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A new naphthylisoquinoline alkaloid, ancistrolikokine D, and the likewise 5,8'-coupled alkaloid ancistroealaine A, as well as two further, biosynthetically related, but nitrogen-free natural products, ancistronaphthoic acid B and cis-isoshinanolone, have been isolated from Ancistrocladus likoko J. LEACUTE;ONARD (Ancistrocladaceae). The 5,8'-coupling of the new alkaloids and of the alkaloids isolated earlier hints at a close phylogenetic relationship of A. likoko to other Central African Ancistrocladus species. The compounds show moderate activities against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei rhodesiense. 相似文献
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Bringmann G Rüdenauer S Irmer A Bruhn T Brun R Heimberger T Stühmer T Bargou R Chatterjee M 《Phytochemistry》2008,69(13):2501-2509
From the methanolic extracts of solid callus cultures from two species of the closely related palaeotropical plant families Dioncophyllaceae and Ancistrocladaceae seven new natural naphthoquinones were isolated, dioncoquinones A (4) and B (5) from Triphyophyllum peltatum, and ancistroquinones B (6), C (7), D (9), E (10), and F (12) from Ancistrocladus abbreviatus. Their structures were elucidated by spectroscopic, chemical, and computational methods. Furthermore, the already known naphthoquinones plumbagin (2), droserone (3), malvone A (8), and nepenthone A (11) were found in the extract of A. abbreviatus. Dioncoquinones A (4) and B (5) showed good - and specific - activity against Leishmania major, while they were not active against other protozoic parasites. Moreover, treatment with 4 and 5 strongly induced apoptosis in human tumor cells derived from two different B cell malignancies, B cell lymphoma and multiple myeloma, without any significant toxicity towards normal peripheral mononuclear blood cells. 相似文献
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Ancistrocladus korupensis D. W. Thomas & Gereau (Ancistrocladaceae) is a recently described liana from Cameroon. Its leaves yield the alkaloid michellamine B, which shows in vitro activity against HIV. The only known population is limited to ~15,000 ha within Korup National Park and its immediate surroundings. This study: (1) describes ecological patterns (geographic range, population density, stage and size class distributions, host tree characteristics, and seed dispersal patterns) of A. korupensis ; (2) quantifies patterns of genetic variation on species and subpopulation levels and fine-scale genetic structure; (3) describes variation in michellamine B content; and (4) makes conservation recommendations based on ecological and genetic data. Ecological data from 457 individuals from seven sites indicate that the A. korupensis population is dominated by canopy-climbing individuals. Population densities are low with values ranging from 2.5 to 12.9 individuals/ha. Reproduction data suggest limited seed dispersal, episodic fruiting, and no vegetative reproduction. Allozyme data indicate low genetic diversity with only 7.1% of the 14 loci polymorphic. Values for Hobs and He were 0.022 (_ 0.000 SE) and 0.041 (_ 0.000 SE), respectively. Wright's F statistics analysis suggests that A. korupensis is highly inbred (FIS = 0.455) with moderate levels of subpopulation differentiation (FST = 0.1153). Michellamine B content was best predicted by leaf type but also showed a significant relationship for stage class. The occurrence of rare, private alleles in most of the sites, low overall population size and density, and low availability of individuals for recruitment into the adult stage class are important considerations for the rational management of A. korupensis. 相似文献
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A new axially chiral naphthylisoquinoline alkaloid, ancistroheynine B (7), has been isolated from the leaves of the Indian liana Ancistrocladus heyneanus Wall., along with two known related alkaloids, ancistrocladidine (3) and ancistrotanzanine C (6), which are 7,3'-coupled, too. The structural elucidation was achieved by chemical, spectroscopic, and chiroptical methods. Biological activities of ancistroheynine B against the pathogens of malaria, leishmaniasis, Chagas' disease, and African sleeping sickness were evaluated. 相似文献
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Three new monomeric naphthylisoquinoline alkaloids, ancistrogriffines A, B, and C, and the first dimer of a 7,8'-coupled naphthylisoquinoline, ancistrogriffithine A, have been detected by phytochemical online screening of plant extracts of Ancistrocladus griffithii, using the analytical 'triad' HPLC-MS/MS, HPLC-NMR, and HPLC-CD. Ancistrogriffithine A, as well as ancistrogriffines A and C, were structurally completely assigned (including the absolute configuration) right from the extract, without previous isolation. Furthermore, two related, but known alkaloids, ancistrocladine and hamatine, were identified. Except for ancistrogriffine B, which occurs in trace quantities only, all new alkaloids were then isolated preparatively and the initial assignments were fully confirmed by conventional offline methods. Of particular interest is the constitutionally and configurationally unprecedented structure of ancistrogriffithine A, which is simultaneously the first dimeric naphthylisoquinoline alkaloid from an Asian Ancistrocladus species. Ancistrogriffithine A and ancistrogriffine A are active against Plasmodium falciparum. Furthermore, the latter compound shows good activity against Leishmania donovani. The results demonstrate the ability of modern online methods like HPLC-NMR, -MS/MS, and -CD to serve as powerful tools for the reliable structural elucidation of even complex structures of trace compounds in crude biological matrices. 相似文献
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Bringmann G Hertlein-Amslinger B Kajahn I Dreyer M Brun R Moll H Stich A Ioset KN Schmitz W Ngoc LH 《Phytochemistry》2011,72(1):89-93
The first N,8′-coupled naphthylisoquinoline alkaloids with free phenolic OH groups, 4′-O-demethylancistrocladinium A and 6,4′-O-didemethylancistrocladinium A, have been isolated from the leaves and bark of the Vietnamese liana Ancistrocladus cochinchinensis, along with its known, non-phenolic parent compound, ancistrocladinium A, and four C,C-coupled representatives. The structure elucidation was achieved by chemical, spectroscopic, and chiroptical methods. The mono-phenolic alkaloid showed excellent activities in particular against the pathogen causing Chagas’ disease, Trypanosoma cruzi. 相似文献
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Bringmann G Spuziak J Faber JH Gulder T Kajahn I Dreyer M Heubl G Brun R Mudogo V 《Phytochemistry》2008,69(4):1065-1075
From the roots of a recently discovered Ancistrocladus taxon, with close affinities to Ancistrocladus congolensis regarding molecular ITS sequence data, six naphthylisoquinoline alkaloids, 5'-O-demethylhamatine (2), 5'-O-demethylhamatinine (3), 6-O-demethylancistroealaine A (4), 6,5'-O,O-didemethylancistroealaine A (5), 5-epi-6-O-methylancistrobertsonine A (6), and 5-epi-4'-O-demethylancistrobertsonine C (7), have been isolated, along with a likewise benzopyranone carboxylic acid, 8. The structural elucidation succeeded by chemical, spectroscopic, and chiroptical methods. Their bioactivities were tested against protozoan parasites causing severe tropical diseases. Furthermore, eight known related alkaloids were identified. 相似文献
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钩枝藤枝条中抗菌活性成分研究 总被引:2,自引:1,他引:2
采用硅胶柱色谱、Sephadex LH-20 凝胶柱色谱、制备高效液相色谱从钩枝藤[Ancistrocladus tectorius (Lour.) Merr.]枝条的乙醇提取物中分离得到10个化合物,根据各化合物的光谱数据和理化性质鉴定其结构为:表丁香脂素 (1)、丁香脂素 (2)、松脂醇 (3)、浙贝素 (4)、4-羟基-3-甲氧基苯乙醇 (5)、ancistrocline (6)、hamatine (7)、ancistrocladine (8)、ancistrotectorine (9)和β-谷甾醇 (10)。化合物1 ~ 5为首次从该属植物中分离得到。用滤纸片琼脂扩散法测定上述化合物的抗菌活性,结果表明,化合物 1、3、4和6对金黄色葡萄球菌有抑制作用。 相似文献
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C. Bringmann J. Schlauer M. Rückert B. Wiesen K. Ehrenfeld P. Proksch F.-C. Czygan 《Plant biology (Stuttgart, Germany)》1999,1(5):581-584
Abstract: The twining parasitic plant Cuscuta reflexa is able to attack the tropical liana Ancistrocladus heyneanus by invading the stem tissues and forming haustoria that penetrate the vascular bundles of the host. Subsequent reactions by the host, including phytoalexin production and hypersensitive reactions, lead to a degeneration of the parasite's haustonria and eventually to the abortion of parasitic tissues. In experiments with callus cultures of both plants, acetogenic secondary metabolites produced by the host, in the first line the naphthoquinone plumbagin, are demonstrated to be major antipathogenic factors involved in this incompatible relationship. 相似文献