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2018年先进化学:研究在天然产物合成:Elevenol, lodopyridone isoquinocyclinone -乌尔里希Koert

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Elevenol隔绝的根源Flueggea virosa 7, 20-oxa-bridged dinorditerpene展品anti-Hepatitis C病毒活动。Lodopyridone空前pentasubstituted 4-pyridone来自海洋菌株CNQ490拉霍亚峡谷附近的收集。Isoquinocyclinone是常见的糖苷配基isoquinocycline A和b两个天然产品属于quinocyclines,一类蒽环霉素与抗菌天然产物和细胞毒性化合物分离首先从链霉菌属aureofaciens。这里我们提出这些天然产物的全合成的进展。合成的关键步骤elevenol是立体选择Stetter-type迈克尔加成,Tishchenko反应和分子内内酯烯醇化物芳基化。对于lodopyridone pentasubstituted 4-pyridone准备从曲酸通过特定选择的溴化,thio-Ullmann反应和特定选择的lithiation /碘化。豪泽的蒽醌isoquinocyclinone的核心是合成环状结构。2、4、5,6-tetrahydropyrrolo [2, 3 b]吡咯子结构可以准备通过Ni(0)介导的氰化物除了紧随其后的转换O, O N, O缩醛和一个分子内N-alkylation。一种天然产品是一种化学化合物或物质由一个活的有机体,在自然界中发现。在最广泛的意义上,所产生的天然产物包括任何物质生活。 Natural products can also be prepared by chemical synthesis (both semi-synthesis and total synthesis) and have a central role in the development of the field of organic chemistry by providing difficult synthesis targets. The term natural product has also been added for commercial purposes including cosmetics, food supplements and foods with no natural sources added. . In the field of organic chemistry, the definition of natural products is generally limited to purified organic compounds that are isolated from natural sources, such as primary or secondary metabolic pathways. In the field of medicinal chemistry, the definition is often limited to secondary metabolites that are not essential for survival, but nevertheless provide the organisms which produce them with an evolutionary advantage. Many secondary metabolites are cytotoxic and have been evolutionarily selected and optimized for use against "chemical warfare" agents. Chemical examination of an organic extract of CNQ490, a Saccharomonospora sp. isolated from marine sediment off the coast of San Diego, gave lodopyridone. The low proton / carbon ratios exhibited by the structure of lodopyridone prevented elucidation by NMR spectroscopic methods, and the structure was finally determined by X-ray crystallography. Lodopyridone cancer as a mass spectrometry test in ultrafiltration, but it does not inhibit the enzymatic activity. All natural products begin with mixtures and other naturally occurring compounds, often very complex mixtures, from which the product's interest must be isolated and purified. The isolation of a natural product refers to the context, to the degree of elucidation of the chemical content, the derivatization / degradation chemistry, the biological tests and the research requirements (usually milligrams to grams, but Historically, often more), [citation needed] or to isolate "analytical quantities" of the substance of interest, where the emphasis is on the identification and quantification of the substance (for example in tissues or biological fluids) The isolation methods applied to attend to these two separate product scales are also separate, but generally involve extraction, precipitation, adsorption, chromatography and sometimes crystallization. In both cases, the isolated substance is purified to chemical homogeneity, that is to say that specific combined separation and analysis methods such as LC-MS methods are chosen or be "- carrying out their separations on the basis of modes of interaction distinctions between the substance and the isolation matrix - with the objective being the repeated detection of a single species present in the putative

乌尔里希Koert

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