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Diterpenoids from Salvia Ceratophylla
Pub Date : 2002-01-01 DOI: 10.1080/1057563029001/4845
A. Gören, G. Topçu, S. Öksüz, G. Kökdil, W. Voelter, A. Ulubelen
Salvia ceratophylla L. has yielded four known and two new diterpenoids together with two triterpenic acids, a steroid and a flavone. The structures of the compounds were established by spectroscopic analyses. One of the known compounds candidissiol exhibited a high antibacterial activity against Staphylococcus epidermidis and Proteus mirabilis.
鸡毛鼠尾草(Salvia ceratophylla L.)得到了四种已知的二萜和两种新的二萜,以及两种三萜酸、一种甾体和一种黄酮。通过光谱分析确定了化合物的结构。其中一种已知化合物念珠菌醇对表皮葡萄球菌和奇异变形杆菌具有较高的抗菌活性。
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引用次数: 21
Three New Hydroxylated Serratidine Alkaloids from Huperzia Serrata 从石杉中提取的三个新的羟化塞拉雷丁生物碱
Pub Date : 2002-01-01 DOI: 10.1080/10575630290004215
Changheng Tan, Xiao-Qiang Ma, Shan-hao Jiang, Da-yuan Zhu
A known compound, serratidine ( 1 ), along with three hydroxylated serratidine alkaloids, 6 f -hydroxyserratidine ( 2 ), 4 f -hydroxyserratidine ( 3 ) and 4 f ,6 f -dihydroxyserratidine ( 4 ) were isolated from the CHCl 3 fraction of basic materials of whole plant of the Chinese medicinal herb Huperzia serrata . The relative configurations of the above compounds were determined based on 2D NMR studies.
从中药石杉(Huperzia serrata)全株基础物质的CHCl - 3组分中分离得到了已知的化合物serratidine(1)和3个羟基化的serratidine生物碱6f -hydroxyserratidine(2)、4f -hydroxyserratidine(3)和4f, 6f -dihydroxyserratidine(4)。上述化合物的相对构型是基于二维核磁共振研究确定的。
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引用次数: 10
Diterpenes from Sideritis Trojana 取自黄芪的二萜
Pub Date : 2002-01-01 DOI: 10.1080/1057563029001/4827
G. Topçu, A. Gören, T. Kilic, Y. Kemal YıLdız, G. Tümen
Six known ent-kaurene, a new ent-kaurane and a new pimarane diterpenes were isolated from Sideritis trojana. The structures of new compounds were determined as ent-7f-15g,16g-epoxykaurane (1), and ent-2f-hydroxy-8(14),15-pimaradiene (2) along with the known compounds siderol (3), sideridiol (4), 7-epicandicandiol (5), isocandol B (6), candol A acetate (7) ent-7f-acetoxykaur-15-ene (8) by IR, 1D and 2D NMR techniques and HRMS.
从牛蒡子中分离到6个已知的对戊烯、1个新的对戊烯和1个新的海马烷二萜。通过IR、1D、2D NMR和HRMS等方法,确定了新化合物的结构为:1)、1)、2 -羟基-8(14)、15-海桃二烯(2)以及已知化合物siderol(3)、sideridiol(4)、7- epicandandiol(5)、异坎陀酚B(6)、candool A acetate (7);
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引用次数: 39
Ursethoxy Acid, a New Triterpene from Lantana Camara 熊乙氧基酸,一种新的三萜
Pub Date : 2002-01-01 DOI: 10.1080/10575630290020523
S. Begum, A. Wahab, B. Siddiqui
A new pentacyclic triterpene, named ursethoxy acid ( 1 ) was isolated from the aerial parts of Lantana camara Linn. Its structure has been elucidated as 3,25-epoxy-3 f -ethoxy-urs-12-en-28-oic acid through extensive 1D- and 2D-NMR (COSY-45, NOESY, J -resolved, HMQC and HMBC) studies.
从樟子树的空气中分离到一种新的五环三萜,命名为熊乙氧基酸(1)。通过广泛的1D和2d nmr (COSY-45, noesi, J -resolved, HMQC和HMBC)研究,其结构已被阐明为3,25-环氧-3 - f -乙氧基- rs-12-烯-28-oic酸。
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引用次数: 9
Chemotaxonomic Features Associated with Flavonoids of Cannabinoid-Free Cannabis (Cannabis sativa subsp. sativa L.) in Relation to hops (Humulus Lupulus L.) 无大麻素大麻(Cannabis sativa subsp.)类黄酮的化学分类特征。sativa L.)与啤酒花(Humulus Lupulus L.)的关系
Pub Date : 2002-01-01 DOI: 10.1080/1057563029001/4863
G. Vanhoenacker, Philippe van Rompaey, D. de Keukeleire, P. Sandra
The major flavonoids present in the leaves and flowers of the cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) cultivars Felina and Futura are orientin (1), vitexin (2), luteolin-7-O-g-D-glucuronide (3), and apigenin-7-O-g-D-glucuronide (4), while prenylated flavonoids, to which the potent estrogenicity of hops (Humilus lupulus L.) is associated, are absent. The different composition of flavonoids has chemotaxonomic value.
不含大麻素的大麻(cannabis sativa subsp.)的叶子和花中主要的类黄酮。栽培品种Felina和Futura含有orientin(1)、牡荆素(2)、木犀草素-7- o -g- d -葡糖苷(3)和芹菜素-7- o -g- d -葡糖苷(4),而与啤酒花(Humilus lupulus l)的强雌激素性相关的烯酰化黄酮类化合物则不存在。黄酮类化合物的不同组成具有化学分类价值。
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引用次数: 53
Relationships between Molecular Properties and Antimycobacterial Activities of Steroids 类固醇分子特性与抗真菌活性的关系
Pub Date : 2002-01-01 DOI: 10.1080/10575630290020000
J. Rugutt, K. J. Rugutt
Progesterone ( 1 ), cholesterol ( 2 ), stigmasterol ( 3 ), ergosterol endoperoxide ( 4 ), sitosterol ( 5 ), betulin ( 6 ), fusidic acid ( 7 ), chondrilasterol ( 8 ), and ergosterol ( 9 ) have been evaluated against Mycobacterium tuberculosis H37Rv. The maximum antimycobacterial activity seemed to depend on hydrophobicity and the type of substituents on the phytyl moiety on steroidal backbone. The variation in activity was rationalized using quantitative structure-activity relationship (QSAR) models based on several molecular descriptors including van der Waals surface area (VDW A ), van der Waals volume (VDW v ), polarizability, dipole moment, logP, and the differences between the Highest Occupied Molecular Orbital and the Lowest Unoccupied Molecular Orbital (HOMO-LUMO gap). The proposed QSAR models could be developed to predict the antimycobacterial activity of structurally similar steroids and to create a priority list for testing so that time, money, and effort can be focused on the potentially most promising steroids. The implications of QSAR data for the rational design of new antituberculosis agents are discussed. Because mycobacteria degrade steroids to progesterone-type compounds, unambiguous assignments of the high-field proton ( 1 H) and carbon-13 ( 13 C) NMR data of progesterone ( 1 ) were achieved through a combination of modern one- and two-dimensional (2D) NMR techniques.
黄体酮(1)、胆固醇(2)、豆甾醇(3)、麦角甾醇内过氧化物(4)、谷甾醇(5)、白桦林(6)、福西地酸(7)、软骨醇(8)和麦角甾醇(9)对结核分枝杆菌H37Rv的作用进行了评估。最大抑菌活性似乎取决于疏水性和甾体骨架上植基部分取代基的类型。基于van der Waals表面积(vdwaa)、van der Waals体积(vdwav)、极化率、偶极矩、logP和最高占据轨道与最低未占据轨道之差(HOMO-LUMO gap)等分子描述符,利用定量构效关系(QSAR)模型对活性变化进行了合理化。提出的QSAR模型可以用来预测结构相似的类固醇的抗细菌活性,并创建一个优先测试列表,以便将时间、金钱和精力集中在可能最有前途的类固醇上。讨论了QSAR数据对合理设计新型抗结核药物的意义。由于分枝杆菌将类固醇降解为黄体酮类化合物,因此通过结合现代一维和二维(2D)核磁共振技术,可以确定黄体酮(1)的高场质子(1h)和碳-13 (13c)核磁共振数据。
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引用次数: 20
MAP™: Microwave-Assisted Extraction of Cockroaches MAP™:微波辅助提取蟑螂
Pub Date : 2002-01-01 DOI: 10.1080/10575630290020037
V. Yaylayan, J.R. Jocelyn Paré, G. Matni, J. Bélanger
A Microwave-Assisted Process (MAP is a Trade-Mark of Her Majesty the Queen in Right of Canada as represented by the Minister of the Environment) solvent extraction procedure was used in conjunction with GC-MS analysis to investigate the chemical composition of dried and live cockroaches. The main components extracted were classified into four groups; sterols, fatty acids and their esters, long chain alkanes and fused aromatic hydrocarbons.
微波辅助法(MAP是加拿大女王陛下的商标,由环境部长代表)溶剂萃取程序与气相色谱-质谱分析相结合,研究干燥和活蟑螂的化学成分。提取的主要成分分为4组;甾醇、脂肪酸及其酯类、长链烷烃和熔融芳香烃。
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引用次数: 1
Antioxidant Capacity of Abietanes from Sphacele Salviae 丹参Abietanes抗氧化能力的研究
Pub Date : 2002-01-01 DOI: 10.1080/10575630290020631
B. Escuder, R. Torres, E. Lissi, C. Labbé, F. Faini
Carnosol 1 , rosmanol 2 , carnosic acid 3 and 20-deoxocarnosol 4 , the main phenolic abietanes present in aerial parts of the Chilean medicinal plant Sphacele salviae were tested for antioxidant activity of measuring the decay of the radical cation diphenyl-picrylhydrazyl (DPPH). All compounds displayed higher antioxidant levels than BHT under the same conditions and carnosic acid was more efficient than vitamin E.
以智利药用植物丹参地上部分中主要的酚类二乙烷类化合物鼠尾草醇1、迷迭香醇2、鼠尾草酸3和20-脱氧鼠尾草醇4为研究材料,通过测定自由基阳离子二苯基-苦酰肼(DPPH)的衰变,测定其抗氧化活性。在相同条件下,所有化合物的抗氧化水平都高于BHT,鼠尾草酸比维生素E更有效。
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引用次数: 16
3,4-Dihydroxy-7,8-Dihydro-β-Ionone 3- O -β- d -Glucopyranoside and Other Glycosidic Constituents from Apple Leaves 苹果叶片中的3,4-二羟基-7,8-二氢-β- ionone - 3- O -β- d - glucopyranoside及其他糖苷类成分
Pub Date : 2002-01-01 DOI: 10.1080/10575630290019976
C. Stingl, H. Knapp, P. Winterhalter
3,4-Dihydroxy-7,8-dihydro- -ionone 3- O - - d -glucopyranoside 1 has been isolated from a methanolic extract of apple ( Malus domestica ) leaves by XAD-2 adsorption chromatography and subsequent purification by high speed countercurrent chromatography (HSCCC) and HPLC. Under acidic conditions this glycoside gives rise to a number of volatile compounds including 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) 2 , which is known as an off-flavor compound in wine. In the course of the study, six additional glycoconjugates were isolated from apple leaves, i.e. roseoside 3 , 3-oxo- -ionol - d -glucopyranoside 4 , benzoic acid - d -glucose ester 5 , kaempferol 3- O -rhamnoside 6 , (+)-syringaresinol - d -glucopyranoside 7 and 4-hydroxy-5-(3"-methyl-2"-butenyl)-benzoic acid methylester 3- - d -glucopyranoside 8 . The latter compound has been isolated for the first time in nature. In order to avoid the 'kerosene-off-flavor' caused by TDN, the methanolic extract has been subjected to yeast fermentation. This treatment reduced the amount of TDN formed and resulted in an improved flavor impression of the methanolic extract.
采用XAD-2吸附层析、高速逆流色谱(HSCCC)和高效液相色谱(HPLC)纯化从苹果(Malus domestica)叶片甲醇提取物中分离得到3,4-二羟基-7,8-二氢- -ionone 3- O - -d -glucopyranoside 1。在酸性条件下,这种糖苷会产生许多挥发性化合物,包括1,1,6-三甲基-1,2-二氢萘(TDN) 2,这是葡萄酒中众所周知的异味化合物。在研究过程中,从苹果叶中分离到另外6种糖缀合物,分别是玫瑰苷3,3 -氧-离子醇- d -葡萄糖苷4,苯甲酸- d -葡萄糖酯5,山奈酚3- O -鼠李糖苷6,(+)-丁香醇- d -葡萄糖苷7和4-羟基-5-(3′-甲基-2′-丁烯基)-苯甲酸甲基lester 3- d -葡萄糖苷8。后一种化合物是首次从自然界分离出来的。为了避免TDN引起的“煤油脱味”,对甲醇提取物进行了酵母发酵。这种处理减少了TDN的形成量,并改善了甲醇提取物的风味印象。
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引用次数: 7
Synthesis, Dimerization, and Biological Activity of Hexaoxygenated Chalcones Related to Calythropsin and Combretastatins Calythropsin和Combretastatins相关六氧合查尔酮的合成、二聚化和生物活性
Pub Date : 2002-01-01 DOI: 10.1080/10575630290010993
E. Seguin, A. Elomri, P. Magiatis, A. Skaltsounis, L. Chao, F. Tillequin
Five new hexaoxygenated chalcones and one new chalcone photodimer were synthesized and their cytotoxicity against leukemia cell line L-1210 was studied. The three more active compounds were tested for their activity on the inhibition and promotion of tubulin assembly and it was found that these chalcones do not interfere with the tubulin-microtubule system at cytotoxic concentrations, and therefore operate by some different mechanism of action.
合成了5个新的六氧合查尔酮和1个新的查尔酮光二聚体,并研究了它们对白血病L-1210细胞的细胞毒性。另外三种活性化合物对微管蛋白组装的抑制和促进活性进行了测试,发现这些查尔酮在细胞毒性浓度下不干扰微管-微管系统,因此通过一些不同的作用机制起作用。
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引用次数: 6
期刊
Natural Product Letters
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