香茶菜抗癌成分的研究

从香茶菜属植物香茶菜Rabdosia amethystoides(Benth) Hara中分得七种成分,其中之一香茶菜甲素为一新的四环二萜,有抗实验肿瘤及抑制金黄色葡萄球菌作用。用光谱法配合衍生物制备,确定甲素为7α,14β=羟基-20α羟甲基-16-贝壳杉烯-11,15=酮乙素为乌苏酸,丙素为β-谷甾醇,己素为硬脂酸,其余成分尚在研究中。     

川藏香茶菜丁素和己素的结构确定

从川藏香茶菜中分离得到2个新化合物,经光谱解析和化学转换反应,确定川藏香茶菜丁素为3α,11β,13α-trihydroxy-entkaur-16-en-15-one(1),川藏香茶菜己素为11β,13α,15α-trihydroxy-entkaur-16-en-3α-β-D-glucoside(2)。     

长叶香茶菜化学成分的研究

从长叶香茶菜Rabdoisa stracheyi(Benth ex Hook.f)Hara的地上部分分离得到三种结晶性成分。其中两种为已知化合物6,7-dehydroroyleanone和β-谷甾醇,另一种为新的二萜醌类化合物。通过理化常数和光谱的分析以及衍生物的制备,测定其结构为16-acetoxy-7α-methoxyroyleanone(Ⅰ)。命名为长叶香茶菜甲素。     

大萼香茶菜新二萜成分:大萼香茶菜甲素和乙素的结构

从大萼香茶菜Rabdosia macrocalyx(Dunn)Hara的干叶中得到三种成分,除乌苏酸外,其它两种为新二萜,分别命名为大萼香茶菜甲素(Macrocalin A)及乙素(Maerocalin B)。甲素及乙素对体外培养的Hela细胞有抑制作用,4μg/ml抑制率80%。用光谱法配合衍生物制备测定了它们的结构。     

冬凌草的化学成分研究

目的:研究香茶菜属植物冬凌草的化学成分。方法:采用硅胶、MCI GEL-CHP 20P、Sephadex LH-20柱和重结晶技术对冬凌草的化学成分进行分离纯化,根据理化性质和波谱数据分析鉴定化合物的结构。结果:从冬凌草中分离得到8个化合物,分别鉴定为24ζ-甲基-5α-羊毛甾烷-25-酮(1)、Maoyecrystal F(2)、瘿花香茶菜甲素(3)、β-谷甾醇(4)、胡萝卜苷(5)、二十七酸(6)、冬凌草甲素(7)、冬凌草乙素(8)。结论:化合物1为首次从香茶菜属植物分离得到,化合物3和化合物6为首次从冬凌草中分离得到;本研究为冬凌草质量评价奠定了一定基础。     

大叶香茶菜抗肿瘤成分大叶庚的研究(Ⅱ)

鉴定了从大叶香茶菜Rabdosia macrophylla中分得的另外四种成分。三种为已知成分乌苏酸,香茶菜甲素(AmethystoidinA)及Enmenol。另一大叶庚为新的B-seco-ent-kaurene二萜,命名为RabdophyllinG,能延长荷艾氏腹永癌小鼠的生命并能抑制体外肝癌细胞的生长。     

云南红豆杉抗肿瘤活性成分的研究

云南红豆杉(Taxus yunnanensis Cheng et L.K.Fu)树皮的乙醇提取物显示较强的抗肿瘤活性,从中分离得到8个紫杉烷类二萜及其生物碱。经光谱分析和化学反应鉴定7个已知物为taxinine E(1),taxinine J(2),1-acetoxy-5-deacetvl baccatin Ⅰ(4),baccatin Ⅲ(5),taxol(6),cephalomannine(7)和7-xylosyl-10-deacetyl taxol(8)。化合物3命名为云南红豆杉甲素(ymlnanxane),为一新的紫杉烷二萜化合物,其结构为taxa-4(20),11-diene-2α,5α,10β,14β-tetraol-2α,5α,10β-triacetate-14β-αmethyl-β-hydroxyl butyrate,并通过X-射线单晶衍射予以证实.经体外筛迭化合物3具有抗肿瘤活性。     

北野菊黄酮类成分研究

从北野菊(Dendranthema lavandulifolium)全草中分得四个黄酮类化合物。经光谱(UV,IR,氢谱,碳谱,质谱等)方法鉴定其结构,分别为木樨草素(I),洋芹素(I),金合欢素-7-O-α-L-鼠李糖基(1→6)-β-D-葡萄糖甙(II)和金合欢素-7-O-α-L-鼠李糖基(1→6)-[2-O-乙酰基-β-D-葡萄糖基(1→2)]-β-D-葡萄糖甙(IV)。其中,I和I为首次从该植物中得到,IV为一个新化合物。     

人工栽培的南方红豆杉化学成分研究(III)

从人工栽培的南方红豆杉全株乙醇提取物的氯仿萃取部位通过反复硅胶和凝胶柱层析分离得到4个化合物，采用波谱解析(IR，ESI-MS，¹H NMR和¹³C NMR)等方法确定了其结构，4个化合物分别鉴定为taxamairin K (1), 2α,4α-dideacetoxy-7β-benzoyloxy-5β,20-epoxy-9α,10β,13α,15-tetrahydroxy-11(15→1)abeotaxa-11-ene (2), 7β-xylosyl-taxol (3), 10-deacetoxy-7-xylosyl-taxol (4)，其中化合物1为新化合物。     

聚花过路黄化学成分的研究

目的:对聚花过路黄(Lysimachia congestiflora Hemsl.) 全草的化学成分进行分离和结构鉴定。方法:采用各种色谱技术进行分离,用MS,¹HNMR,¹³CNMR(DEPT) ,¹H ¹HCOSY 谱鉴定化合物。结果:分离得到7 个化合物:杨梅树皮素(1),杨梅树皮苷(2) ,槲皮素(3),柽柳素(4) ,豆甾醇(5) ,仙客来D-3-O-β-D-吡喃木糖基-(1→2)-β-D-吡喃葡糖基-(1→4)-[β-D-吡喃葡糖基-(1 →2)]-α-L-吡喃阿拉伯糖苷(6) 和珍珠菜苷(7) 。结论:化合物7 为新化合物,化合物4 和6 为首次从珍珠菜属植物中分离得到。     

凤尾草化学成分研究

目的:研究凤尾草的化学成分。方法:应用硅胶、SephadexLH-20等柱色谱对凤尾草的化学成分进行分离、纯化,根据理化常数和光谱分析鉴定其结构。结果:从凤尾草中分离鉴定了8个化合物,分别为去咖啡酰基洋丁香苷(1)、肉丛蓉苷F(2)、洋丁香苷(3)、2β,14β,15α-trihydroxy-ent-kaur-16-ene(4)、2β,13β,14β,15α-tetrahydroxy-ent-kaur-16-ene(5)、7-羟基香豆素(6)、β-谷甾醇(7)、胡萝卜苷(8)。化合物1～6为首次从该植物中分离得到,化合物1、2、3、6为首次从该属中分离得到。结论:本试验结果可为凤尾草活性的进一步研究奠定基础。     

海燕化学成分的分离与鉴定

目的研究海洋生物海燕(Asterina pectinifera)的化学成分。方法采用大孔树脂柱色谱、硅胶柱色谱、凝胶柱色谱、制备薄层色谱、高效液相色谱等手段分离纯化,根据理化性质、波谱分析和文献对照的方法对所分离的化合物进行结构鉴定。结果从海燕体内分离并鉴定了9个化合物,分别为:3-十八烷氧基-1,2-丙二醇[3-(octadecyloxy)-1,2-propanediol,1]、正二十碳酸(arachidic acid,2)、胆甾-7-烯-3β-醇(cholesta-7-ene-3β-ol,3)、尿嘧啶(uracil,4)、5α-胆甾烷-3β,4β,6α,7α,8,15β,16β,26-八醇(5α-cholestane-3β,4β,6α,7α,8,15β,16β,26-octol,5)、5α-胆甾烷-3β,6α,8,15α,24-五醇(5α-cholestane-3β,6α,8,15β,24-pentaol,6)、色氨酸(tryptophan,7)、3,4-二羟基苯甲酸(3,4-dihydroxybenzoic acid,8)、pectinioside B([(5α,20R,22R,23S,24S)-22,23-epoxy-3β,6α,20-trihydroxyergost-(9)11-ene 6-O-{β-D-galactopyranosyl-(1→4)-[β-D-quinovopyranosyl-(1→2)]-β-D-glucopyranosyl-(1→4)-[β-D-quinovopyranosyl-(1→2)]-β-D-xylopyranosyl-(1→3)-β-D-quinovopyranoside}-3-O-sodium sulfate],9)。结论化合物2、8为首次从海燕中分离得到,化合物9为首次从中国海域的海星纲中分离得到。首次采用二维核磁技术确定化合物9的结构,并首次对其1H-NMR数据及二维谱数据进行归属。     

Chemical constituents of Isodon nervosus and their cytotoxicity

Two new ent-kaurane diterpenoids, 6,20,15α-trihydroxy-6,7-seco-1α,7-olide-ent-kaur-16-ene (1) and 7β,12α-dihydroxy-6β,15β-diacetoxy-7α,20-epoxy-ent-kaur-2,16-dien-1-one (2), together with the six known compounds, were isolated from the aerial part of Isodon nervosus. The structures of the new compounds were determined by spectral methods (1D, 2D NMR, and MS). Six compounds were assayed for their cytotoxicity against HL60, SMMC-7721, and HeLa human cell lines. Compounds 5, 7, and 8 showed significant cytotoxicity.     

Three New Taxane Diterpenoids from the Seeds of the Chinese Yew,Taxus Chinensis var Mairei

Abstract

Three new taxoids were isolated from the seeds of the Chinese yew, Taxus chinensis var mairei, their structures were established as 9α,13α-diacetoxy-5α-cinnamoyloxy-11(15 → 1)-abeo-taxa-4(20), 11-diene-10β,15-diol, 2α,9α,10β-triacetoxy-taxa-4(20),11-diene-5α,13α-diol and 2α,7β,10β-triacetoxy-5α-cinnamyloxy-9α-hydroxy-taxa-4(20),11-diene-13-one on the basis of 1D, 2D NMR, and MS spectral analyses.     

Feruhermonins A–C: three daucane esters from the seeds of Ferula hermonis (Apiaceae)

Seventeen daucane esters have been isolated from the seeds of Ferula hermonis Boiss (Apiaceae). Three of these sesquiterpenes, 4β-hydroxy-6α-benzoyl-7-daucen-9-one (1), 4β, 8β-dihydroxy-6α-benzoyl-dauc-9-ene (2), and 4β, 9α-dihydroxy-6α-benzoyl-dauc-7-ene (4), named feruhermonins A–C, respectively, are novel natural products. The structures of these compounds were elucidated unequivocally by a series of 1D and 2D NMR analyses. Although 4β, 8β-dihydroxy-6α-(4-hydroxy-3-methoxybenzoyl)-dauc-9-ene (3) was reported previously, the complete spectroscopic data for this compound are presented here for the first time.     

苦葛蔓中的新三萜成分

目的： 对苦葛蔓(Pueraria peduncularis Grah.)酸水解产物中的化学成分进行分离和结构鉴定。方法： 用各种色谱技术进行分离,得到3个五环三萜化合物,用MS,¹HNMR,¹³CNMR(DEPT),HMQC,HMBC和NOESY谱鉴定化合物。结果： 经光谱鉴定化合物1为3β,15α,23-三羟基齐墩果-12-烯-16-酮,化合物2为3β,15α-二羟基齐墩果-12-烯-16-酮,化合物3为3β,22β,24-三羟基齐墩果-12-烯(soyasapogenol B)。结论： 化合物1和化合物2为新化合物。     

Two new eremophilenolides from Ligularia lapathifolia

From the roots of Ligularia lapathifolia two new eremophilane-type sesquiterpenes have been isolated. Their structures were established as 3β-angeloyloxy-8β-hydroxy-6α,15β-epoxy-eremophil-7(11)-en-12,8α-olide (1) and 8βH-eremophil-3,7(11)-dien-12,8α (15,6α)-diolide (2) by spectroscopic methods including 2D NMR experiments.     

New ursane triterpenoids from <Emphasis Type="Italic">Ficus pandurata</Emphasis> and their binding affinity for human cannabinoid and opioid receptors

Phytochemical investigation of Ficus pandurata Hance (Moraceae) fruits has led to the isolation of two new triterpenoids, ficupanduratin A [1β-hydroxy-3β-acetoxy-11α-methoxy-urs-12-ene] (11) and ficupanduratin B [21α-hydroxy-3β-acetoxy-11α-methoxy-urs-12-ene] (17), along with 20 known compounds: α-amyrin acetate (1), α-amyrin (2), 3β-acetoxy-20-taraxasten-22-one (3), 3β-acetoxy-11α-methoxy-olean-12-ene (4), 3β-acetoxy-11α-methoxy-12-ursene (5), 11-oxo-α-amyrin acetate (6), 11-oxo-β-amyrin acetate (7), palmitic acid (8), stigmast-4,22-diene-3,6-dione (9), stigmast-4-ene-3,6-dione (10), stigmasterol (12), β-sitosterol (13), stigmast-22-ene-3,6-dione (14), stigmastane-3,6-dione (15), 3β,21β-dihydroxy-11α-methoxy-olean-12-ene (16), 3β-hydroxy-11α-methoxyurs-12-ene (18), 6-hydroxystigmast-4,22-diene-3-one (19), 6-hydroxystigmast-4-ene-3-one (20), 11α,21α-dihydroxy-3β-acetoxy-urs-12-ene (21), and β-sitosterol-3-O-β-d-glucopyranoside (22). Compound 21 is reported for the first time from a natural source. The structures of the 20 compounds were elucidated on the basis of IR, 1D (¹H and ¹³C), 2D (¹H–¹H COSY, HSQC, HMBC and NOESY) NMR and MS spectroscopic data, in addition to comparison with literature data. The isolated compounds were evaluated for their anti-microbial, anti-malarial, anti-leishmanial, and cytotoxic activities. In addition, their radioligand displacement affinity on opioid and cannabinoid receptors was assessed. Compounds 4, 11, and 15 exhibited good affinity towards the CB2 receptor, with displacement values of 69.7, 62.5 and 86.5 %, respectively. Furthermore, the binding mode of the active compounds in the active site of the CB2 cannabinoid receptors was investigated through molecular modelling.     

Triterpene saponins of Maesa lanceolata stem wood

Phytochemical analysis of aqueous MeOH extract of Maesa lanceolata stem wood has led to the isolation of four new triterpene saponins characterized as 16α,21β-diacetoxy-22α-angeloyl-28-hydroxyolean-12-ene 3-O-[α-rhamnopyranosyl-(1″″ → 6?)-β-glucopyranosyl-(1? → 3′)][β-glucopyranosyl-(1″ → 2′)]-β-glucuronopyranoside (1), 16α-acetoxy-21β-hydroxy-22α-angeloyl-13β,28-oxydoolean-28α-ol 3-O-[α-rhamnopyranosyl-(1″″ → 6?)-β-glucopyranosyl-(1? → 4′)][β-glucopyranosyl-(1″ → 2′)]-α-arabinopyranoside (2), 16α-acetoxy-21β,22α-diangeloyl-13β,28-epoxyoleanane 3-O-[α-rhamnopyranosyl-(1″″ → 6?)-β-glucopyranosyl-(1? → 4′)][β-glucopyranosyl-(1″ → 2′)]-β-xylopyranoside (3), and 16α,22α-diacetoxy-13β,28-oxydoolean-28α-ol 3-O-[β-glucopyranosyl-(1″ → 2′)][β-glucopyranosyl-(1? → 3′)]-β-glucuronopyranoside (4), together with the known compounds β-acetylamyrin, physcion, emodin, chrysophanol, ursolic acid, 16α-hydroxy-12-oleanene 3-O-glucoside, β-amyrin, sitosterol 3-O-β-glucoside, stigmasterol, and 3β,28-dihydroxyolean-12-ene. Their structural elucidation was accomplished by homo- and heteronuclear 2D NMR technique as well as comparison with data from known compounds. The in vitro antibacterial activity of the aqueous MeOH extract was also investigated and zones of inhibition ranging from 32 ± 1.1 to 14 ± 0.2 mm were observed. Among the isolates, compound 1 was the most active with an minimum inhibitory concentration value of 25 μg/ml against Staphylococcus aureus.