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糖氨基酸(sugar amino acids, SAAs)是一类同时含有氨基和羧基的糖类衍生物, 具有糖和氨基酸的结构特征和化学反应特性, 常作为多功能合成砌块用于组合化学的研究、糖模拟物和多肽模拟物的构建等. 因此, 该类化合物的设计与合成受到国内外化学家的持续关注. 在本文中, 我们发展了一种简单、高效的合成新型糖氨基酸的方法, 从廉价易得的3,4,6-O-三乙酰基-D-葡萄糖烯和3,4,6-O-三乙酰基-D-半乳糖烯出发, 在硝酸铈铵(CAN)的作用下通过一步自由基加成反应分别得到2-C-二羧酸酯类化合物gluco-2和galacto-2, 再经过脱羧、脱乙酰、碘代、叠氮化钠取代和一锅法还原氨化反应, 以最短直线步骤6步实现了糖氨基酸gluco-7(总收率34%)和galacto-7(总收率19%)的合成. 所有合成的化合物均经过IR, 1H NMR, 13C NMR和HRMS的表征. 相似文献
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在超声波促进下,未保护的吡喃糖依次与乙酸酐(或苯甲酸酐),乙酰溴,锌粉和PEG-600反应,"一锅法"合成了一系列乙酰化烯糖(或苯甲酰化烯糖).收率46%~89%,其结构经1H NMR确认. 相似文献
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本文使用自制的3-溴甲基喹喔啉-2-甲酸乙酯(6)为反应物,经一锅连续的Williamson反应/酯基水解反应过程,简便有效地合成一系列结构新型的3-芳氧甲基喹喔啉-2-羧酸类化合物(4a-l)。然后选用五种菌株为研究对象,进行了初步的体外抗菌活性实验,结果表明含有叔丁基和卤素取代的化合物4j, 4k和4l对革兰氏阳性菌金黄色葡萄球菌和枯草芽孢杆菌表现出很好的抑制活性,其中化合物4j的活性比参考药物S环丙沙星还要高,其MIC值分别为15.625 和7.8125 μg/mL。 相似文献
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本文以全乙酰溴代糖为糖基供体,应用相转移催化法进行糖苷化合成了7-O-b-D-喹诺糖基diphyllin苷(patentiflorin A)和7-O-b-L-岩藻糖基diphyllin苷(patentiflorin B)两种糖苷,然后将patentiflorin B糖环的3’和 4’位羟基进行原酸酯化和酸催化重排反应,得到了天然产物4’-O-乙酰7-O-b-L-岩藻糖基diphyllin苷。三个目标化合物的氢谱、碳谱和高分辨质谱数据与文献报道的天然产物一致。 相似文献
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以D-葡萄糖为起始原料,经9步反应合成了2-O-苄基-3-O-烯丙基-1-O-对甲氧基苯基α-D-葡萄糖(9);将9的6-位伯羟基经叔丁基二苯基硅烷基(TBDPS)保护,首次合成了正交保护的新型葡萄糖受体2-O-苄基-3-O-烯丙基6-O-叔丁基二苯基硅烷基1-O-对甲氧基苯基α-D-葡萄糖(Ⅱ),总收率28.2%;将9的6-位伯羟基氧化糖醛酸化后,再经甲酯化,以25.0%的总收率首次合成了新型葡萄糖醛酸受体2-O-苄基-3-O-烯丙基-1-O-对甲氧基苯基α-D-葡萄糖醛酸甲酯(Ⅲ),化合物结构经1H NMR,13C NMR, IR和HR-MS(ESI)表征。 相似文献
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IntroductionAbouttenyearsago ,PNA ,astructuralmimicofDNAinwhichthesugar phosphatebackboneisreplacedbyN (2 aminoethyl)glycine (aeg)linkageemergedasapotentialanti sensetherapeuticagent.1PNAhassomeadvantages:(1)itisstabletocellularnucleasesandproteases,(2 )ithybridizeswithcomplementaryDNAorRNA (cDNA/RNA)sequenceswithhighaffinity ,(3)ithaslownon specificinteractionwithcellularcontentsand (4 )itiseasilysynthesizedbyadoptionofsolidphasepeptidesynthesischemistry .However,thema jorlimitationo… 相似文献
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N-Boc protected amino acids of analogues of peptide nucleic acid (PNA),which are a class of conformationally constrained building blocks based on 4-aminoproline backbone with chirality at 2-c and 4-c,have been synthesized.Those monomers can be used for the construction of novel peptide nucleic acid analogues. 相似文献
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A series of new glycoside derivatives of quinizarin were synthesized and characterized by NMR and IR spectrometry, and in vitro antitumor activity of some of these derivatives was evaluated against the mouse leukaemia P388 and the human leukaemia HL-60 cell lines by the standard MTT assay. They were proven to possess moderate antitumor activity. 相似文献
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新型5-溴嘧啶衍生物的选择性合成 总被引:1,自引:0,他引:1
对甲苯磺酰氯与三甘醇单甲酯完成酯化反应,再与对溴苯酚缩合制得对溴苯基三甘醇单甲醚(3);3与硼酸甲酯完成取代反应、酸解后在Pd(PPh3)4催化下与5-溴-2-碘嘧啶(5)在甲苯中通过Suzuki偶联反应选择性地合成了5-溴-2-对(甲基三甘醇基)苯基嘧啶(1a),收率73%。以1-十二烯和5为主要原料,通过Suzuki偶联反应,一锅法选择性地合成了5-溴-2-十二烷基嘧啶(1b),收率82%。1a和1b未见文献报道,其结构经1HNMR,13C NMR和MS表征。 相似文献
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XingGenTAI~ ShuLinPENG XunLIAO JianLIANG LiShengDING 《中国化学快报》2003,14(10):1027-1028
A novel pregnane glycoside, biondianoside E, was isolated from the roots of Biondia chinensis. By the spectroscopic and chemical methods, this structure was elucidated as 3β, 5β,14β, 20S, 21-pentahydroxypregnane 3-O-β-D-glucopyranosyl-(1→4)-β-D-cymaropyranoside. 相似文献
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YingTongDI XunLIAO ShuLinPENG JianLIANG LiShengDING 《中国化学快报》2003,14(11):1154-1155
A novel monoterpene glycoside, mileenside, was isolated from Swertia mileensis by repeated normal and reverse phase silica gel chromatography and its structure was elucidated mainly based on spectral evidence. 相似文献
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Dr. Sylvain Grosjean Patrick Hodapp Dr. Zahid Hassan Prof. Dr. Christof Wöll Dr. Martin Nieger Prof. Dr. Stefan Bräse 《ChemistryOpen》2019,8(6):743-759
Modular synthesis of structurally diverse functionalized azobiphenyls and azoterphenyls for the realization of optically switchable materials has been described. The corresponding synthesis of azobiphenyls and azoterphenyls by stepwise Mills/Suzuki-Miyaura cross-coupling reaction, proceeds with high yields and provides facile access to a library of functionalized building blocks. The synthetic methods described herein allow combining several distinct functional groups within a single unit, each intended for a specific task, such as 1) the −N=N− azobenzene core as a photoswitchable moiety, 2) aryls and heteroaryls, functionalized with carboxylic acids or pyridine at its peripheries, as coordinating moieties and 3) varying substitution, size and length of the backbone for adaptability to specific applications. These specifically designed azobiphenyls and azoterphenyls provide modular bricks, potentially useful for the assembly of a variety of polymers, molecular containers and coordination networks, offering a high degree of molecular functionality. Once integrated into materials, the azobenzene system, as a side group on the organic linker backbone, can be exploited for remotely controlling the structural, mechanical or physical properties, thus being applicable for a broad variety of ‘smart’ applications. 相似文献