小花棘豆化学成分的研究

从有毒植物小花棘豆(Oxytropis glabra DC.)的地上部分分离得到10种化合物,经光谱分析及理化常数测定,分别鉴定为槲皮素(Ⅰ)、山奈酚(Ⅱ)、3′,7-二羟基-2′,4′-二甲氧基-异黄烷(Ⅲ)、山奈-7-O-α-L-鼠李吡喃糖甙(Ⅳ)、山奈酚-3-O-β-D-葡萄吡喃糖甙(Ⅴ)、山奈酚--O-β-D-葡萄吡喃糖(1→2)-β-D-葡萄吡喃糖甙(Ⅵ)、山奈酚-3-O-β-D-葡萄吡喃糖-7-O-β-D-葡萄吡喃糖甙(Ⅶ)槲皮素-3-O-β-D-葡萄吡喃糖甙(Ⅷ)、杨梅树皮甙(Ⅺ)和3-O-[α-L-鼠李吡喃糖基(1→3)-β-D-葡萄吡喃糖基(1→6)-β-D-葡萄吡喃糖醛酸基]-黄豆醇B(Ⅹ)。上述成分均为首次从该植物中分得。化合物Ⅹ为新化合物。     

无柄新乌檀中的配糖体

从无柄新乌檀乙醇浸膏的正丁醇部位分离得到7个已知配糖体化合物,经波谱分析为：喹诺酸-3-O-β-D-葡萄吡喃糖基(28→1)-β-D-葡萄吡喃糖酯(1),齐墩果酸-(28→1)-β-D-葡萄吡喃糖酯(2),熊果酸-(28→1)-β-D-葡萄吡喃糖酯(3),喹诺酸-3-O-β-D-葡萄吡喃糖基-(1→3)-6-去氧-β-葡萄吡喃糖苷(4),齐墩果酸-3-O-β-D-吡喃木糖基-(1→2)-β-D-葡萄吡喃糖基-28-O-β-D-葡萄吡喃糖酯(5),番木鳖甙(6),7-甲氧基-龙胆苦甙(7)。这些化合物均为首次从该属中分离得到。     

连香树树皮化学成分的研究

从连香树（CercidiphyllumjaponicumSieb.etZucc.）树皮中分离到8个化合物。其中7个为黄酮醇,l个为酚酸类成分。经理化测定和波谱解析,分别鉴定为：5,7-二羟基-3,8,4'-三甲氧基黄酮（Ⅰ）、3,5,7-三羟基-8,4'-二甲氧基黄酮（Ⅱ）、5,7,4'-三羟基-3,8-二甲氧基黄酮（Ⅲ）、3,5,7,4'-四羟基-8-甲氧基黄酮（Ⅳ）、3,5,7,4'-四羟基黄酮（Ⅴ）、5,7-二羟基-8,4'－二甲氧基黄酮-3-O-葡萄糖甙（Ⅶ）、5,7,4'-三羟基-8-甲氧基黄酮-3－O-葡萄糖甙（Ⅷ）和没食子酸乙酯（Ⅵ）。其中化合物Ⅶ为未见报道的新化合物。除化合物Ⅴ外,其余化合物均为首次从该属植物中分得。     

连香树树皮化学成分的研究

从连香树（Cercidiphyllum japonicum Sieb. et Zucc.）树皮中分离到8个化合物。其中7个为黄酮醇,1个为酚酸类成分。经理化测定和波谱解析,分别鉴定为5,7-二羟基-3,8,4′-三甲氧基黄酮 (Ⅰ)、3,5,7-三羟基-8,4′-二甲氧基黄酮 (Ⅱ)、5,7,4′-三羟基-3,8-二甲氧基黄酮 (Ⅲ)、3,5,7,4′-四羟基-8-甲氧基黄酮 (Ⅳ)、3,5,7,4′-四羟基黄酮 (Ⅴ)、5,7-二羟基-8,4′-二甲氧基黄酮-3-O-葡萄糖甙 (Ⅶ)、5,7,4′-三羟基-8-甲氧基黄酮-3-O-葡萄糖甙 (Ⅷ)和没食子酸乙酯 (Ⅵ)。其中化合物Ⅶ为未见报道的新化合物。除化合物Ⅴ外,其余化合物均为首次从该属植物中分得。     

红豆树茎枝中黄酮类成分及其抑菌活性研究北大核心CSCD

为了研究红豆树茎枝抑菌活性成分,采用色谱法分离纯化得到16个黄酮类化合物,通过理化性质及波谱技术分别鉴定为圆荚草双糖苷(1)、5,7-二羟基-4'-甲氧基异黄酮-7-O-β-D-葡萄糖苷(2)、4',8-二甲氧基-7-O-β-D-葡萄糖基异黄酮(3)、芒柄花苷(4)、异樱黄素-7-O-β-D-葡萄糖苷(5)、芦丁(6)、山奈酚-3-O-β-D-芸香糖苷(7)、4'-甲氧基异黄酮-7-O-β-D-木糖(1→6)-O-β-D-吡喃葡萄糖苷(8)、4'-甲氧基异黄酮-7-O-β-D-芹糖(1→6)-O-β-D-吡喃葡萄糖苷(9)、染料木素(10)、异樱黄素(11)、2',4',5,7-四羟基异黄酮(12)、大豆素(13)、柚皮素(14)、二氢染料木素(15)、去甲基化美迪紫檀素(16)。其中化合物1～16为首次从红豆树植物中分离得到;化合物1、3、4、6～9、12、15、16首次从红豆属中分离得到;化合物2,5和14对禾谷镰刀菌、西瓜尖镰孢菌、茄病镰刀菌的菌丝生长显示出了中等强度的抑制作用。     

金铁锁皂甙的研究

从金铁锁(Psammoslene tunicoides)根中分离到二个新的齐墩果烷型五环三萜皂甙Ⅰ、Ⅱ,经光谱测定和化学降解证明它们的化学结构为齐墩果烷-3α,16α-二羟基-12烯-23-酸-28-O-β-D-葡萄吡喃糖基(1—3)-β-D-葡萄吡喃糖基(1—6)-β-D-葡萄吡喃糖甙(Ⅰ)和齐墩果烷-3α,16α-二羟基-12烯-23-酸-28-O-β-D-葡萄吡喃糖基1—6[-β-D-葡萄吡喃糖基1—3]-β-D-葡萄吡喃糖甙(Ⅱ)。上述两个化合物的母核配基均为同一的物质,差异是糖的连接位置不相同。     

香薷中的化学成分

从香[Eltholtzia ciliata(Thund.)Hyland]中分出14个化合物,用波谱和化学等方法确定为6-甲基三十三烷(Ⅰ),13-环己基二十六烷(Ⅱ),β-谷甾醇(Ⅲ),棕榈酸(Ⅳ_a),亚油酸(Ⅳ_b),亚麻酸(Ⅳ_c),熊果酸(Ⅴ),5-羟基-6、7-二甲氧基黄酮(Ⅵ),5-羟基-7、8-二甲氧基黄酮(Ⅶ),5、7-二羟基-4′-甲氧基黄酮(Ⅷ),5-羟基-7、4′-二甲氧基双氢黄酮醇(Ⅸ),β-谷甾醇-3-β-D-葡萄糖甙(Ⅹ),5-羟基-6-甲基-7-O-α-D-半乳吡喃糖双氢黄酮甙(Ⅺ),刺槐素-7-O-β-D-葡萄糖甙(Ⅻ)。其中化合物Ⅺ为新化合物,除(Ⅳ_b)和(Ⅳ_c)外,其余为首次从该属植物中得到。     

黄毛楤木皂甙的分离鉴定

从黄毛楤木(Aralia decaisneana Hance)根皮分得3种皂甙(Ad-Ⅰ、Ad-Ⅱ、Ad-Ⅲ)和1种由 Ad-Ⅲ水解得到的次级甙(Ad-Ⅳ),经光谱(IR、FAB-MS、~1H-NMR、~(13)C-NMR)和化学分析(酸、碱水解法),分别鉴定为楤木皂甙 A、3-O-[α-L-阿拉伯呋哺糖-(1→4)-β-D-葡萄吡喃糖醛酸]-齐墩果酸甙、3-O-[β-D-半乳吡喃糖-(1→4)-β-D-半乳吡喃糖-(1→3)-β-D-葡萄吡喃糖醛酸]-齐墩果酸-28-O-β-D-葡萄吡喃糖甙、3-O-[-β-D-半乳吡喃糖-(1→4)-β-D-半乳吡喃糖-(1→3)-β-D-葡萄吡喃糖醛酸]-齐墩果酸甙。前两种皂甙系首次从该植物分得,后两种为新化合物。     

滇产植物皂素成分的研究——Ⅹ.五指莲的两个新甾体皂甙(1)

从重楼属植物五指莲Paris axialis H.Li.根茎中分离到三个甾体皂甙,经化学降解,质谱,核磁共振谱分析,证明其中两个甙为新的化合物,即偏诺皂甙元-3-O-β-D-葡萄吡喃糖基(1→3)[α-L-鼠李吡喃糖基(1→2)]-β-D-葡萄吡喃糖甙(Ⅰ)和24α-羟基偏诺皂甙元-3-O-β-D-葡萄吡喃糖基(1→3)][α-L-鼠李吡喃糖基(1→2)]-β-D-葡萄吡喃糖(Ⅲ);另一个鉴定为薯芋皂甙元-3-O-β-D-葡萄吡喃糖基(1→3)[α-L-鼠李吡喃糖基(1→2)]-β-D-葡萄吡喃糖甙(Ⅱ)。     

盾叶薯蓣地上部分的三个新甾体皂甙

从盾叶薯蓣Dioscorea zingiberensis Wright地上部分分离鉴定了四个甾体皂甙,经鉴定甙A为约莫皂甙元-3-O-[α-L-鼠李吡喃糖基(1→2)]-β-D-葡萄吡喃糖甙;甙B为24α-羟基约莫皂甙元-3-O-[α-L-鼠李吡喃糖基(1→2)]β-D-葡萄吡喃糖甙;甙C为约莫皂甙元-3-O-[α-L-鼠李吡喃糖基(1→2)][β-D-葡萄吡喃糖基(1→4)]-β-D-葡萄吡喃糖基;甙D为约莫皂甙元-3-O-[α-L-鼠李吡喃糖基(1→2)][β-D-葡萄吡喃糖基(1→3)]-β-D-葡萄吡喃糖甙。前三者为新化合物,分别命名为盾叶皂甙A_1、A_2、A_3(zingiberoside A_1、A_2、A_3),其中盾叶皂甙A_2的甙元为一新甾体皂甙元,命名为盾叶皂甙元(zingiberogenin)。     

Flavones and isoflavones from the west African Fabaceae Erythrina vogelii

The CH(2)Cl(2)/MeOH extract of the stem bark of Erythrina vogelii (Fabaceae) from Nigeria has yielded two novel isoflavones, 7,4'-dihydroxy-8-(gamma,gamma-dimethylallyl)-2'zeta-(4'-hydroxyisopropyl)dihydrofurano[1',3':5,6]isoflavone (vogelin H) (1) and 7,4'-dihydroxy-8-[(2'zeta,3'-dihydroxy-3'-methyl)butyl]-2',2'-dimethyl-3',4'-dehydropyrano[1',4':5,6]isoflavone (vogelin I) (2), a novel flavone, 7,4'-dihydroxy-2',2'-dimethyl-3',4'-dehydropyrano[1',4':5,6]flavone (vogelin J) (3), and eight known flavonoids.     

Antimicrobial and radical scavenging flavonoids from the stem wood of Erythrina latissima

From the stem wood of Erythrina latissima, two isoflavones and a flavanone were isolated and characterized as 7,3'-dihydroxy-4'-methoxy-5'-(gamma,gamma-dimethylallyl)isoflavone (erylatissin A), 7,3'-dihydroxy-6',6'-dimethyl-4',5'-dehydropyrano [2',3': 4',5']isoflavone (erylatissin B), (-)-7,3'-dihydroxy-4'-methoxy-5'-(gamma,gamma-dimethylallyl)flavanone (erylatissin C), respectively, in addition to 10 known flavonoids. Structures of these compounds were determined on the basis of their spectroscopic data. These compounds showed antimicrobial activity against Escherichia coli, Staphylococcus aureus, Bacillus subtilis and Candida mycoderma. The isolated compounds also exhibited weak radical scavenging properties towards DPPH radical.     

Estrogenic properties of isoflavones derived from Millettia griffoniana.

In most developing countries, 70-80% of the population still resort to traditional medicine for their primary health care. This medicine utilises medicinal plants which are traditionally taken as concoction and infusion. The root and stem bark of Millettia griffoniana (Leguminosae), has been reported to contain isoflavonoids, alkaloids, and diterpenoids. The possible benefit of some bioactive isoflavones derived from M. griffoniana prompted us to screen them for estrogenic activity. Six isoflavones and coumarin derived from M. griffoniana (bail) namely, compound nos. 1-6 (Fig. 1) were tested for their potential estrogenic activities in three different estrogen receptor alpha (ERalpha)-dependent assays. In a yeast-based ERalpha assay, all test substances and 17beta-estradiol as endogenous agonist, showed a significant induction of beta-galactosidase activity. The test compounds at the concentration of 5 x 10(-6) M could achieve 59-121% of the beta-galactosidase induction obtained with 10(-8) M 17beta-estradiol (100%). In the reporter gene assay based on stably transfected MCF-7 cells (MVLN cells), the estrogen responsive induction of luciferase was also stimulated by the M. griffoniana isoflavones. In Ishikawa cells, all substances exhibited estrogenic activity revealed by the induction of alkaline phosphatase (AlkP) activity. The estrogenic activities of isoflavones from M. griffoniana could be completely suppressed by the pure estrogen antagonist, ICI 182,780, suggesting that the compounds exert their activities through ERalpha. Although all substances showed estrogenic effects, 4'-methoxy-7-O-[(E)-3-methyl-7-hydroxymethyl-2,6-octadienyl]isoflavone (7-O-DHF), Griffonianone C (GRIF-C), and 3',4'-dihydroxy-7-O-[(E)-3,7-dimethyl-2,6-octadienyl]isoflavone (7-O-GISO) were found to be the most potent of tested substances. In summary, estrogenic activities of the isoflavones derived from M. griffoniana were described for the first time using reporter gene assays and the estrogen-inducible AlkP Ishikawa model.     

膜荚黄芪中两个新的抗菌异黄烷化合物

膜荚黄芪（Astragalus membranaceus (Fisch.)Bunge）为豆科植物,其根入药,有补气固表、利尿脱毒、敛疮疤生肌、益气补中之功效,主要用于气虚乏力、食少便溏、中气下陷、久泻脱肛、便血崩漏、表虚自汗、气虚     

Prolyl endopeptidase inhibitors from Syzygium samarangense (Blume) Merr. & L. M. Perry

Compounds isolated from the hexane extract of the leaves of Syzygium samarangense (Blume) Merr. & L. M. Perry were tested for inhibitory activity against the following serine proteases: trypsin, thrombin and prolyl endopeptidase. The compounds were identified as an intractable mixture of alpha-carotene and beta-carotene (1), lupeol (2), betulin (3), epi-betulinic acid (4), 2',4'-dihydroxy-6'-methoxy-3'-methylchalcone (5), 2'-hydroxy-4',6'-dimethoxy-3'-methylchalcone (6), 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (7), 2',4'-dihydroxy-6'-methoxy-3'-methyldihydrochalcone (8) and 7-hydroxy-5-methoxy-6,8-dimethylflavanone (9). Hydrogenation of compounds 5, 6 and 7 yielded compound 8, 2'-hydroxy-4',6'-dimethoxy-3'-methyldihydrochalcone (10) and 2',4'-dihydroxy-6'-methoxy-3',5'-dimethyldihydrochalcone (11), respectively. The hydrogenated products of compounds 6 and 7 were also tested for enzyme inhibitory activity. In addition, beta-sitosterol (12) and beta-D-sitosterylglucoside (13) were also isolated. This is the first report of the isolation of compounds 1-6, 8 and 13 from this plant. Compounds 3-8 and 10 exhibited significant and selective inhibition against prolyl endopeptidase among three serine proteases. This is the first report of this kind of activity for all these compounds.     

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.     

Flavonoids from two Lonchocarpus species of the Yucatan Peninsula

Leaves, stem bark and root of Lonchocarpus xuul and Lonchocarpus yucatanensis were studied separately. A chalcone, 2',4-dimethoxy-6'-hydroxylonchocarpin (), and the flavones 5,4'-dihydroxy-3'-methoxy-(6:7)-2,2-dimethylpyranoflavone (2) and 5,4'-dimethoxy-(6:7)-2,2-dimethylpyrano-flavone (3), together with the known carpachromene (4), were isolated from the leaves of both species. Similarly, the previously reported flavans xuulanin (5) and 3beta-methoxyxuulanin (6), together with the novel 3beta,4beta,5-trimethoxy-4'-hydroxy-(6:7)-2,2-dimethylpyranoflavan (7), 3-hydroxy-4,5-dimethoxy-(6:7)-2,2-dimethyl-pyranoflavan (8), and 3,4-dihydroxy-5-methoxy-(6:7)-2,2-dimethylpyranoflavan (10), were isolated from the stem bark and root of both species. Finally, the known 2',4'-dihydroxy-3'-(3-methylbut-2-enyl) chalcone (13) was obtained from the root of L. xuul only. The structures of the various metabolites were established by interpretation of their spectroscopic data.     

Rare biscoumarins and a chlorogenic acid derivative from Erycibe obtusifolia

Three coumarins, 7,7'-dihydroxy-6,6'-dimethoxy-3,3'-biscoumarin (1), 7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin (2) and 7-O-[4'-O-(3',4'-dihydroxycinnamyl)-beta-d-glucopyranosyl]-6-methoxycoumarin (3), and a chlorogenic acid derivative, methyl-3-O-(4'-hydroxy-3',5'-dimethoxybenzoyl)-chlorogenate (4) were isolated from the roots of Erycibe obtusifolia along with four known coumarins, scopoletin (5), scopolin (6), cleomiscosin A (7) and cleomiscosin B (8). Their structures were elucidated by spectroscopic methods. Among them, compounds (1) and (2) are rare carbon-carbon linked symmetrical biscoumarins.     

Metabolomics reveals novel pathways and differential mechanistic and elicitor-specific responses in phenylpropanoid and isoflavonoid biosynthesis in Medicago truncatula cell cultures

High-performance liquid chromatography coupled to ultraviolet photodiode array detection and ion-trap mass spectrometry was used to analyze the intra- and extracellular secondary product metabolome of Medicago truncatula cell suspension cultures responding to yeast elicitor (YE) or methyl jasmonate (MeJA). Data analysis revealed three phases of intracellular response to YE: a transient response in mainly (iso)flavonoid metabolites such as formononetin and biochanin-A that peaked at 12 to 18 h following elicitation and then declined; a sustained response through 48 h for compounds such as medicarpin and daidzin; and a lesser delayed and protracted response starting at 24 h postelicitation, e.g. genistein diglucoside. In contrast, most compounds excreted to the culture medium reached maximum levels at 6 to 12 h postelicitation and returned to basal levels by 24 h. The response to MeJA differed significantly from that to YE. Although both resulted in accumulation of the phytoalexin medicarpin, coordinated increases in isoflavonoid precursors were only observed for YE and not MeJA-treated cells. However, MeJA treatment resulted in a correlated decline in isoflavone glucosides, and did not induce the secretion of metabolites into the culture medium. Three novel methylated isoflavones, 7-hydroxy-6,4'-dimethoxyisoflavone (afrormosin), 6-hydroxy-7,4'-dimethoxyisoflavone (alfalone), and 5,7-dihydroxy-4',6-dimethoxy isoflavone (irisolidone), were induced by YE, and labeling studies indicated that the first two were derived from formononetin. Our results highlight the metabolic flexibility within the isoflavonoid pathway, suggest new pathways for complex isoflavonoid metabolism, and indicate differential mechanisms for medicarpin biosynthesis depending on the nature of elicitation.     

Spasmolytic flavonoids from Syzygium samarangense (Blume) Merr. & L.M. Perry

The hexane extract of Syzygium samarangense (Ss.Hex) dose-dependently (10-1000 microg/ ml) relaxed the spontaneously contracting isolated rabbit jejunum. Four rare C-methylated flavonoids with a chalcone and a flavanone skeleton were isolated from Ss.Hex and were subsequently tested for spasmolytic activity. All flavonoids, identified as 2'-hydroxy-4',6'-dimethoxy-3'-methylchalcone (1), 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (2), 2',4'-dihydroxy-6'-methoxy-3'-methylchalcone (3), and 7-hydroxy-5-methoxy-6,8-dimethyl-flavanone (4), showed dose-dependent spasmolytic activity in the rabbit jejunum with IC50 values of 148.3 +/- 69.4, 77.2 +/- 43.5, 142.4 +/- 58.6 and 178.5 +/- 37.5 microg/ml (mean +/- SEM), respectively. The dihydrochalcone derivative of compound 1, 2'-hydroxy-4',6'-dimethoxy-3'-methyldihydrochalcone (5), when tested for spasmolytic activity, did not significantly relax the smooth muscle relative to the other compounds. Verapamil, a standard spasmolytic, has an IC50 value of 0.16 +/- 0.04 microg/ml. This is the first report of the relaxant activity of chalcones, specifically of compounds 1-3.