天名精萜类成分及其抗肿瘤活性研究

为进一步研究天名精植物的化学成分及其抗肿瘤活性。本研究采用多种色谱技术(硅胶、RP-C_(18)、Sephadex LH-20以及制备型HPLC等)对天名精石油醚部位的化学成分展开了系统研究,从中分离得到9个萜类化合物。根据理化性质、光谱数据和结合参考文献鉴定化合物为:8-hydroxy-9,10-diisobutyryloxy-thymol(1)、8,10-dihydroxy-9-isobutyryloxy-thymol(2)、9-hydroxy-thymol(3)、10-hydroxy-8,9-dioxy-isopropylidene-thymol(4)、8-hydroxy-9,10-dioxy-isopropylidene-thymol(5)、(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(6)、blumenol A(7)、4-(3-oxobut-l-enylidene)-3,5,5-trimethylcyclohex-2-en-l-one(8)、loliolide(9)。以上所有化合物均为首次从该种植物分离得到,其中化合物3～8为首次从该属植物分离得到。这些化合物在40μM浓度下对白血病(HL60)、肺癌(A549)、肝癌(SMMC7721)、乳腺癌(MCF7)以及结肠癌(SW480)五株人肿瘤细胞具有抑制作用。其中,首次报道化合物2对MCF-7和SW480有细胞毒活性,其抑制率分别为72%和81%。     

黄皮根和茎中一个新的木脂体

从黄皮（Clausenalansium）根和茎中分离得到8个化合物,其中化合物claulignan（1）为一个新的木脂体类化合物,通过1D-、2D—NMR和高分辨质谱确定其结构。化合物2-8首次从黄皮属（Clausena）植物中分离得到。活性筛选结果表明,化合物1和6显示一定的细胞毒活性,对人宫颈癌HeLa细胞株的,c50分别为25．03和53．99μM;化合物3具有一定的抗氧化活性,在DPPH实验中的EC50为268．96g·kg-1。     

海洋真菌Penicillium sp. WP-13次级代谢产物研究

本研究分析了海洋真菌Penicillium sp. WP-13的活性次级代谢产物。采用多种柱色谱技术对其发酵液的乙酸乙酯提取物进行分离纯化;根据波谱数据和理化常数分析,并结合文献比对鉴定单体化合物的结构;采用MTT法测定化合物对肿瘤细胞的细胞毒活性。从Penicillium sp. WP-13发酵液的乙酸乙酯提取物中分离鉴定了5个单体化合物,其中2个内酯类化合物为1-hydroxy-3,10-dimethoxy- 8-methyl-6,11-dioxo-6,11-dihydrodibenzo[b,e]oxepine-9-carboxylic acid (1)和1,8-dihydroxy-10-methoxy- 3-methyl-dibenzo[b,e]oxepine-6,11-dione (2);3个蒽醌类化合物为endocrocin methyl ester (3)、2-chloro-1,3,8-trihydroxy-6-methyl-9,10-anthracenedione (4)和emodin (5)。活性测试结果显示,化合物3和5均对人慢性髓原白血病细胞株K562、人肝癌细胞株BEL-7402、人胃癌细胞株SGC-7901和人宫颈癌细胞株HeLa具有一定的细胞毒活性。化合物1为新化合物,化合物3的核磁数据为首次报道,化合物1-4均首次分离自青霉属真菌。     

广藿香内生真菌Daldinia eschscholtzii A630次级代谢产物及其细胞毒活性研究

采用色谱法从广藿香内生真菌Daldinia eschscholtzii发酵液中分离得到9个化合物,通过波谱数据分析分别鉴定为dihydrosphaerolone(1)、2,3-dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one(2)、6-hydroxymellein(3)、4,8-dihydroxy-1-tetralone(4)、8-methoxy-1-naphthol(5)、helicascolide A(6)、1-(2,6-dihydroxyphenyl)butan-1-one(7)、1-(2,6-dihydroxyphenyl)ethan-1-one(8)、diisobutyl phthalate(9),其中化合物5、9为首次从该属真菌中分离得到。细胞毒活性测试显示化合物6、7对肿瘤细胞SF-268、MCF-7、NCI-H460、Hep G-2具有较好的抑制活性,IC50值在16.52~28.42μmol/L之间。     

水红木中两个新的酚苷成分

从水红木（Viburnum cylindricum）植物中分离出2个新化合物,1-phlomglucinyl-（6-methybutyryl）-β-D-glucopyranoside命名为cylindrin A（1）,1-[4-（3-hydroxyl-propyl）]-pyrocatechol-（6-methybutyryl）-β-D—glucopyranoside,命名为cylindrin B（2）。以及7个已知化合物tachioside（3）,syingic acid-4-β-D-glucopyran oside（4）,1-β-D—glucopyanosyloxy-3-methoxy-5-hydroxybenzene（5）,4-hydroxy-3-methoxyphenol-1-O-β-D-glucoside（6）,4-hydroxy-2,6-dimethoxyphen-1-O-β-D-glucoside（7）,phlorogluc inol-1-O-β-D-glucoside（8）,1-β-D-glucosyloxy-2-（3-nrethoxy-4-hydroxyphenyl）propane-1,3-diol（9）．它们的结构经波谱方法得到鉴定。3—9为首次从该种植物中分离得到。     

广东土牛膝的化学成分

广东土牛膝为菊科泽兰属植物华泽兰（Eupatorium chinense）的干燥根。从其甲醇提取物中共分离得到11个化合物,其中eupatorinA（1）为一新化合物,经波谱学方法鉴定为（threo）-3-O-acetyl-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenoxy]propyl-β-D-glucopy-ranoside。已知化合物分别鉴定为（threo）-3-hydroxy-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenox-y]-propyl-β-D-glucopyranoside（2）,ardisiacrispinA（3）,ardisiac-rispinB（4）,euparone（5）,3-（2,3-dihydroxy-isopen-tyl）-4-hydroxyacetophenone（6）,12,13-di-hydroxy-euparin（7）,gymnastone（8）,N-（2′-hydroxy-tetracosanosyl）-2-amino-1,3,4-trihydroxy-octa-dec-8-（E）-ene（9）,stigmasterol（10）和stigmasterol-3-O-β-D-glucopyranoside（11）。化合物2-4为首次从菊科植物,5-8为首次从泽兰属植物中分离得到。     

嗜低温真菌Pseudogymnoascus pannorum次级代谢产物研究

本文采用现代色谱分离手段从嗜低温真菌Pseudogymnoascus pannorum的大米发酵产物中分离得到8个化合物,采用现代波谱技术鉴定其结构,分别为:L-pyroglutamyl-L-phenylalanine(1)、(R)-N-acetylphenylalanine(2)、(R)-Nacetyltryptophan (3)、methyl 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoate (4)、2-hydroxy-4-(2-hydroxy-3-methoxy-5-methylphenoxyl)-6-methylbenzoate(5)、vanillic acid(6)、1,3,5-三甲氧基苯(7)和亚油酸(8)。其中化合物1和2为首次从天然界分离得到,化合物3～8为首次从假裸囊菌属真菌中分离得到。化合物1～8对人肝癌细胞Hep G-2和人乳腺癌细胞MCF-7未显示细胞毒作用。     

毛果鱼藤化学成分及生物活性研究

为了解毛果鱼藤(Derris eriocarpa How)藤茎和根中的生物活性成分,采用柱色谱技术,从其乙酸乙酯萃取部位分离得到6个化合物,分别鉴定为:高丽槐素(1)、美迪紫檀素(2)、大黄素(3)、松脂醇(4)、(6R,9R)9-hydroxy-4-megastigmen-3-one(5)、2-methoxygliricidol(6)。这些化合物均为首次从该植物中分离得到。体外抑菌、细胞毒抑制活性测试结果表明,化合物1、2对部分肿瘤细胞株及结核分枝杆菌(H37Rv)有明显抑制活性。     

七叶一枝花内生真菌Penicillium sp.(No.4)聚酮类次级代谢产物研究

从濒危药用植物七叶一枝花的叶片中分离得到内生真菌Penicillium sp.(NO.4),活性筛选结果显示Penicillium sp.(NO.4)显示出较强的抑制肝癌细胞活性,通过固体发酵,乙酸乙酯萃取得浸膏,其浸膏经硅胶柱层析,Sephadex LH-20,半制备型HPLC等分离手段分离得到八个化合物,经核磁共振,质谱等手段鉴定其结构分别为1,3,14-三甲氧基-6-甲基-9,10-蒽醌(1),bostrycin(2),isorhodoptilometrin(3),physcioin(4),emodin(5),aloesol(6),coniochaetone B(7),2,5-dimethyl-7-hydroxychromone(8),其中化合物1为一新天然产物。体外细胞毒活性显示化合物1,3,14-三甲氧基-6-甲基-9,10-蒽醌(1),bostrycin(2)和isorhodoptilometrin(3)对肝癌细胞有较强的抑制活性,其IC50分别为15.6,6.5,13.2μg/mL,化合物4～8则没有显示生物活性。     

藏药臭蚤草的一个新的苯丙素苷类成分

为了研究藏药臭蚤草的浩性成分,我们利用各种柱色谱技术,从藏药臭蚤草甲醇提取物的乙酸乙酯萃取相分离到4个化合物,通过1D、2DNMR、MS和HRMS等试验,鉴定为2,4-dihydroxy-6-methyl—ethanone-4-O-β-D—Glc（1）,4-（3’-hydroxypropyl）-2,6-dimethoxyphenol-3’-O-β-D—glcoside（2）,4-allyl-2-methoxyphenol-1-O-β-gleo—side（3）,2-methyl-1,3,6-trihydroxy-9,10-anthraquinone-3—O-（6＇-O-Ac）-α—L—Rha-（1→2）-β-D—Gle（4）,其中化合物1—3为苯丙素苷类化合物,化合物4为蒽醌苷。化合物1—4都是首次从该属植物中分离得到,化合物1为新的苯丙素苷类化合物。     

水朝阳旋覆花化学成分的研究

从水朝阳旋覆花(Inula helianthus-aquatica)地上部分分离得到24个化合物,经波谱数据分析分别鉴定为aromaticin(1),8-epi-helenalin(2),bigelovin(3),2,3-dihydroaromaticin(4),carpesiolin(5),ergolide(6),inuchinenolide C(7),6α-acetoxy-isoinuviscolide(8),8-epi-inuviscolide(9),inuchinenolide B(10),tomentosin(11),11α,13-dihydrotomentosin(12),inuchinenolide A(13),4H-tomentosin(14),11β,13-dihydro-4H-tomentosin(15),11-epi-sundiversifolide(16),sundiversifolide(17),8,9,10-三羟基百里香酚(18),10-羟基-8,9-双氧亚异丙基百里香酚(19),8,10-二羟基-9-异丁酰百里香酚(20),8-羟基-9,10-二异丁酰百里香酚(21),8-羟基-9-异丁酰-10-(2-甲基丁酰)百里香酚(22),8,9-环氧-9,10-二异丁酰百里香酚(23)和8,9-环氧-3-异丁酰-10-(2-甲基丁酰)百里香酚(24)。除了化合物1～6外,其他化合物均为首次从该植物中分离得到。     

湖北旋覆花化学成分的研究(英文)

从湖北旋覆花(Inula hupehensis)地上部分分离得到19个化合物,经波谱数据分析分别鉴定为9-羟基-百里香酚(1),8,10-去氢-β-羟基-百里香酚(2),2-羟基-4-甲基苯乙酮(3),8,9-双羟基-9-百里香酚(4),10-羟基-8,9-双氧亚异丙基百里香酚(5),8,10-二羟基-9-异丁酰百里香酚(6),8-羟基-9-异丁酰-10-(2-甲基丁酰)百里香酚(7),8,9,10-三羟基百里香酚(8),8-羟基-9,10-二异丁酰百里香酚(9),neoechinulin A(10),3-醛基吲哚(11),3-羟乙酰基吲哚(12),丁香酸(13),4,6-二羟基-2-甲氧基苯乙酮(14),7-甲氧基-8-羟基香豆素(15),6-甲氧基山奈酚(16),(+)-正丁香酯素(17),β-棕榈精(18)和豆甾醇(19)。除了化合物8和9外,其他化合物均为首次从该植物中分离得到。     

Prenylated flavonoids of the leaves of Macaranga conifera with inhibitory activity against cyclooxygenase-2

Two prenylated flavonoid derivatives, 5-hydroxy-4'-methoxy-2",2"-dimethylpyrano-(7,8:6",5")flavanone (1) and 5,4'-dihydroxy-[2"-(1-hydroxy-1-methylethyl)dihydrofurano]-(7,8:5",4")flavanone (2), were isolated from an ethyl acetate-soluble extract of the leaves of Macaranga conifera using an in vitro activity-guided fractionation procedure based on the inhibition of cyclooxygenase-2. Also obtained were eight known compounds, 5,7-dihydroxy-4'-methoxy-8-(3-methylbut-2-enyl)flavanone (3), lonchocarpol A (4), sophoraflavanone B (5), 5,7-dihydroxy-4'-methoxy-8-(2-hydroxy-3-methylbut-3-enyl)flavanone (6), tomentosanol D (7), lupinifolinol (8), isolicoflavonol (9), and 20-epibryonolic acid (10). The structures of compounds 1 and 2 were determined using spectroscopic methods. All isolates were tested for their inhibitory effects against both cyclooxygenases-1 and -2, and selected compounds were evaluated in a mouse mammary organ culture assay.     

Anti-adipogenic chromone glycosides from Cnidium monnieri fruits in 3T3-L1 cells

Seven new chromone glycosides, monnierisides A (3), B (10), C (11), D (12), E (13), F (15) and G (16) were isolated from Cnidium. monnieri, together with ten known chromone derivatives, undulatoside A (1), cnidimol C (2), saikochromoside A (4), cnidimoside A (5), cnidimoside B (6), 2-methyl-5-hydroxy-6-(2-butenyl-3-hydroxymethyl)-7-(β-d-glucopyranosyloxy)-4H-1-benzopyran-4-one (7), cnidimol D (8), hydroxycnidimoside A (9), umtatin (14) and 6'-hydroxylangelicain (17). The structures of isolated compounds were determined on the basis of spectroscopic analysis including 1D, 2D NMR and HR-MS. Among the compounds isolated, compounds 5, 6, 9 and 10 significantly inhibited adipocyte differentiation as measured by fat accumulation in 3T3-L1 cells using Oil Red O staining.     

Absolute configuration of the alpha-methylbutyryl residue in longipinene derivatives from Stevia pilosa

The absolute configuration of the alpha-methylbutyryl residue in (4R,5S,7S,8S,9S,10R,11R,2'S)-7-angeloyloxy-9-hydroxy-8-(alpha-methylbutyryloxy)-longipin-2-en-L-one and (4R,5S,7S,8R,10R,11R,2'S)-7-angeloyloxy-8-(alpha-methylbutyryloxy)- longipin-2-en-L-one was determined by chemical correlation with (S)-(+)-benzyl alpha-methylbutyrate prepared from authentic (S)-(+)-alpha-methylbutyric acid. Both compounds were isolated from the hexane extracts of roots of Stevia pilosa Lag. together with four other longipinene derivatives. The developed correlation method is useful to ascertain the chirality of natural alpha-methylbutyryl esters found in nature and to reinforce the hypotheses on the biogenetic origin of these residues.     

Triterpenes and lignans from the leaves of Styrax tonkinensis

Two triterpenes (1 and 2) and eight lignans (3–10) were isolated from the ethyl acetate-soluble fraction of the leaves of Styrax tonkinensis (Pierre) Craib ex Hartw (Styracaceae). Their structures were established as ursolic acid (1), pomolic acid (2), 3,3′-bis(3,4-dihydro-6-methoxy-2H-1-benzopyran) (3), rac-(8α,8′β)-4,4′-dihydroxy-3,3′-dimethoxylignan-9,9′-diyldiacetate (4), (-)-secoisolariciresinol (5), (+)-pinoresinol (6), 4,4′-dihydroxy-3,3′-dimethoxy-9-ethoxy-9,9′-epoxylignan (7), (2S,3R, 4R)-4-[1-ethoxy-1-(4-hydroxy-3-methoxy)phenyl]methyl-2-(4-hydroxy-3-methoxy)phenyl-3-hydroxymethyl-tetrahydrofuran (8), (-)-neo-olivil-(9-O-9″)-seco-isolariciresinol (9) and isolariciresinol (10) based on MS, ¹H-and ¹³C-NMR spectral data. All these compounds (1–10) were firstly isolated from this plant, and compounds 2–5 and 7–9 were reported from the Styrax genus for the first time. Furthermore, the chemotaxonomic significance of the isolated compounds was discussed.     

Flavonoids from Andrographis lineata

Three flavonoids, 5,7,2',3',4'-pentamethoxyflavone (1), 2'-hydroxy-2,4',6'-tri methoxychalcone (2) and dihydroskullcapflavone I (3), together with 17,19,20-trihydroxy-5beta, 8alpha H, 9beta H,10alpha-labd-13-en-16,15-olactone (4), a known diterpenoid and six known flavonoids, 5-hydroxy-7,8-dimethoxyflavanone (5), 5-hydroxy-7,8,2',3',4'-pentamethoxyflavone (6), 5,2'-dihydroxy-7-methoxyflavanone (7), 5,2'-dihydroxy-7,8-dimethoxyflavone (8), 5,2'-dihydroxy-7-methoxyflavone (9) and 5,2'-dihydroxy-7-methoxyflavone 2'-O-beta-D-glucopyranoside (10) were isolated from the whole plant of Andrographis lineata. The structures of these compounds were elucidated on the basis of spectral and chemical studies.     

Chemical constituents of cape aloe and their synergistic growth-inhibiting effect on Ehrlich ascites tumor cells

The constituents of cape aloe were investigated after a preliminary screening of the growth-inhibiting effect on Ehrlich ascites tumor cells (EATC) of several extracts of this plant. Ten compounds were isolated from the dichloromethane (CH(2)Cl(2)) extract that showed the strongest activity, and their structures were elucidated as aloe-emodin (1), p-hydroxybenzaldehyde (2), p-hydroxyacetophenone (3), pyrocatechol (4), 10-oxooctadecanoic acid (5), 10-hydroxyoctadecanoic acid (6), methyl 10-hydroxyoctadecanoate (7), 7-hydroxy-2,5-dimethylchromone (8), furoaloesone (9), and 2-acetonyl-8-(2-furoylmethyl)-7-hydroxy-5-methylchromone (10) based on MS and various NMR spectroscopic techniques. Compounds 2-7 were isolated for the first time from cape aloe. Compounds 4-7 and 10 showed a significant growth-inhibiting effect, and compound 1 exhibited a remarkable synergistic effect on compounds 8-10, which was not observed with the treatment by each compound alone on EATC. These results suggest that the strong growth-inhibiting effect of the CH(2)Cl(2) extract was dependent not on one compound alone, but on the synergistic effect from the combination of compound 1 and the other compounds.     

Chemical Constituents from Roots of Jatropha curcas

Thirteen compounds were isolated from the roots of datropha curcas L. Combining the determination of physico-chemical constants and spectral analyses (IR, 1H-NMR, 13C-NMR, EIMS, FABMS), the structures of the compounds were identified as 5α-stigmastane-3, 6-dione (1), nobiletin (2), β-sitosterol (3), taraxerol (4), 2S-tetracosanoic acid glyceride-1(5),5-hydroxy-6,7-dimethoxycoumarin (6), jatropholone A (7), jatropholone B (8), 6-methoxy-7-hydroxycoumarin (9), caniojane (10), 3-hydroxy-4-methoxybenzaldehyde (11), 3-methoxy-4-hydroxybenzoic acid (12) and daucosterol (13). Among them, compound 5 is a new compound which has never been reported in China and abroad, compound 1, 2, 9, 10, 11, 12 were first time isolated from the plant, 7 and 8 are a pair of stereoisomers which can be inverted in dilute basic solution. 10 is a diterpenoid containing peroxide bridge.     

迷果芹根化学成分的研究

利用普通硅胶柱色谱技术和多种现代波谱技术,从迷果芹(Sphallerocarpus gracilis)的根中分离并鉴定了11个化合物,通过波谱学方法鉴定为:falcarinol(1)、(3R,8S)-falcarindiol(2)、diplaniol(3)、5-hydroxy-8-methoxy-2H-1-benzopyran-2-one(4)、esculetin(5)、东莨菪内酯(6)、xanthalin(7)、isoimperatorin(8)、胡萝卜苷(9)、β-谷甾醇(10)和豆甾醇(11),其中化合物1～6为首次从该植物中分离得到。