艾纳香乙酸乙酯部位抗菌活性成分研究

本研究采用硅胶柱层析、ODS反相柱层析、sephadex LH-20分子筛等技术进行分离纯化艾纳香乙酸乙酯部位,共获得7个化合物。采用波谱学技术进行结构鉴定,7个化合物分别为：3,3’,5,7-四羟基-4’-甲氧基-二氢黄酮（1）,7-甲氧基紫衫叶素(padmatin)（2）,木犀草素-7-甲醚（3）,咖啡酸（4）,北美圣草素（5）,槲皮素（6）和木犀草素（7）。采用96孔板倍比稀释法,对单体化合物抗细菌活性进行评价,结果显示化合物2和3具有较好的抑制金黄色葡萄球菌活性,MIC值均为64 μg/mL。化合物2和4均为首次从该植物中分离,化合物2 和3可作为艾纳香抗菌活性先导化合物,为相关新药研发提供依据。     

一种国外沉香中2-(2-苯乙基)色酮类化合物研究

为了了解一种国外沉香中的2-(2-苯乙基)色酮类化合物,采用多种色谱分离技术从该沉香的乙醇提取物中分离得到6个化合物,通过波谱学方法分别鉴定为：6-羟基-8-氯-2-[2-(4°-羟基苯基)乙基]色酮（1）,6-羟基-2-[2-(3°-甲氧基-4°-羟基苯基)乙基]色酮（2）,6-羟基-7-甲氧基-2-[2-(4°-羟基苯基)乙基]色酮（3）,沉香四醇（4）,5α,6β,7β,8α-四羟基-2-[2-(4°-甲氧基苯基)乙基]-5,6,7,8-四氢色酮（5）和6-羟基-2-[2-(3°-甲氧基-4°-羟基苯基)乙烯基]色酮（6）。化合物1为新的2-(2-苯乙基)色酮。对化合物2~6的细胞毒活性测试结果表明,化合物6对5株人体肿瘤细胞均表现出一定活性,其中对人慢性髓原白血病细胞K562和人肝癌细胞BEL-7402具有显著抑制活性,半数抑制浓度（IC₅₀）为2.87和 4.75 μg/mL,化合物2、3、5对5株人体肿瘤细胞表现出中等活性,IC₅₀范围为9.91~45.38 μg/mL。     

普洱茶E8组分的化学成分研究

采用HPLC制备色谱等分析了普洱茶乙酸乙酯提取物E8组分的化学成分,并通过LC/MS和NMR等对制备得到的化合物进行了结构鉴定。结果表明,从E8组分中分离鉴定出5个化合物,分别为3',4',5-三羟基-7-甲氧基黄酮、3',4',5,7-四羟基黄酮（木犀草素）、槲皮素-3-O-β-D-葡萄糖甙、3',4',7-三羟基-5-甲氧基黄酮-7-O-β-D-葡萄糖甙和3',4',7-三羟基-5-甲氧基黄酮。     

艾纳香中绿原酸类化学成分研究

为全面了解海南传统黎药艾纳香抗菌药效物质基础,本研究采用硅胶柱色谱、凝胶色谱以及高效液相色谱技术对艾纳香提取物进行系统化学成分研究。结果显示:共分离鉴定6个绿原酸类成分:3,5-O-二咖啡酰奎尼酸乙酯(1),3,5-O-二咖啡酰奎尼酸甲酯(2),3,4-O-二咖啡酰奎尼酸甲酯(3),3,4-O-二咖啡酰奎尼酸(4),3,5-O-二咖啡酰奎尼酸(5),1,3,5-O-三咖啡酰奎尼酸(6)。化合物1~6均为首次从该植物中分离得到,其中化合物1为新天然产物。抗细菌活性评价显示化合物3对枯草芽孢杆菌及化合物6对金黄色葡萄球菌均具有较强抑制活性,MIC值均为64μg/mL,推测绿原酸类为艾纳香的重要抗菌活性组成。     

牛大力根的化学成分研究

从牛大力(Millettia speciosa Champ.)根95%乙醇提取物的乙酸乙酯部分中分离得到了7个化合物,经波谱分析及与文献数据对照鉴定其结构为:2’,4,4’-三羟基查耳酮(1),紫檀素(2),3’,7-二羟基-2’,4’-二甲氧基异黄酮(3),高丽槐素(4),豆甾醇(5),β-谷甾醇(6),胡萝卜苷(7)。其中化合物(2)和化合物(3)为首次从该植物根中分离得到。     

指纹图谱结合一测多评法评价艾纳香药材质量

目的建立艾纳香药材指纹图谱,并采用一测多评法(QAMS)对其中7种黄酮类成分的含量进行测定,为艾纳香药材质量评价提供依据。方法根据指纹图谱和一测多评(QAMS)模式要求,采用依利特C18色谱柱(250 mm×4.6 mm,5μm);以乙腈-0.2%甲酸水溶液为流动相,梯度洗脱;柱温30℃;检测波长为271 nm;体积流量0.8 mL/min,建立艾纳香药材指纹图谱,并采用相似度分析、主成分分析及聚类分析法对指纹图谱进行评价。以艾纳香甲素为内参物,建立其余6种黄酮成分(金丝桃苷,槲皮素,3-甲氧基槲皮素,怪柳黄素,艾纳香素,鼠李素)的相对校正因子,比较分析一测多评法与外标法含量测定结果的差异性。结果12批药材的相似度均大于0.96,确定了 17个共有峰,对7个共有峰进行了指认,聚类分析结果与药材的产地分布情况基本一致;7种黄酮类成分含量结果外标法和一测多评法之间无显著性差异。结论指纹图谱结合一测多评法可以有效用于艾纳香药材的质量评价。     

沉香样品中曲霉属真菌菌株 HNWSW-20 的分离鉴定及其次生代谢产物的研究

本文采用平板分离法从沉香样品中分离得到一株真菌 HNWSW-20,从形态学和分子生物学上鉴定其为曲霉菌（Aspergillus sp.）,并利用多种色谱技术对其次生代谢产物进行分离纯化,根据波谱数据和理化性质鉴定其化合物结构为：2?,3?-dihydrosorbicillin（1）,sorbicillin（2）,2,3-二氢-2-(1-丙烯)-6,8-二甲基-7-羟基-色酮（3）,邻苯二甲酸二丁酯（4）,7-羟基-异苯并呋喃-1(3H)-酮（5）二十烷酸甲酯（6）;分别采用 Ellman 比色法和 pNPG 法测定化合物的乙酰胆碱酯酶抑制活性和 α-葡萄糖苷酶抑制活性,结果显示上述化合物 1、2、4 具有乙酰胆碱酯酶抑制活性,而化合物 1、3、5 具有 α-葡萄糖苷酶抑制活性。本文中化合物 1~2 为首次从曲霉属中分离得到,并首次报道具有乙酰胆碱酯酶和 α-葡萄糖苷酶抑制活性。     

麦冬须根正丁醇萃取物化学成分的分离与鉴定

为了研究麦冬须根中的化学成分,本研究采用大孔吸附树脂、ODS和Sephadex LH-20多种柱色谱技术对麦冬须根乙醇提取物的正丁醇萃取物进行分离纯化;通过波谱数据与理化性质分析并结合文献进行化合物结构鉴定。从麦冬须根的正丁醇萃取物中分离得到10个化合物,其结构分别鉴定为5-甲氧基-6-甲基-7-羟基-8-醛基-3S-(3', 4' -亚甲二氧基苯)-4-二氢色原酮（1）、甲基麦冬黄烷酮A（2）、甲基麦冬黄烷酮B（3）、大黄素（4）、肥牛木素（5）、E-对羟基桂皮酸（6）、Z-对羟基桂皮酸（7）、4-羟基苯甲酸（8）、25R-spirost-5-ene-1β, 3β-diol 1-O-[α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside]（9）和β-谷甾醇（10）。其中化合物1为新的高异黄酮类化合物,命名为麦冬黄烷酮D',化合物5和7为首次从百合科植物中分离得到,化合物9为首次从该植物中分离得到。     

海南粗榧内生真菌F127发酵液的次级代谢产物研究

对海南粗榧(Cephalotaxus hainanensis Li.)内生真菌F127发酵液化学组分进行研究。用多种色谱技术对F127代谢产物进行分离纯化,以LC-MS、ESI-MS和超导核磁共振分析鉴定化合物结构,最后采用MTT法测定化合物的抗肿瘤活性。从海南粗榧内生真菌F127的发酵液中分离得到5个单体化合物,分别鉴定为oblongolide T(1)、sorbicillin(2)、邻苯二甲酸二丁酯(3)、phomopsolide B(4)、6,8-二羟基-3-甲基-3,4-二氢异香豆素(5),且化合物1、4、5对肿瘤细胞K562、NB4、HL-60、Hep G-2和Lovo表现出不同抑制活性。化合物4对5株肿瘤细胞均表现出抑制活性,对K562、NB4、HL-60抑制效果显著,IC50值分别为3.35、0.014和0.16μg/m L,对Hep G-2和Lo Vo只有温和抑制作用;化合物1对K562、NB4、HL-60抑制作用良好,IC50值分别为51.82、54.25和29.31μg/m L;化合物5对NB4和Hep G-2则具有一定抑制活性;化合物2和3对测试细胞株未表现出抑制活性。5个化合物均是首次从海南粗榧内生真菌中分离得到,并首次报道了化合物1、4对K562、NB4、HL-60的优良细胞毒活性,为进一步研究海南粗榧内生真菌中的活性天然产物奠定了基础。     

辣木叶黄酮苷的分离鉴定及抗氧化活性研究

为研究辣木（Moringa Obleifera Lam.）叶片中的黄酮苷成分及其抗氧化活性,利用MCI凝胶柱、羟丙基葡聚糖凝胶（Sephadex LH-20）柱层析、硅胶柱层析（CC）、半制备高效液相色谱等分离手段对石油醚组分进行分离和纯化,利用LC-MS、1H-NMR、13C-NMR等现代波谱技术对分离得到的化合物进行结构鉴定,采用SRB法和DPPH·清除率对分离得到的化合物进行体外抗肿瘤活性筛选和抗氧化活性的测定。结果表明,从辣木叶的石油醚部分分离得到4个化合物,已鉴定为β-谷甾醇（Ⅰ）、胡萝卜苷（Ⅱ）、槲皮素-3-O-β-D-葡萄糖苷（Ⅲ）、山柰酚-3-O-β-D-葡萄糖苷（Ⅳ）。4种化合物均具有抗氧化活性,但化合物Ⅲ的抗氧化活性极显著强于其他三种化合物;体外抗肿瘤活性表明,化合物Ⅰ和化合物Ⅱ对乳腺癌细胞株（MDA-MB-231）有一定的抑制作用。      

冰菜乙醇提取物乙酸乙酯和正丁醇相的化学成分分离鉴定

本研究以冰菜（Mesembryanthemum crystallinum L.）为实验材料,运用多种柱色谱和波谱技术,从冰菜乙醇提取物的乙酸乙酯和正丁醇相中共分离鉴定得到了11个单体化合物,其中苯丙素类化合物2个,分别是顺式对羟基肉桂酸（化合物4）、阿魏酸（化合物3）;生物碱类化合物2个,分别是烟酸（化合物6）、ethane-1,2-diyldinicotinate（化合物7）;糖苷类化合物5个,分别是2-ethoxy-5-(hydroxymethyl)tetrahydrofuran-3,4-diol（化合物5）、3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl(E)-3-(4-hydroxy-3-methoxyphenyl)acrylate（化合物8）、(E)-2-(hydroxymethyl)-6-(4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol（化合物9）、6-(1R,2S-2-hydroxy-4-(S,E-3-hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-3-en-1-yl)oxy-5-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol（化合物10）、E-4-hydroxy-3,5,5-trimethyl-4-(3-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)but-1-en-1-yl)cyclohex-2-en-1-one（化合物11）;苯丙呋喃酮类化合物1个:黑麦草内酯（化合物2）;甾体类化合物1个:β-谷甾醇（化合物1）。本研究丰富了冰菜中的化学成分,也为更好地开发利用冰菜的功能性成分提供理论依据,有利于冰菜的推广种植。     

Effect of Different Flavonoids on Collagen Synthesis in Human Fibroblasts

In this study, we discovered that flavonoids belonging to the subclasses: (flavanone, flavone, and flavonol) display differential effects on the synthesis of collagen in human dermal fibroblasts. At 80 μg/ml flavonoids quercetin-3,3′,4′, 5,7-pentahydroxyflavone, 3-methyl quercetin, and 7-hydroxyflavone significantly decreased the total protein concentration which was a direct consequence of their cytotoxic effect, while naringenin exhibited no effect on total collagen and total protein concentration. Quercetin-3,3′4′,7-tetramethyl ether, 4′-hydroxyflavanone, flavanone, and fisetin significantly decreased collagen concentration while morin, rutin, and chrysin increased collagen concentration without changing the overall protein concentration. The initial screening performed in this study enables the identification of compounds that exert significant effects on fibroblast function and show potential as starting material for pharmaceutical preparations targeted against various disorders centered around disturbed collagen metabolism.     

鹦歌岭土壤来源Streptomyces sp. YG-7的次生代谢产物及其α-葡萄糖苷酶抑制活性研究

为了研究原始热带雨林鹦歌岭土壤放线菌（Streptomyces sp.）YG-7的次生代谢产物及其α-葡萄糖苷酶抑制活性,采用多种柱色谱方法对土壤放线菌YG-7的发酵产物进行分离纯化得到9个化合物,经过波谱数据分析分别鉴定为：(1) 2-acetamido-5-chlorobenzamide, (2) cyclo (L-Pro-L-Leu), (3) 3,6-dibenzylidene-2,5-piperazinedione, (4) albonoursin, (5) (3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione, (6) 3-hydroxy-2-methyl-4-pyrone, (7) isophthalic acid, (8) methyl 3-carbamoylbenzoate, (9) 2,3-dihydroxypropyl hexadecanoate. 其中,化合物1、7和8为新天然产物。活性测试结果表明化合物1、3~5和7~8对α-葡萄糖苷酶具有明显的抑制活性。     

红树林来源真菌Xylaria sp. HNWSW-2异香豆素类次生代谢产物及其生物活性的研究

为了研究红树林来源真菌Xylaria sp. HNWSW-2的次生代谢产物及其生物活性,综合利用多种色谱技术对该菌株发酵产物进行分离纯化,结合波谱学与理化常数分析进行化合物结构鉴定,分别采用液体浸泡法和Ellman比色法对化合物的全齿复活线虫致死活性和乙酰胆碱酯酶抑制活性进行测试。从Xylaria sp. HNWSW-2发酵产物乙酸乙酯萃取物中分离鉴定了7个异香豆素类化合物,分别为 (S)-(+)-8-O-methylmellein (1),(3S,4S)-(+)-4-hydroxy-8-O- methylmellein (2),(3S,4R)-(+)-4-hydroxy-8-O-methylmellein (3),(3S,4S)-(+)-4-hydroxymellein (4),(3S,4R)-(+)-4- hydroxymellein (5),(3R,4R)-(-)-4-hydroxy-5-methylmellein (6)和(3R,4S)-(+)-4-hydroxy-5-methylmellein (7)。其中,化合物1具有较强全齿复活线虫致死活性,化合物1~3、6和7具有一定的乙酰胆碱酯酶抑制活性。本研究首次发现化合物(S)-(+)-8-O-methylmellein具有较强的抗线虫活性,为相关杀线虫药物的研发提供理论依据。     

Secosteroids and Norcembranoids from the Soft Coral Sinularia nanolobata

Two new 9,11-secosteroids, 22α-acetoxy-24-methylene-3β,6α,11-trihydroxy-9,11-seco-cholest-7-en-9-one (1) and 11-acetoxy-24-methylene-1β,3β,6α-trihydroxy-9,11-seco-cholest-7-en-9-one (2), as well as two known norcembranoids, 5-epi-sinuleptolide (3) and sinuleptolide (4), were isolated from the soft coral Sinularia nanolobata. The structures of these metabolites were elucidated on the basis of extensive spectroscopic analysis. The anti-HCMV (human cytomegalovirus) activity of 1–4 and its cytotoxicity against selected cell lines were evaluated.     

New Isocoumarin Analogues from the Marine-Derived Fungus Paraphoma sp. CUGBMF180003

Nine new secondary metabolites, including six isocoumarin analogues, 7-hydroxyoospolactone (1), 7-methoxyoospolactone (2), 7-methoxy-9-hydroxyoospolactone (3), 10-acetoxy-9-hydroxyoospolactone (4), 6-dehydroxysescandelin (5), parapholactone (6), and three compounds with a rare skeleton of isocoumarin coupled with phenylethylamine, namely paraphamide A (12), paraphamide B (13), and paraphamide C (14), together with five known compounds, oospolactone (7), 8-O-methyloospolactone (8), 10-hydroxyoospolactone (9), 9,10-dihydroxyoospolactone (10), and oospoglycol (11), were isolated and identified from the marine-derived fungus Paraphoma sp. CUGBMF180003. Their chemical structures were determined using spectroscopic data, including HRESIMS and 1D and 2D NMR techniques. Furthermore, the stereogenic carbons in 5 and 14 were determined by comparing the experimental and calculated electronic circular dichroism (ECD) spectra. The carbon skeleton of 12–14 was identified as the first example of isocoumarin coupled with phenylethylamine derivatives. All of these compounds were examined for antimicrobial activities against Candida albicans and Staphylococcus aureus. Both 1 and 6 showed antibacterial activity against S. aureus with MIC values of 12.5 μg/mL.     

Five New Cytotoxic Metabolites from the Marine Fungus Neosartorya pseudofischeri

The marine fungus Neosartorya pseudofischeri was isolated from Acanthaster planci from the South China Sea. In a preliminary bioactivity screening, the crude methanol extract of the fungal mycelia showed significant inhibitory activity against the Sf9 cell line from the fall armyworm Spodoptera frugiperda. Five novel compounds, including 5-olefin phenylpyropene A (1), 13-dehydroxylpyripyropene A (4), deacetylsesquiterpene (7), 5-formyl-6-hydroxy-8-isopropyl-2- naphthoic acid (9) and 6,8-dihydroxy-3-((1E,3E)-penta-1,3-dien-1-yl)isochroman-1-one (10), together with eleven known compounds, phenylpyropene A (2) and C (3), pyripyropene A (5), 7-deacetylpyripyropene A (6), (1S,2R,4aR,5R,8R,8aR)-1,8a-dihydroxy-2-acetoxy-3,8-dimethyl-5- (prop-1-en-2-yl)-1,2,4a, 5,6,7,8,8a-octahydronaphthalene (8), isochaetominine C (11), trichodermamide A (12), indolyl-3-acetic acid methyl ester (13), 1-acetyl-β-carboline (14), 1,2,3,4-tetrahydro-6-hydroxyl-2-methyl-l,3,4-trioxopyrazino[l,2-a]-indole (15) and fumiquinazoline F (16), were obtained. The structures of these compounds were determined mainly by MS and NMR data. The absolute configuration of 9 was assigned by the single-crystal X-ray diffraction studies. Compounds 1–11 and 15 showed significant cytotoxicity against the Sf9 cells from S. frugiperda.     

Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

The production of fungal metabolites can be remarkably influenced by various cultivation parameters. To explore the biosynthetic potentials of the marine fungus, Neosartorya pseudofischeri, which was isolated from the inner tissue of starfish Acanthaster planci, glycerol-peptone-yeast extract (GlyPY) and glucose-peptone-yeast extract (GluPY) media were used to culture this fungus. When cultured in GlyPY medium, this fungus produced two novel diketopiperazines, neosartins A and B (1 and 2), together with six biogenetically-related known diketopiperazines,1,2,3,4-tetrahydro-2,3-dimethyl-1,4-dioxopyrazino[1,2-a]indole (3), 1,2,3,4-tetrahydro-2-methyl-3-methylene-1,4-dioxopyrazino[1,2-a]indole (4), 1,2,3,4-tetrahydro-2-methyl-1,3,4-trioxopyrazino[1,2-a] indole (5), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio)gliotoxin (11), didehydrobisdethiobis(methylthio)gliotoxin (12) and N-methyl-1H-indole-2-carboxamide (6). However, a novel tetracyclic-fused alkaloid, neosartin C (14), a meroterpenoid, pyripyropene A (15), gliotoxin (7) and five known gliotoxin analogues, acetylgliotoxin (8), reduced gliotoxin (9), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio) gliotoxin (11) and bis-N-norgliovictin (13), were obtained when grown in glucose-containing medium (GluPY medium). This is the first report of compounds 3, 4, 6, 9, 10 and 12 as naturally occurring. Their structures were determined mainly by MS, 1D and 2D NMR data. The possible biosynthetic pathways of gliotoxin-related analogues and neosartin C were proposed. The antibacterial activity of compounds 2–14 and the cytotoxic activity of compounds 4, 5 and 7–13 were evaluated. Their structure-activity relationships are also preliminarily discussed.