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1.
Fourteen compounds were isolated from the 95% ethanol reflux extract of Asarum sieboldii Miq. var. Seoulense Nakai, including five phenanthrene derivatives (15), three isobutyl amides (68), three phenylpropanoids (911) and three lignins (1214). The structures of these compounds were identified by spectroscopic methods and by comparison with the reported spectroscopic data. Among them, compounds 6 and 11 were firstly reported from the family Aristolochiaceae, and compounds 3 and 4 were reported for the first time from the genus Asarum. Additionally, compounds 1, 2 and 8 were isolated from A. sieboldii Miq. var. Seoulense Nakai for the first time. These compounds have shown chemical relationships between A. sieboldii Miq. var. Seoulense Nakai and other species of Asarum as well as those found in the genus Aristolochia in the family Aristolochiaceae.  相似文献   

2.
Phytochemical investigation on the stem bark of Goniothalamus tapis Miq. led to the isolation of seven known styryl-lactones, 3-acetyl-isoaltholactone (1), goniothalamin (2), isoaltholactone (3), cheliensisin A (4), 7-epi-goniofufurone (5), goniopypyrone (6), garvensintriol (7), and two steroids, stigmasterol (8) and β-sitosterol (9). The structures of all the compounds were elucidated based on the analysis of spectroscopic data and comparison with reported literature. The chemotaxonomic significance of all these compounds were summarized. Among all the styryl-lactones, compound 1 was isolated naturally from plant for the first time while compounds 4, 5 and 7 have not been previously reported in Goniothalamus tapis Miq. Compound 2 was the first styryl-lactone isolated from many species of Goniothalamus including other families such as Cucurbitaceae, Lauraceae, Stemonaceae and Apocynaceae). Compounds 3 and 6 were found in ten species of Goniothalamus where the latter were also found in other genus (Polyalthia Blume).  相似文献   

3.
The chemical investigation of whole plants Piper boehmeriifolium (Miq.) Wall. ex C. DC. led to the isolation of 22 compounds, including two lignans (12), sixteen amide alkaloids (318), one diterpene (19), two monoterpenes (2021), and one phenylpropanoid (22). Their structures were elucidated by extensive spectroscopic analyses including NMR, MS, and by comparison with the literature. Compounds 12, 67, 1112, 14, and 1722 were firstly isolated from P. boehmeriifolium, while compounds 2, and 1920 were isolated from Piper genus for the first time. The chemotaxonomic significance of these isolated compounds is discussed.  相似文献   

4.
A phytochemical study of the whole plants of Chimaphila japonica Miq. led to the isolation of 23 compounds, including ten triterpenoids (110), six flavonoids (1116), two sterols (17 and 18), two quinonoids (19 and 20), one saccharide derivative (21), one phenolic glycoside (22), and one megastigmane glycoside (23). The structures of these isolated compounds were identified using NMR spectroscopy (1H and 13C) by comparison with previously reported data. All compounds, except 19 and 22, were reported from C. japonica for the first time. Among them, 16 compounds (14, 69, 12, 13, 15, 16, 18, 20, 21, and 23) were reported from genus Chimaphila for the first time, while compounds 12, 16, and 23 were isolated from the Ericaceae family for the first time. The chemotaxonomic significance of the isolates was also discussed.  相似文献   

5.
A novel flavonoid, (?)-2R,3R-3,5,4′-trihydoxyflavan-[6,7:5″,6″]-2″-pyranone, named uncariechin (1), was isolated from the methanolic extract of the leaves of Uncaria longiflora var. pteropoda (Miq.) Ridsd. along with the known (?)-epiafzelechin (2) and (?)-epicatechin (3), methyl 4-hydroxybenzoate and 4-hydroxybenzaldehyde, four pentacyclic oxindole alkaloids, isopteropodine, pteropodine, uncarine F and isopteropodic acid, previously found in the stems, and two coumarins, scopoletin and 3,4-dihydroxy-7-methoxycoumarin. Structures of the compounds were elucidated by 1D and 2D NMR, FTIR, UV, MS, and experimental as well as calculated electronic circular dichroism (ECD) data. Compounds 2 and 3 were evaluated for their neurotoxic and neuroprotective properties against differentiated SH-SY5Y neuroblastoma cell lines using the MTS assay. Compounds 2 and 3 did not show any neurotoxic effects but showed strong protective potential against hydrogen peroxide-induced neurotoxicity with maximum cell viability at a concentration of 1 μM.  相似文献   

6.
From the Uncaria rhynchophlly (Miq.) Jacks, twelve monoterpene indole alkaloids, such as harman (1), strictosamide (2), vincosidelactam (3), cadambine (4), 3α-dihydrocadambine (5), 7-epi-javaniside (6), rhynchophylline (7), isorhynchophylline (8), hirsutine (9), vincosamide-6′-O-β-D-glucopyranoside (10), vincosamide-11-O-β-D-glucopyranoside (11) and 2′-O-[β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-11-hydroxyvincosamide (12) were isolated and identified. Structure elucidation of these compounds was performed on the basis of NMR spectroscopic data. Compounds 2, 5, 6, 10, 11 and 12 were obtained from this species for the first time. Chemotaxonomic significance of these compounds is described herein.  相似文献   

7.
Twenty-one compounds, including four monoterpenoids (14) (two new natural products, 1 and 2), four sesquiterpenes (58), two iridoids (9 and 10), four steroids (1114), five phenolic compounds (1519), and two alkaloids (20 and 21), were isolated from the roots of Valeriana officinalis L. var. Iatifolia Miq. Their chemical structures were established by spectroscopic methods and further confirmed by comparison with published data in the literature. Among them, eight compounds (1, 2, 68, 13, 18, and 21) are being reported from the family Valerianaceae for the first time, and compounds 912 were obtained from V. officinalis for the first time. The chemotaxonomic significance of the isolated compounds is discussed.  相似文献   

8.
A new eudesmane sesquiterpene glycoside, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-15-carboxaldehyde-6-O-β-d-Glucopyranoside (1), together with eleven known compounds (212) were isolated from the leaves of Cinnamomum subavenium Miq. Their structures were elucidated by a combination of spectroscopic data analysis and comparison with literature data. All compounds were isolated from C. subavenium for the first time. The chemotaxonomic significance of the isolated compounds was summarized.  相似文献   

9.
A new alkaloid named stemospironine (I) was isolated together with stemofoline (II) as the main insecticidal constituents of leaves and stems of Stemona japonica Miq. The absolute stereostructure of I has been determined by X-ray crystallographic analysis. Stemofoline (II) showed a much stronger activity than I against silkworm larvae (Bombyx mori L.) by oral administration.  相似文献   

10.
Phytochemical investigation of the stems and leaves of Lonicera hypoglauca Miq. led to the isolation of one novel methoxylated flavone, acunminatin (7,2′,4′-trihydroxyl-5,5′- methoxyflavone) (1), and fourteen known compounds (215), including six flavonoids (mearnsetin 2, kaempferol 3, acacetin 4, 5,7,3′,4′-tetramethoxyflavone 5, tricin 6, and 5,7,3′,4′,5′-pentamethoxyflavone 7), two coumarins (umbelliferone 8 and scopoletin 9), two phenylpropanoids (trans-ferulic acid 10 and chlorogenic acid 11), two iridoid glycosides (loganin 12 and sweroside 13), and two triterpenoids (uvaol 14 and ursolic acid 15). The structures of the compounds were identified by spectroscopic analysis and by comparing their spectral data with those reported in the literature. Five of these compounds (1, 2, 4, 5, and 7) were isolated from the L. genus for the first time, and compounds 68 and 1415 were isolated for the first time from L. hypoglauca. The chemotaxonomic significance of the isolated compounds in the L. genus and the Caprifoliaceae family are discussed herein.  相似文献   

11.
原产地浙贝母遗传多样性分子研究   总被引:1,自引:0,他引:1  
基于RAPD和ISSR分子标记,对原产地浙江宁波鄞州章水、鄞江和龙观的3个浙贝母品系(狭叶型浙贝母、宽叶型浙贝母、多籽型浙贝母)16个居群的遗传多样性及遗传结构进行研究。结果显示:(1)11个狭叶型浙贝母、3个宽叶型浙贝母和2个多籽型浙贝母居群的多态带百分率分别为24.22%、3.81%和0.69%,表明3个浙贝母品系之间,狭叶型遗传分化程度最高,遗传多样性最丰富,宽叶型其次,多籽型最低。(2)品系内的亲缘关系较品系间的亲缘关系更近,其中宽叶型与多籽型浙贝母品系间的亲缘关系较近,并推测二者可能是由原种狭叶型浙贝母选育而来。(3)16个浙贝母居群总基因多样性(Ht)为0.250 1±0.033 5,居群内基因多样性(Hs)为0.053 2±0.009 7,各居群间的遗传分化指数(Gst)为0.787 1,基因流(Nm)为0.135 3,表明浙贝母的大部分遗传分化存在于居群间,但各居群间的交流非常有限。  相似文献   

12.
In this study, supercritical fluid carbon dioxide extraction technology was developed to gain the active components from a native plant, Alpinia oxyphylla Miq. We studied the biological effects of A. oxyphylla extracts via multiple assays and demonstrated bio-functions at various concentration ranges. Investigations of A. oxyphylla extracts indicated that anti-oxidative properties in dose-dependant manners on radical scavenging activities, reducing power and metal chelating power. The cultured human normal peripheral blood mononuclear cells (PBMCs) were used to test the properties of the extracts in inflammatory cytokine release, and the data did not induce inflammatory molecule releases from un-stimulated PBMCs. A. oxyphylla extracts were able to induce Th1 cytokine IFN-γ released, but not Th2 cytokine IL-13, showing an enhanced anti-bacterial/viral immune function without possible allergic response mediated by IL-13. The extracts also had in vitro mushroom tyrosinase inhibition and cellular tyrosinase melanin decreasing activities in B16F10 cells. In addition, the cell proliferation assay illustrated anti-growth and anti-migration effects in dose-dependent manners of the extracts on human skin melanoma cells, A375 and A375.S2, indicating that the extracts exerted the anti-cancer properties. To our knowledge, this was the first report presenting these bioactivities on A. oxyphylla extracts including antioxidant, anti-inflammation, de-pigmentation and anti-melanoma  相似文献   

13.
Two new protostemonine-type alkaloids, javastemonine A and B (3 and 4) have been isolated from the root extracts of Stemona javanica together with four known Stemona alkaloids, 13-demethoxy-11(S*),12(R*)-dihydroprotostemonine (1), isoprotostemonine (2), protostemonine and isomaistemonine. The structures and relative configurations of the new alkaloids were determined by spectroscopic analysis. The alkaloids 1 and 2 and protostemonine showed moderated antiplasmodial activities against the Plasmodium falciparum strains, TM4 (IC50 values of 17.7 ± 3.7, 16.8 ± 5.4, 16.0 ± 4.2 μg/mL, respectively) and K1 (IC50 values of 16.8 ± 3.1, 14.1 ± 3.7, 11.9 ± 3.3 μg/mL, respectively). These compounds showed no significant cytotoxicities against KB or Vero cells or acetylcholinesterase inhibitory activities.  相似文献   

14.
Alzheimer’s disease is the most common form of dementia among older adults. Acetylcholinesterase and butyrylcholinesterase are two enzymes involved in the breaking down of the neurotransmitter acetylcholine. Inhibitors for these enzymes have potential to prolong the availability of acetylcholine. Hence, the search for such inhibitors especially from natural products is needed in developing potential drugs for Alzheimer’s disease. The present study investigates the cholinesterase inhibitory activity of compounds isolated from three Cryptocarya species towards acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Nine alkaloids were isolated; (+)-nornantenine 1, (−)-desmethylsecoantofine 2, (+)-oridine 3, (+)-laurotetanine 4 from the leaves of Cryptocarya densiflora BI., atherosperminine 5, (+)-N-methylisococlaurine 6, (+)-N-methyllaurotetanine 7 from the bark of Cryptocarya infectoria Miq., 2-methoxyatherosperminine 8 and (+)-reticuline 9 from the bark of Cryptocarya griffithiana Wight. In general, most of the alkaloids showed higher inhibition towards BChE as compared to AChE. The phenanthrene type alkaloid; 2-methoxyatherosperminine 8, exhibited the most potent inhibition against BChE with IC50 value of 3.95 μM. Analysis of the Lineweaver–Burk (LB) plot of BChE activity over a range of substrate concentration suggested that 2-methoxyatherosperminine 8 exhibited mixed-mode inhibition with an inhibition constant (Ki) of 6.72 μM. Molecular docking studies revealed that 2-methoxyatherosperminine 8 docked well at the choline binding site and catalytic triad of hBChE (butyrylcholinesterase from Homo sapiens); hydrogen bonding with Tyr 128 and His 438 residues respectively.  相似文献   

15.
Two new Daphniphyllum alkaloids, macropodumines J and K ( 1 and 2 , resp.), together with six known structurally related alkaloids, 3 – 8 , were isolated from the bark of Daphniphyllum macropodum Miq . The structures of the new compounds 1 and 2 were elucidated on the basis of a comprehensive analysis of their spectroscopic and chemical data. Macropodumine J ( 1 ) contains a CN group which is relatively rare in naturally occurring alkaloids. All isolated compounds were tested for their insecticidal activities against a number of insect species. Daphtenidine C ( 5 ) is the most active compound against Plutella xylostella. This is the first report of insecticidal properties of Daphniphyllum alkaloids.  相似文献   

16.
Genetic diversity and differentiation of four landraces of Fritillaria thunbergii Miq. and two congeners Fritillaria cirrhosa D. Don and Fritillaria anhuiensis S. C. Chen et S. F. Yin were evaluated using ISSR markers. The results showed that the genetic diversity of F. thunbergii was high at the specie level but relatively lower at the landrace level. A high level of genetic differentiation among four F. thunbergii landraces was detected based on the gene differentiation coefficient and the AMOVA, in line with the low inter-landrace gene flow. MS-tree analysis showed that the four F. thunbergii landraces were clustered on adjacent positions of the tree, and that Kuanye (Ft-KY) landrace was relatively distantly related to other landraces. In line with the MS-tree analysis, PCoA revealed that the three species of Fritillaria can be divided into two groups and three subgroups, among which there occurred a remarkable genetic differentiation.  相似文献   

17.
On the search for anti-cancer compounds from Thai traditional herb medicines, a bioassay-guided fractionation and chemical investigation of the methanol extract of Mammea siamensis flower resulted in the isolation and identification of eight compounds (18) including a novel geranylated coumarin, namely mammeanoyl (2), and seven known compounds (1 and 38). The structure of new compound 2 was elucidated based on the extensive spectroscopic and chemical methods. Among the isolated compounds, three structurally related coumarins 3, 4, and 5 showed significant antiproliferative activities against human leukemia and stomach cancer cell lines. However, these compounds did not affect the cell viabilities of colon cancer, hepatoma, and normal skin fibroblast cell lines. Further analysis demonstrated that the morphological features of apoptosis including DNA fragmentation and chromatin condensation were observed in human leukemia HL-60 cells treated with compounds 3, 4, and 5. In addition, compound 3 led to caspase-3 activation and cleavage of poly (ADP-ribose) polymerase (PARP), and compound 3-induced DNA fragmentation was inhibited by caspase-specific inhibitors. These results suggest that compound 3, 4, and 5 exert antiproliferative actions through apoptotic cell death in leukemia cells and these compounds may have the potential to be developed into new anti-cancer drug candidates.  相似文献   

18.
Acylated malvidin 3-glucoside was isolated from the purple flowers of Impatiens textori Miq. as a major anthocyanin component along with malvidin 3-(6″-malonyl-glucoside). Its structure was elucidated to be malvidin 3-O-[6-O-(3-hydroxy-3-methylglutaryl)-β-glucopyranoside] by chemical and spectroscopic methods.  相似文献   

19.
Paul R. Fantz 《Brittonia》1979,31(1):115-118
Tanystyloba Fantz is a section ofClitoria subgenusNeurocarpum which includes six species:C. macrophylla Wall, ex Benth.,C. javanica Miq.,C. australis Benth.,C. hanceana Hemsl.,C. linearis Gagn., andC. cordiformis Fantz, a species endemic to Thailand.  相似文献   

20.
Roots of Gypsophila L. (Caryophyllaceae) have been shown to accumulate bidesmosides of triterpenoid carboxylic acids, also called GOTCAB saponins (Glucuronide Oleanane-type Triterpenoid Carboxylic Acid 3, 28-Bidesmosides). The study aimed at in-depth characterization of GOTCABs from root extracts of cultivated Gypsophila scorzonerifolia Ser., G. acutifolia Stev. ex Spreng., G. altissima L., G. pacifica Kom., G. paniculata L., G. oldhamiana Miq. and G. zhegualensis Krasnova using ultra high-performance liquid chromatography coupled with hybrid quadrupol-Orbitrap high resolution mass spectrometry (UHPLC-HRMS). Based on the accurate mass measurements, elemental composition, isotopic peak profiles, fragmentation pattern in tandem mass spectrometry (MS/MS) and literature data, a total of 53 GOTCABs were tentatively identified. In addition, 29 core structures, forming between 2 and 12 isobaric isomers were described. They possess gypsogenin, quillaic and gypsogenic acid as sapogenin, substituted at C-3 with O-β-d-galactopyranosyl-(1 → 2)-[pentosyl-(1 → 3)]-β-d-glucuronopyranoside (β-chain). According to the C-28 ester-bonded oligosaccharide (α-chain) saponins were classified into four groups: GOTCABs with C-28 tetra- and pentasaccharide (type I), GOTCABs with C-28 oligosaccharide substituted with methoxycinnamoyl group (type II), GOTCABs with mono- and diacetylated C-28 oligosaccharide (type III) and GOTCABs with C-28 oligosaccharide substituted with both acetyl and methoxycinamoyl groups (type IV). The possible fragmentation pathways of saponins were proposed. Eleven core structures forming between 2 and 7 isobars are undescribed in the literature. To examine the differences between the assayed Gypsophila species at the same environmental conditions, the variation of saponins was estimated by hierarchical clustering on isobaric fingerprints of GOTCABs. The clustering of the studied species revealed three well-defined clusters. The first cluster comprises G. scorzonerifolia (G1) and G. altissima (G3), characterized by GOTCABs from type III. G. acutifolia (G2) and G. pacifica (G4) formed the second cluster accumulating saponins from types II and III. The third cluster grouped G. paniculata (G5), G. oldhamiana (G6) and G. zhegualensis (G7) sharing GOTCABs from types IV in addition to II and III. This is the first report on the saponins from G. scorzonerifolia and G. zhegualensis. An in-depth depiction of the GOTCAB saponin composition of seven cultivated Gypsophila species was achieved. Therefore, saponins are worth investigating for better understanding of the potential use of Gypsophila roots for pharmaceutical purposes.  相似文献   

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