Antifungal Activity of a New Triterpenoid Glycoside from Pithecellobium racemosum (M.)

Purpose. In a continuation of our search for novel antifungal compounds from higher plants, the standard extract of the bark of Pithecellobium racemosum was found to have good activity against important AIDS-related opportunistic yeasts. Methods. The extract was subjected to bioguided fractionation using silica gel column chromatography which led to purification of triterpene glycosides. The structures of these compounds were determined by a combination of spectroscopic (IR, NMR, HRMS) and chemical methods. Results. Compound 1 is a new glycoside, 3-O[-L-arabinopyranosyl (1 -2)][-L arabinopyranosyl (1 -6)]2-acetoamido-2-deoxy--D-gluco-pyranosyl oleanolic acid and Compound 2 was identified as the known compound 3-O-[-L-arabinopyranosyl (l-2)]-L-arabinopyranosyl (1-6)] 2-acetamido-2-deoxy--D-glucopyranosyl echinocystic acid. Conclusions. Compound 1 is a new glycoside, 3-O-[-L-arabinopyranosyl (1-2)]-L-arabinopyranosyl (l-6)]-2-acetoamido-2-deoxy--D-glucopyranosyl oleanolic acid and exhibits moderate antifungal activity against T. mentogrophytes, C. albicans and S. cerevisiae with MIC values of 6.25, 12.5 and 12.5 g/ml respectively.     

Microbial transformation of asiatic acid by Alternaria longipes

Asiatic acid is a major pentacyclic triterpene isolated from Centella asiatica. It shows a variety of bioactivities. In order to obtain its derivatives, potentially useful for detailed pharmacological studies, the substrate was subjected to incubations with selected micro-organisms. In this work, asiatic acid was converted into three new compounds: 2α,3β,23,30-tetrahydroxyurs-12-ene-28-oic acid (1), 2α,3β,22β,23-tetrahydroxyurs-12-ene-28-oic acid (2), and 2α,3β,22β,23,30-pentahydroxyurs-12-ene-28-oic acid (3) by the fungus Alternaria longipes AS 3.2875. The structures of the three metabolites were determined by 1D and 2D NMR spectral data.     

丰城鸡血藤化学成分的研究

目的:分离和鉴定丰城鸡血藤的活性成分.方法:用溶剂法和色谱方法分离化合物,用波谱方法鉴定其结构.结果:从丰城崖豆藤中分离得到10个化合物,其中8个为黄酮类化合物(1～8):毛蕊异黄酮(1),染料木苷(2),gliricidin(3),8-甲雷杜辛(4),阿夫罗摩辛-7-O-β-D-吡喃葡萄糖苷(5),澳白檀苷(6),异甘草素(7)和3,5,7,4'-四羟基-3'-甲氧基黄烷-7-O-β-D-吡喃葡萄糖苷(8);2个为三萜类化合物,羽扇豆醇(9)和无羁萜-3β-醇(10).结论:10个化合物均为首次从该植物中获得.探讨毛蕊异黄酮等在NMR测定中的溶剂效应,纠正了文献[1-2]中该化合物碳谱数据的一些归属错误.     

Selective antileishmania activity of 13,28‐epoxy‐oleanane and related triterpene saponins from the plant families Myrsinaceae,Primulaceae, Aceraceae and Icacinaceae

Maesa saponins with the 13,28‐epoxy‐oleanane triterpene core skeleton were described recently to possess strong and selective in vitro and in vivo antileishmania activity. In the absence of direct chemical derivatization possibilities, a structure‐based literature search was carried out to explore a structure‐activity relationship. Crude alcohol extracts from several plant species of Myrsinaceae, Primulaceae, Aceraceae and Icacinaceae were evaluated for in vitro activity against Leishmania infantum intracellular amastigotes and cytotoxicity on MRC‐5_SV2 cells, while the saponin content was evaluated qualitatively by TLC. A clear correlation was found between the presence of close analogue 13,28‐epoxy‐oleanane triterpene saponins and potent and selective antileishmania activity. This was most striking in Maesa species, except for M. macrosepala. Interesting activities were also found in extracts that did not exactly match the TLC characteristics of the Maesa saponin references, as was the case for Ardisia angusta, A. amherstiana, A. caudata, A. gigantifolia, A. roseiflora, Myrsine affinis, Acer brevipes and A. laurinum var. petelotii. This study indicates that the 13,28‐epoxy‐oleanane triterpene moiety is essential for selective antileishmania potential and that several other plant species could still be explored for antileishmania drug discovery. Copyright © 2009 John Wiley & Sons, Ltd.     

准噶尔大戟的化学成分研究

目的 对准噶尔大戟中的化学成分进行分离鉴定.方法 采用硅胶、Sephadex LH-20及MPLC制备色谱技术,通过理化方法和光谱分析鉴定其结构.结果 从准噶尔大戟的乙醇提取物中得到11个化合物,分别鉴定为香茅二醇(Ⅰ)、白桦脂醇(Ⅱ)、白桦脂酸(Ⅲ)、齐墩果酸(Ⅳ)、7-O-β谷甾醇(Ⅴ)、3-甲氧基-4-羟基反式苯丙烯酸正二十八醇酯(Ⅵ)、二十八酸(Ⅶ)、I-二十八烯(Ⅷ)、24-亚甲基-环阿尔廷醇(Ⅸ)、大戟醇(Ⅹ)、β-谷甾醇(Ⅺ).结论 化合物Ⅰ～Ⅷ均为首次从该植物中分离得到.     

白木通化学成分研究(Ⅰ)

 目的研究白木通藤茎的化学成分。方法通过反复硅胶柱色谱、Sephadex LH-20和重结晶的方法分离纯化,根据化合物的理化性质和波谱数据鉴定结构。结果分离得到6个化合物,分别为calceolarioside B(Ⅰ),1-O-β-D(3,4-dihydrox-yphenyl)-ethyl-6-O-trans-feruloyl-glucopyranoside(Ⅱ),1-O-β-D-(4-hydroxyphenyl)-ethyl-6-O-trans-caffeoyl-glucopyranoside(Ⅲ),2α,3β-二羟基齐墩果烷-12-烯-28-酸(Ⅳ),胡萝卜苷(Ⅴ),β-谷甾醇(Ⅵ)。结论6个化合物均为首次从本植物中分离得到,其中化合物Ⅰ~Ⅲ为首次从本属植物中分离得到。     

络石藤中的三萜类化合物

目的对络石藤中的三萜类化合物进行分离鉴定。方法采用硅胶、反相硅胶、Sephadex LH-20等柱色谱方法进行分离,NM R等波谱学方法进行结构鉴定。结果从络石藤中分离鉴定8个三萜类化合物:络石苷F(tra-che losperos ide F,Ⅰ)、络石苷B-1(trache losperos ide B-1,Ⅱ)、络石苷D-1(trache losperos ide D-1,Ⅲ)、络石苷E-1(trache losperos ide E-1,Ⅳ)、3-βO-D-g lucopyranos ide qu inov ic ac id(Ⅴ)、3β-O--βD-g lucopyrano isde qu inov ic ac id27-O--βD-g lucopyranosy l ester(Ⅵ)、3β-O--βD-g lucopyranos ide c incho lic ac id 27-O--βD-g lucopyranosy l ester(Ⅶ)、络石苷元B(trache losperogen in B,Ⅷ)。结论Ⅰ为新化合物,其余均为首次从该植物中分离得到。     

兴安升麻的化学成分研究

目的：对兴安升麻（Cimicifuga dahurica根茎的化学成分进行分离、鉴定。方法：采用不同的层析技术进行分离，用IR，MS，^1HNMR,^13CNMR和2DNMR等波谱技术确定化合物的结构。结果：分离鉴定了10个化合物：升麻醇（1），24－表－7，8－去氢升麻醇3－O－β-D－吡喃木糖苷（Ⅱ），7，8－去氢升麻醇3－O－β-D－吡喃木糖苷（Ⅲ），25－O－乙酰基－7，8－去氢升麻醇3－O－β-D－吡喃木糖苷（Ⅳ），3－aradinosyl-24-O-acetylhydroshengmanol 15-glucoside (Ⅴ）；异阿魏酸（Ⅵ），（E）－3－（3‘-甲基－2‘－亚丁烯基）－2－吲哚酮（Ⅶ）、蔗糖（Ⅷ），β－谷甾醇（Ⅸ）和豆甾醇葡萄糖苷（Ⅹ）。结论：化合物Ⅱ，Ⅲ，Ⅳ和Ⅹ为首次从兴安升麻中分离得到。     

巧茶中木栓烷型三萜成分研究

利用CO2超临界流体技术从海南产的卫矛科植物巧茶Cathaexulis茎叶中分得4个木栓烷型三萜化合物，结构都通过波谱方法进行鉴定。     

积雪草化学成分研究

目的：研究积雪草中的化学成分。方法：以硅胶、凝胶等多种柱色谱分离,制备高效液相色谱纯化,以波谱方法鉴定结构。结果：分离得到5个化合物,鉴定为阿魏酸二十二酯(1),bayogenin(2),3β-6β-23-trihydroxyolean-12-en-28-oic acid(3),3β-6β-23-trihydroxyurs-12-en-28-oic acid(4),D-gulonic acid(5)。结论：所有化合物均为首次从积雪草属植物中分离得到。