抗艾滋病药物Delavirdine衍生物Resdelasu的合成

IF 3.1 4区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemical Research in Chinese Universities Pub Date : 2008-11-01 DOI:10.1016/S1005-9040(09)60016-7
Qing-xiang GUAN , Li-peng HE , Xi WANG , Wen-yan ZHANG , En-si WANG , Xiang-hui YU
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引用次数: 0

摘要

鉴于德拉韦林和白藜芦醇的抗hiv活性,将德拉韦林衍生物和白藜芦醇以琥珀酸酐为偶联物,经两种不同途径连接,合成了一种新型抗艾滋病药物瑞德拉苏,1-{3-[(1-甲基-乙基)氨基]-2-吡啶基}-4-{[5-(4-{5[(1E)-2-(羟基苯基)乙烯基]-1,3-苯二酰基羰基丁基}氨基)-1 -吲哚-2-羰基}-哌嗪。通过1H NMR、13C NMR、IR、MS和元素分析证实了其结构。采用酯化-酰胺化法合成redelasu比酰胺化-酯化法更简单,产率(46%)更高。结果表明,该方法简便、高效。HIV-1逆转录酶测定和MAGI定量测定HIV-1的结果表明,合成了一种新的抗艾滋病药物redelasu。
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Synthesis of an Anti-AIDs Drug Delavirdine Derivate, Resdelasu

In view of the anti-HIV activities of delavirdine and resveratrol, a novel anti-AIDs drug Resdelasu, 1-{3-[(1-methyl-ethyl)amino]-2-pyridinyl}-4-{[5-(4-{5[(1E)-2-(hydroxyphenyl)ethenyl]-1,3-benzenedioyl-carbonylbutanoyl}amino)-1H-indol-2-yl]carbonyl}-piperazine was synthesized by linking the delavirdine derivative and resveratrol with succinic anhydride as the conjugated compound via two different routes. Its structure was confirmed by means of 1H NMR, 13C NMR, IR, MS, and elemental analysis. The route of esterification followed by amidation for synthesizing Resdelasu was simpler and gave a higher yield(46%) than that of amidation followed by esterification. It was proved that the method was efficient and convenient to prepare Resdelasu. The results of HIV-1 Reverse Transcriptase Assay and quantitative titration of HIV-1 via MAGI assay showed that a novel anti-AIDs drug, Resdelasu, had been synthesized.

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来源期刊
CiteScore
5.30
自引率
6.50%
发文量
152
审稿时长
3.0 months
期刊介绍: The journal publishes research articles, letters/communications and reviews written by faculty members, researchers and postgraduates in universities, colleges and research institutes all over China and overseas. It reports the latest and most creative results of important fundamental research in all aspects of chemistry and of developments with significant consequences across subdisciplines. Main research areas include (but are not limited to): Organic chemistry (synthesis, characterization, and application); Inorganic chemistry (bio-inorganic chemistry, inorganic material chemistry); Analytical chemistry (especially chemometrics and the application of instrumental analysis and spectroscopy); Physical chemistry (mechanisms, catalysis, thermodynamics and dynamics); Polymer chemistry and polymer physics (mechanisms, material, catalysis, thermodynamics and dynamics); Quantum chemistry (quantum mechanical theory, quantum partition function, quantum statistical mechanics); Biochemistry; Biochemical engineering; Medicinal chemistry; Nanoscience (nanochemistry, nanomaterials).
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