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以去氢表雄酮(DHEA)为原料,经过3位羟基乙酰化、17位羰基亚乙二氧基化和烯丙位氧化合成了3β-乙酰氧基-17,17-亚乙二氧基-5-雄甾烯-7-酮,目标化合物和中间体的结构经IR1、HNMR和MS确证。考察了不同氧化剂、反应温度、反应时间对产品收率的影响。确定了最佳反应条件:以n(PDC)∶n(t-BuOOH)∶n(3β-乙酰氧基-17,17-亚乙二氧基-5-雄甾烯)=4∶4∶1,反应温度25℃,反应时间8 h,总收率达57.9%。该路线反应条件温和、操作简单且产率高。 相似文献
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B-降雄甾化合物的合成及抗肿瘤活性研究 总被引:1,自引:0,他引:1
从去氢表雄酮出发,通过官能团保护、臭氧化开环、环化反应,然后通过不同的化学反应及官能团转换,在甾核的不同位置引入不同官能团,合成了系列具有[6-5-6-5]-甾核结构的化合物。采用Hela(宫颈癌细胞株),Bel 7404(肝癌细胞株)和SGC 7901(胃癌细胞株)肿瘤细胞株,对这些化合物进行了体外抗肿瘤活性测试。研究结果表明,当C-6为缩氨硫腙基、C-17为肟基取代时,所得到的B-降-3-乙酰氧基-5-羟基-17-肟-雄甾-6-缩胺硫腙对HeLa细胞具有中等强度的细胞毒性。 相似文献
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5-雄甾烯-3β-醇-17-酮-3-醋酸酯是多个甾体激素合成的中间体,如去氢表雄酮、癸酸诺龙、雌二醇、炔诺酮等雄激素、雌激素、孕激素产品的合成。通过对工艺的实验研究,得出最优化的工艺为用盐酸替代三氯氧磷,作为反应的催化剂,且加入的盐酸的量与I的质量比为0.5:1。用甲苯和丙酮的混合溶剂替代受限制使用溶剂苯,与I的质量比为2.5:2.5:1。实现了工艺绿色化,并且收率有明显提高。 相似文献
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不饱和醇型檀香的合成与分析 总被引:1,自引:0,他引:1
在合成檀香化合物3-甲基-5-(2,2,3-三甲基环戊-3-烯-1-基)-戊-2-醇的过程中,对前体化合物3-甲基-5-(2,2,3-三甲基环戊-3-烯-1-基)-3-烯-2-酮采用化学还原方法,合成出不饱和醇型檀香化合物3-甲基-5-(2,2,3-三甲基环戊-3-烯-1-基)-3-烯-戊-2-醇,对其进行了物理常数、IR、 ̄1HNMR、GC-MS的分析测定。 相似文献
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Igor Jerković Marina Rajić Zvonimir Marijanović Mate Bilić Stela Jokić 《分离科学与技术》2016,51(18):2925-2931
Supercritical (SC) CO2 extraction of dried Immortelle flowers was performed at different process parameters. The optimal extraction conditions related to the yield were determined by response surface methodology (yield 4.09% at 20 MPa and 52°C). The extracts were analyzed by GC-MS and tremetone derivatives dominated: bitalin A, 12-acetoxytremetone, gnaphaliol, 1-[2-(2-methyl-2,3-dihydroxypropyl)-2,3-dihydro-1-benzofuran-5-yl]ethanone, isobutyl bitalin A, and 1-[2-(acetylprop-1-en-2-yl)-3-hydroxy-2,3-dihydro-1-benzofuran-5-yl]ethanone. Striking differences were found among the essential oil and SC-CO2 extracts composition. The major oil compounds were γ-curcumene, α-pinene, β-selinene, α-selinene, and limonene. Mono- and sesquiterpene were found among minor constituents of the extracts. Neryl acetate was present in the extracts and essential oil. 相似文献
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Sterols of Almond Seed Coat Additionally to seven sterols known from the almond seed oil the nonsaponifiable part of the greasy oil of almond seed coats contains 24-methylencholesterol ( 6 ), fucosterol ( 8 ) and sitosterol and stigmasterol glucopyranosyl ethers. The campesterol concentration was eight fold compared to the seed oil. Saturated sterols were not present proved after Jones oxidation of the monounsaturated sterol fraction. Amongst the expected oxidation products (24R)-stigmast-5-en-3β-yl formiate ( 10 ) and (24R)-stigmast-5-en-3-on dimethylacetal ( 11 ) have been identified, which both should be artefacts. 相似文献
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Miguel Michereff Filho Evaldo F. Vilela Athula B. Attygalle Jerrold Meinwald Aleš Svatoš Gulab N. Jham 《Journal of chemical ecology》2000,26(4):875-881
Field evaluations demonstrate that the addition of the minor pheromone component (3E,8Z)-tetradecadien-1-yl acetate to the major component (3E,8Z,11Z)-tetradecatrien-1-yl acetate does not significantly increase the trap catches of Tuta absoluta males in the field. The triene acetate itself is highly attractive, catching about 869 ± 255 males per trap in three consecutive nights. The addition of two isomers of the minor component (3E,8Z)-tetradecadien-1-yl acetate, (3E,11Z)-tetradecadienyl-yl acetate and (8Z,11Z)-tetradecadien-1-yl acetate, to the major component (3E,8Z,11Z)-tetradecatrien-1-yl acetate also did not significantly alter the number of the males caught in the traps. 相似文献
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M. Le Thanh I. Goubet J. L. Le Quere A. Voilley 《Journal of the American Oil Chemists' Society》1998,75(4):441-445
Partition equilibria of three aroma compounds in three different biphasic systems were studied by a liquid/liquid partition
technique to investigate interactions that occur between volatiles and lipids in biphasic solutions. The lipids used were
linoleic acid and ricinoleic acid and tetradecane as a model. The three aroma compounds were ethyl acetate, 2,5-dimethylpyrazine,
and oct-1-en-3-ol. The results showed that the intermolecular forces involved were weak. Infrared spectroscopy was then performed
on binary systems (tetradecane and linoleic acid or aroma compound) and on ternary systems (tetradecane, linoleic acid, and
aroma compound) to determine the nature of the interactions. This method confirmed the presence of hydrogen bonds between
linoleic acid and 2,5-dimethylpyrazine or oct-1-en-3-ol and also between molecules of oct-1-en-3-ol when the latter are present
at high concentrations in lipids. The observations provided sufficient information to explain the behavior of oct-1-en-3-ol
in biphasic solutions, but further work is needed to fully elucidate the nature of interactions between ethyl acetate or 2,5-dimethylpyrazine
and lipids and also to explain the behavior of these compounds in biphasic solutions. 相似文献
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Peter Witzgall Marie Bengtsson C. Rikard Unelius Jan Löfqvist 《Journal of chemical ecology》1993,19(9):1917-1928
Field attraction ofCydia nigricana males to synthetic female sex pheromone (E,E)-8,10-dodecadien-1-yl acetate, formulated on red rubber septa, declined continuously during two weeks. This was due to isomerization of (E,E)-8,10-dodecadien-1-yl acetate: eight days after application of purifiedE,E isomer, the proportion ofE,Z;Z,E; andZ,Z isomers in rubber septa aged in the laboratory was 4%; a 5% addition of any one of these isomers to fresh lures of (E,E)-8,10-dodecadien-1-yl acetate significantly reduced male attraction. Stereospecific syntheses of (E,Z)-, (Z,E)-, and (Z,Z)-8,10-dodecadien-1-yl acetate are described. The pheromone gland ofCydia nigricana contains 0.8 ng/female of (E,E)-8,10-dodecadien-1-yl acetate, accompanied by three monounsaturated acetates, (E)-9-dodecen-1-yl acetate, (Z)-5-tetradecen-1-yl acetate, and (Z)-7-tetradecen-1-yl acetate (0.1 ng/female each). These compounds did not augment male trap catch when added to (E,E)-8,10-dodecadien-1-yl acetate. 相似文献
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Further Insight into Crystal Structures of Escherichia coli IspH/LytB in Complex with Two Potent Inhibitors of the MEP Pathway: A Starting Point for Rational Design of New Antimicrobials 下载免费PDF全文
Dr. Franck Borel Elodie Barbier Dr. Sergiy Krasutsky Dr. Karnjapan Janthawornpong Dr. Philippe Chaignon Dr. C. Dale Poulter Dr. Jean-Luc Ferrer Dr. Myriam Seemann 《Chembiochem : a European journal of chemical biology》2017,18(21):2137-2144
IspH, also called LytB, a protein involved in the biosynthesis of isoprenoids through the methylerythritol phosphate pathway, is an attractive target for the development of new antimicrobial drugs. Here, we report crystal structures of Escherichia coli IspH in complex with the two most potent inhibitors: (E)-4-mercapto-3-methylbut-2-en-1-yl diphosphate (TMBPP) and (E)-4-amino-3-methylbut-2-en-1-yl diphosphate (AMBPP) at 1.95 and 1.7 Å resolution, respectively. The structure of the E. coli IspH:TMBPP complex exhibited two conformers of the inhibitor. This unexpected feature was exploited to design and evolve new antimicrobial candidates in silico. 相似文献