女贞小蜡树的酚性配糖体成分研究

从女贞小蜡树 (LigustrumsinenseLour.)茎叶甲醇提取物的水溶性部分得到 1个新的和 6个已知酚性配糖体成分。它们是两个已知的裂环环烯醚萜类化合物 :1 0 hydroxyoleuropein( 1 )和specneuzhenide( 2 ) ,五个苯乙醇类化合物 :3 ,4 二羟基苯乙醇 ( 3 ) ,3 ,4 二羟基苯乙醇 2′ O β D 吡喃葡萄糖甙 ( 4 ) ,3 甲氧基 苯乙醇 4 O β D 吡喃葡萄糖甙 ( 5 ) ,4 羟基苯乙醇 ( 6) ,4 羟基苯乙醇 2′ O β D 吡喃葡萄糖甙 ( 7) ,化合物 5为新化合物 ,命名为小蜡甙A(sinenosideA) ,经理化和波谱分析鉴定了论文中的所有化合物的结构     

夹竹桃叶内生真菌Colletotrichum sp. HK-08的次生代谢产物及其活性研究

本研究运用多种色谱技术从夹竹桃叶内生真菌Colletotrichum sp.HK-08中分离得到11个化合物,利用波谱学方法鉴定其结构分别为butyl 2-(4-hydroxyphenyl)acetate(1)、4-hydroxyphenethyl acetate(2)、phenethyl 2-phenylacetate(3)、phenethyl 2-(4-hydroxyphenyl)acetate(4)、4-hydroxyphenethyl 2-(2-hydroxyphenyl)acetate(5)、4-hydroxyphenethyl 2-(4-hydroxyphenyl)acetate(6)、对羟基苯甲醛(7)、2-羟基苯乙醇(8)、对羟基苯甲酸(9)、对羟基苯乙酮(10)和3a-hydroxyindoline(11)。其中化合物4、5和11为新的天然产物,化合物1～6和11为首次从Colletotrichum属真菌中分离得到。活性测试结果显示,化合物4和6表现出一定的细胞毒活性。     

藜蒿内生真菌Paraconiothyrium sp.YLHJ01化学成分研究CSCD

利用多种色谱分离技术从藜蒿内生真菌Paraconiothyrium sp.YLHJ01的发酵产物中分离得到7个化合物,并通过NMR、ECD、IR、HR-ESI-MS等波谱技术鉴定了它们的结构,包括一个新化合物2-(1S,3R-dihydroxybutyl)benzene-1,4-diol(1)以及6个已知化合物:6-羟基-2S-甲基-4-色满酮(2)、10-norparvulenone(3)、(S)-7-羟基-3-((S)-1-羟乙基)异苯并呋喃-1(3H)-酮(4)、murranoic acid A(5)、modiolide G(6)、尿嘧啶核苷(7)。体外细胞毒活性结果显示化合物1~7在A549与HepG2细胞上均无明显的抑制活性。对化合物1~7进行金黄色葡萄球菌和大肠杆菌抗菌活性测试,结果显示化合物1、4对金黄色葡萄球菌表现出弱抑制效果,最低抑菌浓度(MIC)分别为400、100μg/mL,化合物2对金黄色葡萄球菌和大肠杆菌表现为弱抑制效果,其MIC分别为800、400μg/mL。     

彝药鬼吹箫的化学成分研究

采用凝胶树脂(Toyopearl HW-40c)、正相硅胶、反相硅胶(ODS)、大孔树脂(MCI)等柱层析方法从忍冬科鬼吹箫属植物鬼吹箫(Leycesteria formosa Wall.)的茎干部位分离得到8个化合物,包括1个降木脂素类(1)、2个黄酮类(4和5)、3个咖啡酸类(2、3和8)和2个三萜类(6和7)。运用波谱光谱学方法分别鉴定为:samwirin(1)、顺式咖啡酸(2)、反式咖啡酸(3)、木犀草素(4)、芹菜素(5)、3-羟基齐墩果烷(6)、熊果酸(7)和咖啡酸甲脂(8)。化合物1、2、4和5均首次从该植物中分离得到。采用MTT法测试了化合物1对肺癌细胞株(A549)和肝癌细胞株(Hep G2)2种人肿瘤细胞株的体外细胞毒活性,结果表明化合物1在40μM浓度下对所测试的2种细胞株未显示细胞毒活性。     

内生条纹拟盘多毛孢发酵液中细胞毒活性成分研究

从条纹拟盘多毛孢Pestalotopsis virgatula发酵液中分离得到8个化合物,其结构分别被鉴定为：2-(1-甲氧基-1-H-吲哚-3-基)乙醇 (1),2-(1-甲氧基-1-H-吲哚-3-基)乙酸 (2),3β-羟基-5α,8α-过氧化麦角甾-6,22-二烯 (3),麦角甾-4,6,8(14),22-四烯-3-酮 (4),对羟基苯乙醇 (5),邻苯二甲酸二异丁酯 (6),(E)-3-(4-羟基-3-甲氧苯基)败脂酸 (7) 和丁二酸 (8),化合物1–8均为首次从该菌种中分离得到。利用MTT法测试了化合物1 和2对5种人体肿瘤细胞的细胞毒活性,结果显示化合物1和2对5株肿瘤细胞株均具有一定选择性抑制活性。     

紫丁香树皮的化学成分研究(Ⅱ)

采用硅胶柱层析和制备高效液相色谱等对紫丁香(Syringa oblata Lindl.)树皮的乙酸乙酯提取物进行分离,共分出6个化合物,通过波谱分析确定其结构为( )-lariciresinol(1)、β-谷甾醇葡萄糖苷(2)、3,4-二羟基苯乙醇(3)、对羟基苯乙醇葡萄糖苷(4)、3,4-二羟基苯乙醇葡萄糖苷(5)和(8E)-n櫣zhenide(6)。其中化合物1、2、4、5、6首次从该植物中分离得到。     

华南胡椒的化学成分及其抗胆碱酯酶活性研究

采用凝胶树脂(Toyopearl HW-40c)、正相硅胶、反相硅胶(ODS)、大孔树脂(MCI)等柱层析方法和制备液相,从胡椒科胡椒属华南胡椒(Piper austrosinense)的茎叶的70%丙酮提取物中分离得到11个化合物,包括1个苯甲醛类衍生物(1),1个苯甲酸类衍生物(2)、2个苯丙素类成分(4和5)、2个黄酮苷(5和6)、2个生物碱(7和8)、2个倍半萜(9和10)、1个紫罗兰酮类(11)。运用波谱光谱学方法分别鉴定为:原儿茶醛(1),原儿茶酸(2),4-丙烯基儿茶酚(3),咖啡醛(4),青兰苷(5),野漆树苷(6),pipernonaline(7),吲哚-3-甲酸(8),4β,10β-二醇-香木兰烷(9)、(-)-丁香三环烷-2,9-二醇(10)、和(3S,5R,6S,7E)-3,5,6-三羟基-7-巨豆烯-9-酮(11)。其中,化合物5~11均首次从该植物中分离得到,化合物5,6,8~11均首次从胡椒属植物中分离得到。通过改良的Ellman法测试了所有化合物对乙酰和丁酰胆碱酯酶的抑制活性,测试结果表明化合物7显示选择性抑制丁酰胆碱酯酶的活性,半数抑制浓度(IC50)为29. 06±0. 32μM。其余化合物在30μM浓度下对乙酰和丁酰胆碱酯酶均不显示抑制活性。采用MTT法测试了所有化合物对肝癌细胞株(Hep G2)的体外细胞毒活性,测试表明所有化合物在30μM浓度下对所测试的细胞株未显示细胞毒活性。     

叉毛蓬化学成分的体外抗菌及抗氧化活性研究（英文）

从叉毛蓬全株首次分离出4-羟基苯乙酮(1)、紫丁香酸(2)、金圣草黄素(3)、香草酸(4)、4-羟基-3-甲基苯乙醇(5)、N-[2-(3,4-二羟基苯基)-2-羟基乙基]-3-(4-甲氧基苯基)丙-2-稀酰胺(6)和异鼠李素-3-O-芸香糖苷(7)7个化合物。通过MTT法测定这7个化合物的体外抗菌活性,结果表明多数化合物有较强的抗菌活性,其中化合物2对枯草芽孢杆菌,化合物5对大肠杆菌,化合物7对番茄疮痂病菌和番茄早疫病菌的抑制作用均强于阳性对照硫酸链霉素对同种菌的抑制。用DPPH和FRAP两种方法测定了化合物的抗氧化活性,结果表明在DPPH方法中化合物6的抗氧化活性最好,IC50值为0.2452 mg/m L,在FRAP方法中化合物5有最好的抗氧化活性,FRAP值为9.402 mmol/g,强于阳性对照抗坏血酸。     

芹菜根中一种具有抗癌活性的双氨基甲酸酯

研究芹菜根(Apium graveolens L.)乙醇提取物的化学成分及其体外抗肿瘤活性。利用多种色谱方法进行分离纯化,现代波谱技术对分离得到的化合物进行结构鉴定;采用MTT法对分离出的单体化合物进行抗肿瘤实验。从芹菜根的乙醇提取物中分离得到3个单体化合物,它们的结构分别为双氨基甲酸酯AG-01 (1)佛手柑内酯(2)芹菜素(3)。化合物1为一新化合物,MTT细胞毒活性显示其对人体胃癌细胞SGC-7901和肝癌细胞BEL-7402的IC50分别为29. 6μM和32. 4μM。     

广东桑根心材的化学成分研究

采用多种层析方法从广东桑根心材的醇提取物中分离了8个已知化合物,经波谱分析手段结合文献分析方法将其分别鉴定为:桑辛素C(1),桑辛素M(2),二氢桑色素(3),氧化白藜芦醇(4),2,4-二羟基苯甲醛(5),伞形花内酯(6),胡萝卜苷(7)和3-羟基-2-哌啶酮(8)。化合物1,3~6和8首次从广东桑Morus atpropurpurea中分离,化合物8亦首次从桑属植物中分离。综合采用DPPH,MTT法测试了多酚类化合物1~4的抗氧化和神经保护作用,结果表明化合物1~4均能清除DPPH自由基,抑制L-谷氨酸钠诱导海马神经元细胞HT22毒性,具有抗氧化和神经保护作用。在20μM浓度下,化合物2的活性显著。     

Steryl esters and phenylethanol esters from Syringa komarowii

Three new steryl esters and a new phenylethanol ester, together with 22 known compounds were isolated from the aqueous ethanolic extract of the whole plants of Syringa komarowii. The new compounds were elucidated as stigmastane-3beta,6alpha-diol 3-O-tetradecanoate (1), stigmastane-3beta,6alpha-diol 3-O-palmitate (2), stigmastane-3beta,6alpha-diol 3-O-stearate (3), and 2-(4-hydroxyphenyl)-ethyl dotriacontanoate (4) on the basis of extensive spectral data and chemical evidences.     

Dose-dependent effects of malformin A1 on IAA-induced ethylene production in mung bean (Vigna radiate L.) hypocotyl segments

Purified malformin A1 (cyclo-D-Cys-D-Cys-L-Val-D-Leu-L-lle), a cyclicpentapeptide toxin fromAspergillus niger, was applied to the hypocotyl segments of mung bean (Vigna radiata L.) seedlings to investigate its role in regulating ethylene biosynthesis. Production of ethylene was induced by treating the plants with 0.1 mM indole-3-acetic acid (1AA). When 0.1 μM malformin A1 was then applied, ethylene production increased and the activities of two key enzymes for its biosynthesis, 1-aminocyclopropane-1-carboxylic acid (ACC)-synthase (ACS) and ACC-oxidase (ACO), were also stimulated. However, at levels of 1 or 10 μM malformin A1, both ethylene production and enzymatic activities were significantly reduced. In the case of ACO,in vitro activity was regulated by malformin A1, independent of ACS activity or the influence of IAA. Furthermore, the conjugate form of ACC, N-malonyl ACC, was significantly promoted by treatment with 0.1 μM malformin A1. These data suggest that malformin A1 can modulate ethylene production through diverse paths and that its effect depends on the concentration of the treatment administered.     

Stimulation and inhibition of respiration by malformin: Relationship to enhanced ethane production

When apical bud sections of Phaseolus vulgaris were vacuum-infiltratedwith malformin, their rate of respiration increased significantlywithout a lag and without altering the respiratory quotient.When tissues were soaked in solutions, the effect of malforminwas concentration dependent. At high malformin concentration(200 µM), a marked inhibition of respiration for 8 to10 hr was followed by a rapid increase of oxygen uptake whichreached a level nearly 3-fold greater than that of controls.At lower concentration (20 µM) malformin had no effecton respiration for 8 to 10 hr, but then stimulated respirationmarkedly. Ca²⁺ completely blocked the early inhibition of respirationby malformin (200 µM), but had little or no effect onthe subsequent stimulation of respiration. Oxygen deficiencymay be a contributing factor to the enhancement of ethane productionby malformin. ¹Present address: Mobil Chemical Company, P.O. Box 240, Edison,New Jersey 08817, U.S.A. (Received August 28, 1979; )     

Synthesis, characterization, antiamoebic activity and cytotoxicity of new pyrazolo[3, 4-d]pyrimidine-6-one derivatives

A new series of pyrazolo[3,4-d]pyrimidine-6-one derivatives (2a-2j) were prepared by using the Biginelli multicomponent cyclocondensation of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one (1a), different aromatic aldehydes, and urea with a catalytic amount of HCl at reflux temperature. These compounds were characterized by IR, (1)H NMR, (13)C NMR, and Mass spectral data. In vitro antiamoebic activity was performed against HM1:IMSS strain of Entamoeba histolytica. The results showed that the compounds 2b, 2i, and 2j with IC(50) values of 0.37 μM, 0.04 μM, and 0.06 μM, respectively, exhibited better antiamoebic activity than the standard drug metronidazole (IC(50)?=?1.33 μM). The toxicological studies of these compounds on human breast cancer MCF-7 cell line showed that the compounds 2b, 2i, and 2j exhibited >80% viability at the concentration range of 1.56-50 μM.     

Synthesis and biological evaluation of novel 5-alkyl-2-arylthio-6-((3,4-dihydroquinolin-1(2H)-yl)methyl)pyrimidin-4(3H)-ones as potent non-nucleoside HIV-1 reverse transcriptase inhibitors

A series of novel S-DABO analogues of 5-alkyl-2-arylthio-6-((3,4-dihydroquinolin-1(2H)-yl)methyl)pyrimidin-4(3H)-ones were synthesized and evaluated as inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were compounds 6c1,6c6, and 6b1 (EC(50)=0.24 ± 0.05, 0.38 ± 0.13, 0.39 ± 0.05 μM, respectively), which possess improved or similar HIV-1 inhibitory activity compared with nevirapine (NVP) (EC(50)=0.21 μM) and delavirdine (DLV) (EC(50)=0.32 μM). None of these compounds were active against HIV-2 replication. Furthermore, enzyme inhibitory assays were performed with selected derivatives against HIV-1 wtRT, confirming that the main target of these compounds is the HIV-1 RT and these new S-DABOs are acting as NNRTIs. The preliminary structure-activity relationship (SAR) of these new congeners is discussed briefly and rationalized by docking studies.     

Synthesis, structural elucidation, DNA-PK inhibition, homology modelling and anti-platelet activity of morpholino-substituted-1,3-naphth-oxazines

A number of new angular 2-morpholino-(substituted)-naphth-1,3-oxazines (compound 10b), linear 2-morpholino-(substituted)-naphth-1,3-oxazines (compounds 13b-c), linear 6, 7 and 9-O-substituted-2-morpholino-(substituted)-naphth-1,3-oxazines (compounds 17-22, 24, and 25) and angular compounds 14-16 and 23 were synthesised. The O-substituent was pyridin-2yl-methyl (15, 18, and 21) pyridin-3yl-methyl (16, 19, and 22) and 4-methylpipreazin-1-yl-ethoxy (23-25). Twelve compounds were tested for their inhibitory effect on collagen induced platelet aggregation and it was found that the most active compounds were compounds 19 and 22 with IC(50)=55±4 and 85±4 μM, respectively. Furthermore, the compounds were also assayed for their ability to inhibit DNA-dependent protein kinase (DNA-PK) activity. The most active compounds were 18 IC(50)=0.091 μM, 24 IC(50)=0.191 μM, and 22 IC(50)=0.331 μM. Homology modelling was used to build a 3D model of DNA-PK based on the X-ray structure of phosphatidylinositol 3-kinases (PI3Ks). Docking of synthesised compounds within the binding pocket and structure-activity relationships (SAR) analyses of the poses were performed and results agreed well with observed activity.     

Two New Limonoids from the Fruits of Melia azedarach (Meliaceae)

Two new limonoids, trichilinin M ( 1 ) and ohchinin benzoate ( 2 ), along with two known limonoids, 12-hydroxyamoorastatone ( 3 ) and mesendanin H ( 4 ), were isolated from the fruits of Melia azedarach Linn. The structures of new limonoids were determined by analyses of HR-ESI-MS, 1D and 2D NMR (HSQC, HMBC and NOESY) data. All compounds were evaluated against human pancreatic cancer PANC1 cells and the results showed that compounds 3 – 4 exhibited substantial cytotoxic activity ( 3 : IC₅₀=4.55 μM; 4 : IC₅₀=7.54 μM), and compounds 1 – 2 exhibited moderate cytotoxicity ( 1 : IC₅₀=27.06 μM; 2 : IC₅₀=21.17 μM).     

6-Nitrobenzimidazole derivatives: potential phosphodiesterase inhibitors: synthesis and structure-activity relationship

6-Nitrobenzimidazole derivatives (1-30) synthesized and their phosphodiesterase inhibitory activities determined. Out of thirty tested compounds, ten showed a varying degrees of phosphodiesterase inhibition with IC(50) values between 1.5±0.043 and 294.0±16.7 μM. Compounds 30 (IC(50)=1.5±0.043 μM), 1 (IC(50)=2.4±0.049 μM), 11 (IC(50)=5.7±0.113 μM), 13 (IC(50)=6.4±0.148 μM), 14 (IC(50)=10.5±0.51 μM), 9 (IC(50)=11.49±0.08 μM), 3 (IC(50)=63.1±1.48 μM), 10 (IC(50)=120.0±4.47 μM), and 6 (IC(50)=153.2±5.6 μM) showed excellent phosphodiesterase inhibitory activity, much superior to the standard EDTA (IC(50)=274±0.007 μM), and thus are potential molecules for the development of a new class of phosphodiesterase inhibitors. A structure-activity relationship is evaluated. All compounds are characterized by spectroscopic parameters.     

Chemical Constituents of Primulina eburnea (Gesneriaceae) and Their Cytotoxic Activities

Two new ursane-type triterpenes, eburnealactones A and B ( 1 and 2 ), one new flavonoid, eburneatin A ( 6 ), and one new phenylethanoid glycoside, chiritoside D ( 7 ), along with 9 known compounds ( 3–5 , 8–13 ) were isolated from the whole plant of Primulina eburnea. Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HR-ESI-MS). All the compounds were evaluated for their cytotoxic activities. Compound 1 showed significant cytotoxic activities against MKN-45 cell lines and 5637 cell lines with the IC₅₀ values of 9.57 μM and 8.30 μM, respectively. Compound 1 exhibited moderate cytotoxic activities against A549 and PATU8988T cell lines with the IC₅₀ values of 30.70 μM and 38.22 μM, respectively. Compound 6 exhibited moderate cytotoxic activities against MKN-45, HCT116, PATU8988T, 5637 and A-673 cell lines with the IC₅₀ values of 19.69 μM, 16.44 μM, 18.07 μM, 11.51 μM and 18.15 μM, respectively. Compound 5 showed moderate cytotoxic activities against A549 cell lines with the IC₅₀ values of 24.06 μM.     

紫丁香花蕾化学成分研究

采用硅胶柱色谱和半制备高效液相色谱等从紫丁香花蕾乙酸乙酯溶液中分离得到8个单体化合物,经理化性质和波谱方法分别鉴定为:丁香苦素B(1)、齐墩果酸(2)、乌苏酸(3)、羽扇豆酸(4)、羽扇豆醇(5)、对羟基苯丙醇(6)、对羟基苯乙醇(7)和β-谷甾醇(8)。其中化合物6首次从该种植物中分离得到,其余均为首次从该植物花蕾中分离得到。