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二异亚丙基甘露醇的合成及其抑菌和抑制葡萄糖苷酶活性 被引量:4

SYNTHESIS OF DI-O-ISOPROPYLIDENE-D-MANNITOL AND THE ASSOCIATED ANTIBACTERIAL ACTIVITIES AND INHIBITING GLUCOSIDASE
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摘要 以海带中提取的活性物质D 甘露醇与丙酮为原料合成了二异亚丙基甘露醇 ,对其抑菌和抑制葡萄糖苷酶的生理活性进行了研究。结果表明 ,合成的产物结构经红外光谱、核磁共振氢谱和碳谱分析证实为二异亚丙基甘露醇 ,标题化合物对G+菌Staphylococcusaureus和Bacillusutilis都有一定的抑制作用 ,最小抑制浓度均为 1 0 0mg/ml,对G+Escherichiacoli没有抑制作用 ;而且对α 葡萄糖苷酶也有抑制作用 ,其IC50 值为 3 1 3 μmol/ml。 Using D-mannitol extracted from Laminaria japonica and seaweed as raw materials, after being acetalated with acetone, di-o-isopropylidene-D-mannitol, a kind of important chiral synthpon and chiral precursor and intermedium, was prepared. The good productivity is 48.6% and its melting point is 114—115℃. The goal resultant datum (GR) of IR, 1H-NMR and 13C-NMR were obtained. The structure of GR was confirmed to be the same as di-o-isopropylidene-D-mannitol. In addition, preliminary pharmacological activity tests about antibacterial activities and inhibiting α-glucosidase showed that title compound had certain inhibiting effect on Staphylococcus aureus and Bacillus utilis, and their minimal inhibitory concentrations (MIC) were both 100 mg/ml; however, it had no inhibition on Escherichia coli. Moreover, di-o-isopropylidene-D-mannitol had an inhibiting effect on α-glucosidase, and its IC 50 is 3.13 μmol/ml. That inhibiting effect was not strong enough, because there is neither imino group nor heterocyclic including imino group, except for only two-hydroxy in the structure of di-o-isopropylidene-D-mannitol. Hence, the sample molecule is perhaps combined with two-methylene of the activity center of α-glucosidase, and competed to inhibit the action of α-glucosidase with the other substances.
出处 《海洋与湖沼》 CAS CSCD 北大核心 2003年第5期572-576,共5页 Oceanologia Et Limnologia Sinica
基金 国家杰出青年科学基金资助项目 4 992 5 6 1 4 中国科学院方向性创新项目 KZCX3 SW 2 1 5号
关键词 二异亚丙基甘露醇 合成 抑菌活性 抑制 a-葡萄糖苷酶 缩酮 缩醛 Di-o-isopropylidene-D-mannitol,Synthesis,Antibacterial activities, Inhibiting α-glucosidase
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