chain length of PFASs, species of vegetables and so on are key factors for PFASs migration and bioaccumulation in soils, plants and vegetables. Studies on food risk assessment of PFOA and PFOS show low consumption risk for most vegetables, however researches on other substances are lacking. In the future, we need to pay more attention on novel pollution pathway in cultivation, traceability research for considerable contamination, dietary exposure levels for different vegetables and more substances, as well as more exact and scientific food risk assessments. Additionally, effective means for PFASs adsorption in soil and removal from soil are also expected.
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  • 文章类型: Journal Article
    近年来,β-内酰胺领域取得了很大进展。大多数研究都是针对新型β-内酰胺的合成,它们的功能化和探索它们的生物潜力。β-内酰胺的C-3官能化由于它们作为有机合成中的通用中间体及其治疗应用的实用性而继续引起科学界的极大兴趣。这导致了开发C-3官能化β-内酰胺的有效和经济策略的努力的显著增加。
    本综述旨在强调β-内酰胺的C-3官能化的最新进展。
    总结一下,β-内酰胺在C-3的官能化是β-内酰胺化学的一个重要方面,以改善/改变其合成效用以及生物潜力。C-3碳阳离子当量方法已成为β-内酰胺杂环的C-3官能化的重要而方便的策略,该方法提供了广泛的β-内酰胺。3-烷基化β-内酰胺,3-芳基/杂芳基化β-内酰胺,3-烷氧基化β-内酰胺。另一方面,通过碳负离子中间体对β-内酰胺进行碱介导的官能化是另一种有用的方法,但是它们的范围受到严格反应条件要求的限制。除此之外,有机金属试剂介导的3-卤代/3-酮-β-内酰胺的α-烷基化也成为合成具有良好收率和非对映选择性的官能化β-内酰胺的令人感兴趣的方法。
    A lot of advancement has been made in the area of β-lactams in recent times. Most of the research is targeted towards the synthesis of novel β-lactams, their functionalization and exploring their biological potential. The C-3 functionalization of β-lactams has continued to attract considerable interest of the scientific community due to their utility as versatile intermediates in organic synthesis and their therapeutic applications. This has led to the significant increase in efforts towards developing efficient and economic strategies for C-3 functionalized β-lactams.
    The present review aims to highlight recent advancement made in C-3 functionalization of β - lactams.
    To summarize, functionalization of β-lactams at C-3 is an essential aspect of β-lactam chemistry in order to improve/modify its synthetic utility as well as biological potential. The C-3 carbocation equivalent method has emerged as an important and convenient strategy for C-3 functionalization of β-lactam heterocycles which provides a wide range of β-lactams viz. 3-alkylated β-lactams, 3-aryl/heteroarylated β-lactams, 3- alkoxylated β-lactams. On the other hand, base mediated functionalization of β-lactams via carbanion intermediate is another useful approach but their scope is limited by the requirement of stringent reaction conditions. In addition to this, organometallic reagent mediated α-alkylation of 3-halo/3-keto-β-lactams also emerged as interesting methods for the synthesis of functionalized β-lactams having good yields and diastereoselectivities.
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  • 文章类型: Journal Article
    Critical-sized bone defects treated with biomaterials offer an efficient alternative to traditional methods involving surgical reconstruction, allografts, and metal implants. Chitosan, a natural biopolymer is widely studied for bone regeneration applications owing to its tunable chemical and biological properties. However, the potential of chitosan to repair bone defects is limited due to its water insolubility, faster in vivo depolymerization, hemo-incompatibility, and weak antimicrobial property. Functionalization of chitosan structure through various chemical modifications provides a solution to these limitations. In this review, current trends of using chitosan as a composite with other polymers and ceramics, and its modifications such as quaternization, carboxyalkylation, hydroxylation, phosphorylation, sulfation and copolymerization in bone tissue engineering are elaborated.
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  • 文章类型: Journal Article
    Alkylresorcinols are compounds which belong to the family of phenolic lipids, and are usually found in numerous biological species. In the particular case of higher plants, alkylresorcinols have been found in various counterparts with chains of thirteen to twenty-seven carbon atoms containing several saturations. Due to the demonstrated antimicrobial properties of many naturally occurring members of the alkylresorcinols family, it is possible to conclude that these compounds act as defensive agents in plants. Previous studies led to the isolation and identification of 5-alkylresorcinols that cleave DNA. Additionally, in the literature, there are several other biological effects attributed to some resorcinol derivatives, namely, cytotoxic, anticarcinogenic, antiproliferative, antileishmanial and antioxidant properties. This mini-review intends to outline the biological activities of the most relevant alkylresorcinols isolated from plants and to propose future directions for subsequent studies regarding the effective biological effects of this class of compounds.
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  • 文章类型: Journal Article
    Modified nucleosides have received a great deal of attention from the scientific community, either for use as therapeutic agents, diagnostic tools, or as molecular probes. Perhaps the most difficult position of a nucleoside to modify is the 4\'-position. Chemists have developed innovative methods to achieve this in a stereoselective manner to allow incorporation of a variety of functional groups. This review provides a summary of the most commonly used or recently published methods for ribose, deoxy-ribose, 4\'-thioribose, and carbocyclics.
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  • 文章类型: Journal Article
    This review presents current information about principal, biologically active compounds contained in grains of cereals that are most popular in Europe (wheat, rye, barley and oat). The tendency to provide consumers with safe foods, which promote their health and are based on cereal grains and/or their components with the high nutritive value, has been recently observed. The intake of protective substances contained in whole grains and their fractions contributes to a decreased risk of food-dependent diseases like the coronary heart disease and insulin-dependent diabetes. This study describes the structure, occurrence in cereal grains, technological importance and beneficial influence on human health of bioactive substances such as arabinoxylans, β-glucans, alkylresorcinols, tocols and phytosterols.
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  • 文章类型: Journal Article
    Fluorinated alkyl substances (FASs) are widely distributed contaminants that have been found in many environmental, human and biological samples throughout the world. Perfluorochemicals are used in many industry and consumer products, such as polymers and surfactants, because they have unique and useful properties (they are stable, chemically inert and generally unreactive). However, these compounds have also been found to be toxic, persistent and bioaccumulative. In recent years various analytical methods have been developed for the analysis of FASs in environmental samples. Most of these methods are based on liquid chromatography coupled to mass spectrometry (LC-MS) or tandem mass spectrometry (LC-MS/MS), since this is considered to be the technique of choice. This article reviews the various LC-(tandem)MS methods described so far for the analysis of FASs in water, sediment, sludge and biota samples. It discusses the main experimental conditions used for sample pretreatment and for analysis as well as the most relevant problems encountered and the limits of detection achieved.
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  • 文章类型: Journal Article
    Acrylamide (CH2=CH-CONH2), an industrially produced alpha,beta-unsaturated (conjugated) reactive molecule, is used worldwide to synthesize polyacrylamide. Polyacrylamide has found numerous applications as a soil conditioner, in wastewater treatment, in the cosmetic, paper, and textile industries, and in the laboratory as a solid support for the separation of proteins by electrophoresis. Because of the potential of exposure to acrylamide, effects of acrylamide in cells, tissues, animals, and humans have been extensively studied. Reports that acrylamide is present in foods formed during their processing under conditions that also induce the formation of Maillard browning products heightened interest in the chemistry, biochemistry, and safety of this vinyl compound. Because exposure of humans to acrylamide can come from both external sources and the diet, a need exists to develop a better understanding of its formation and distribution in food and its role in human health. To contribute to this effort, this integrated review presents data on the chemistry, analysis, metabolism, pharmacology, and toxicology of acrylamide. Specifically covered are the following aspects: nonfood and food sources; exposure from the environment and the diet; mechanism of formation in food from asparagine and glucose; asparagine-asparaginase relationships; Maillard browning-acrylamide relationships; quenching of protein fluorescence; biological alkylation of amino acids, peptides, proteins, and DNA by acrylamide and its epoxide metabolite glycidamide; risk assessment; neurotoxicity, reproductive toxicity, and carcinogenicity; protection against adverse effects; and possible approaches to reducing levels in food. Further research needs in each of these areas are suggested. Neurotoxicity appears to be the only documented effect of acrylamide in human epidemiological studies; reproductive toxicity, genotoxicity/clastogenicity, and carcinogenicity are potential human health risks on the basis of only animal studies. A better understanding of the chemistry and biology of pure acrylamide in general and its impact in a food matrix in particular can lead to the development of improved food processes to decrease the acrylamide content of the diet.
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