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1.
    
Lathraea squamaria L. (Orobanchaceae) is a non-chlorophyllous root parasitic plant; the phytochemistry of this plant has received little previous attention. In this study, we report the isolation and identification of two isomeric phenylethanoid glycosides, acteoside (1) and isoacteoside (2) that have not been previously described in this plant. Furthermore, unsubstituted benzoic acid (3) has been detected in the plant for the first time, and the presence of iridoid glycoside aucubin (4) was confirmed in all investigated plant parts. The chemotaxonomic significance of the determined compounds is discussed.  相似文献   

2.
Phytochemical study of Orobanche cernua Loefling afforded 17 compounds, including eleven phenylpropanoid glycosides (111), two flavonoids (12, 13), one lignan (14), and three phenolic acids (1517) were isolated from the fresh whole plant of O. cernua. Their structures were identified by spectroscopic analyses and by comparison of their spectral data with those reported in the literature. This is the first report of isolation of compounds (6, 8, 9, 11, 1416) from O. cernua and compounds (14, 15) from the family Orobanchaceae, respectively. Compound 14 was obtained from natural source for the first time, the chemotaxonomic significance of these compounds was summarized.  相似文献   

3.
    
Phytochemical study of Cymbaria dahurica L. afforded 16 compounds, including 12 flavonoids (112) and 4 iridoids (1316). Structure elucidation of these compounds was generated by a combination of spectroscopic means (ESI-MS, 1H and 13C NMR) and comparisons with the published data. This is the first report of isolation of compounds (16, 1016) from C. dahurica and compounds (5, 10, 12) from the family Scrophulariaceae, respectively. The chemotaxonomic data can support the genus Cymbaria being accepted as a member of transitional taxa between the family Scrophulariaceae and Orobanchaceae.  相似文献   

4.
    
Fourteen compounds (Fig.1) were isolated from the aerial parts of Scutellaria albida L. ssp. velenovskyi (Rech. f.) Greuter & Burdet, including four iridoids (14) catalpol, macfadienoside, mussaenosidic acid, albidoside; four flavonoids (58) hispidulin 7-Ο-β-D-glucuronide, scutellarin, xanthomicrol, eriodictyol; four phenylethanoid glycosides (912) verbascoside, leucosceptoside A, martynoside, 2-(3-hydroxy-4-methoxy-phenyl)-ethyl-1-Ο-β-D-glucopyranoside; the sugar ester 6′-β-D-glucopyranosyl-E-p-coumarate (13), as well as the acetogenic glucoside (Z)-3-hexenyl-1-O-β-D-glucopyranosyl-(1 → 2)-D-glucopyranoside (14). The structures of the isolates were established by means of NMR and HRMS spectral analyses. This is the first phytochemical study on S. velenovskyi and the first report of an acetogenic glycoside in the genus Scutellaria L. A chemical review on the isolated secondary metabolites in this study has been carried out. The chemotaxonomic value of the isolates is also discussed. Based on the literature data, the analysis revealed that the chemical profile of S. velenovskyi is close to that of the taxa belonging to the S. albida group.  相似文献   

5.
    
The present phytochemical investigations of Gardenia jasminoides Ellis resulted in the isolation of ten iridoids (110) and ten pyronane monoterpenoids (1120). Among them, compounds 11 and 18 were obtained from this species for the first time. The chemotaxonomic importance of these compounds was also summarized.  相似文献   

6.
    
The phytochemical investigation of leaves of Melaleuca alternifolia (Maiden & Betche) Cheel led to the isolation of a new monoterpenoid glycoside derivative melaleuoside (1), together with four known monoterpenoid glycoside derivatives (25). Structure elucidation of these compounds was performed based on NMR spectral data and MS. Compounds 25 were isolated from the genus of Melaleuca for the first time. Furthermore, we also discussed the chemotaxonomic significance of the isolates in this thesis.  相似文献   

7.
A phytochemical investigation of the leaves and roots of Phlomis bovei Noë (Lamiaceae) led to the isolation of sixteen compounds, including iridoids (1, 2, 3), megastigmanes (4, 5), phenylpropanoids (6, 7, 8, 9, 10), lignans (11, 12, 13, 14), a nortriterpene (15), and a phenyl glucoside (16). Compounds (1, 2, 4, 5, 6, 10) were obtained from the leaves and compounds (1, 2, 3, 7, 8, 9, 11, 12, 13, 14, 15, 16) were isolated from the roots. Compounds 1 and 2 were found both in the leaves and in roots.The compounds were identified by analysis of 1D- (1H, 13C), 2D-NMR (1H–1H COSY, TOCSY, ROESY, HSQC, HMBC) spectroscopic data, mass spectrometry (ESI- and HR-ESI-MS), and by comparison with previously reported spectral data.Compounds 5, 9, 10, 13 and 14 were isolated from the genus Phlomis for the first time. All these specialized metabolites were described here for the first time in the Algerian Phlomis bovei Noë species. To the best of our knowledge, no reports have appeared on the constituents of the roots of P.bovei Noë. The chemotaxonomic significance of these compounds was summarized.  相似文献   

8.
    
The content of glycosides in Kirengeshoma palmata and Jamesia americana (Hydrangeaceae) have been investigated. The former contains loganin and secoiridoids, including the alkaloid demethylalangiside. The latter contains no iridoids, but the known glucosides arbutin, picein and prunasin. In order to futher investigate the chemotaxonomy of the family Hydrangeaceae, the distribution of the iridoid and secoiridoid glucosides as well as the known biosynthetic pathways to these compounds have been reviewed. However, only a few genera of the family has been investigated. Loganin, secologanin, and derivatives of these are common. The genus Deutzia is characteristic in containing more structurally simple iridoids in which C-10 has been lost during biosynthesis. Such compounds have so far only been reported from the genus Mentzelia (Loasaceae). The taxonomic relationships between Hydrangeaceae and the closely related Cornaceae and Loasaceae is discussed and found to agree well with recent DNA sequence results.  相似文献   

9.
    
Nine acylated iridoid glycosides (19), five acylated rhamnopyranoses (1014) and verbascoside (15) were isolated from Gmelina arborea flowers, including 5 new compounds (1, 2, and 1012). The cytoprotective activity of 11 selected compounds (18, 10, 11, and 15) against CCl4-induced cytotoxicity on liver was determined. Compounds 1, 2, 4, 7, 8 and 15 displayed hepatoprotective activity. 6-O-α-l-(2″, 3″-di-O-trans-p-hydroxycinnamoyl)rhamnopyranosylcatalpol (2) exhibited the most potent cytoprotective effect with an EC50 value of 42.5 μM (SI = 19.3) compared with biphenyldimethylesterate (DDB, EC50 = 277.3 μM, SI = 9.8) and bicylo-ethanol (EC50 = 279.2 μM, SI = 12.2). Among the acylated iridoid glycosides, the compounds (2 and 8) containing phenolic hydroxy groups were more active than were those lacking them.  相似文献   

10.
    
Seven polyhydroxylated steroidal glycosides (17) and two polyhydroxylated sterols (8, 9) were isolated and identified from the 75% ethanol extract of starfish Culcita novaeguineae which was collected in Xisha Islands of South China Sea. The structures of the isolated compounds were elucidated on the basis of spectroscopic data, physical and chemical evidence, MS spectrum and assisted by comparison with the reported data. To the best of our knowledge, this is the first time to report compounds 16, 8 and 9 from genus Culcita. Moreover, compounds 1, 46, 8 and 9 were isolated from family Oreasteridae for the first time. And the chemotaxonomic significance of the isolated compounds was discussed.  相似文献   

11.
Extraction of the leaves of chicory, Cichoriumintybus , revealed the presence for the first time of the 3-glucuronides of kaempferol, quercetin and isorhamnetin, the 3-glucoside of kaempferol and the 7-glucuronide of luteolin. The same compounds appear to occur throughout the genus. An aglycone survey of the leaves of 240 other members of the Lactuceae failed to reveal any other source of isorhamnetin, although quercetin and kaempferol were found as occasional constituents in 12 other genera. In Lactuca , a survey of 12 species showed eight with quercetin present. In general, though, flavonols are more uncommon than flavones and thus have more potential as taxonomic markers within the tribe. The coumarins cichoriin and aesculin and the caffeoyl-tartaric acid ester, chicoric acid, were also found to be present widely in the tribe.  相似文献   

12.
ABSTRACT

Exposure of PC12 cells to 10 mM glutamate caused significant viability loss, cell apoptosis, decreased activities of superoxide dismutase (SOD) and glutathione peroxidase (GSH-Px) as well as increased levels of malondialdehyde (MDA). In parallel, glutamate significantly increased the intracellular levels of ROS and intracellular calcium. However, pretreatment of the cells with acteoside and isoacteoside significantly suppressed glutamate-induced cellular events. Moreover, acteoside and isoacteoside reduced the glutamate-induced increase of caspase-3 activity and also ameliorated the glutamate-induced Bcl-2/Bax ratio reduction in PC12 cells. Furthermore, acteoside and isoacteoside significantly inhibited glutamate-induced DNA damage. In the mouse model, acteoside significantly attenuated cognitive deficits in the Y maze test and attenuated neuronal damage of the hippocampal CA1 regions induced by glutamate. These data indicated that acteoside and isoacteoside play neuroprotective effects through anti-oxidative stress, anti-apoptosis, and maintenance of steady intracellular calcium.  相似文献   

13.
    
《Phytomedicine》2013,21(14):1251-1255
The present study was designed to investigate the cardioprotective effect of total phenylethanoid glycosides from Monochasma savatieri Franch (TPG). The data showed that there were mainly four phenylethanoid glycosides isolated and identified from TPG. TPG significantly increased cells viability and inhibited morphological changes on H9c2 cardiomyocytes induced by H2O2 or Na2S2O4. In addition, TPG significantly decreased T-wave elevation and histopathological changes of heart tissues in myocardial infracted rats induced by isoproterenol. It also significantly reduced the infarct size induced by ligating the coronary artery in rats, increased the activities of antioxidative enzymes superoxide dismutase (SOD), the content of glutathione (GSH), and decreased the leakage of lactic dehydrogenase (LDH), the activities of creatine kinase (CK) and the content of maleic dialdehyde (MDA). In conclusion, these results suggested that TPG from Monochasma savatieri Franch might be developed as new natural medicine or food additives with effects of prevention of coronary artery disease due to its significant antioxidant activity.  相似文献   

14.
    
One undescribed 1,4-diazaindan-type alkaloid, namely howlumine (1), along with seventeen known compounds, including a known analogue, agrocybenine (2), three iridoid glycosides (35), four megastigmane glycosides (69), two benzoic acid derivatives (1011), two phenylpropanoids (1213), and five flavonoids (1418), were isolated from the 95% EtOH extract of the aerial parts of Uncaria rhynchophylloides How. The structures of these compounds were elucidated by spectroscopic analyses. All compounds were isolated from this plant for the first time. Howlumine and agrocybenine represent the first report of 1,4-diazaindan-type alkaloids from the genus Uncaria. Furthermore, the chemotaxonomic significance of the isolates was also discussed.  相似文献   

15.
肉苁蓉有效成分提取集成方法的研究   总被引:11,自引:0,他引:11  
研究了肉苁蓉(CistanchedeserticolaY.C.Ma)中有效成分苯乙醇糖甙类化合物、甜菜碱和肉苁蓉多糖提取的集成方法。肉苁蓉先后用甲醇和水超声破碎提取,然后经大孔吸附树脂AB-8柱和强酸型阳离子交换树脂001×7柱洗脱以及SephadexG-75凝胶柱层析,可以分别得到苯乙醇糖甙类化合物52.3mg、甜菜碱125.6mg和肉苁蓉多糖24.5mg,其回收率分别为64.4%、92.9%和53.5%。该法的优点是将肉苁蓉中3种有效成分的提取方法集成起来,具有经济、高效的特点。  相似文献   

16.
    
《Phytomedicine》2014,21(12):1549-1558
Phenylethanoid glycosides, the main active ingredients in Fructus Forsythiae extract possesses strong antibacterial, antioxidant and antiviral effects, and their contents were higher largely than that of other ingredients such as lignans and flavones, but their absolute bioavailability orally was significantly low, which influenced clinical efficacies of its oral preparations seriously. In the present study, the absorption mechanism of phenylethanoid glycosides was studied using in vitro Caco-2 cell model. And the effect of chito-oligosaccharide (COS) on the intestinal absorption of phenylethanoid glycosides in Fructus Forsythiae extract was investigated using in vitro, in situ and in vivo models. The pharmacological effects such as antiviral activity improvement by COS were verified by MDCK cell damage inhibition rate after influenza virus propagation. The observations from in vitro Caco-2 cell showed that the absorption of phenylethanoid glycosides in Fructus Forsythiae extract so with that in monomers was mainly restricted by the tight junctions, and influenced by efflux transporters (P-gp and MRP2). Meanwhile, the absorption of phenylethanoid glycosides in Fructus Forsythiae extract could be improved by COS. Besides, COS at the same low, medium and high concentrations caused a significant, concentration-dependent increase in the Papp-value for phenylethanoid glycosides compared to the control group (p < 0.05), and was all safe for the Caco-2 cells. The observations from single-pass intestinal perfusion in situ model showed that the intestinal absorption of phenylethanoid glycosides can be enhanced by COS. Meanwhile, the absorption enhancing effect of phenylethanoid glycosides might be saturable in different intestine sites. In pharmacokinetics study, COS at dosage of 25 mg/kg improved the bioavailability of phenylethanoid glycosides in Fructus Forsythiae extract to the greatest extent, and was safe for gastrointestine from morphological observation. In addition, treatment with Fructus Forsythiae extract with COS at dosage of 25 mg/kg prevented MDCK cell damage upon influenza virus propagation better than that of control. All findings above suggested that COS at dosage of 25 mg/kg might be safe and effective absorption enhancer for improving the bioavailability of phenylethanoid glycosides and the antiviral activity in vitro in Fructus Forsythiae extract.  相似文献   

17.
Sixteen crude extracts from six Panamanian plants of the family Bignoniaceae were submitted to rapid TLC tests against DPPH and acetylcholinesterase. Pithecoctenium crucigerum (L.) A.H. Gentry, which showed interesting activity against DPPH, has been studied. The chemical investigation of the methanol extract from the stems afforded the iridoid glycoside theviridoside and three derivatives (6'-O-cyclopropanoyltheviridoside, 10-O-hydroxybenzoyltheviridoside and 10-O-vanilloyltheviridoside), along with five known phenylethanoid glycosides (verbascoside, isoverbascoside, forsythoside B, jionoside D and leucosceptoside B). These last compounds were all active against DPPH. The structures were determined by means of spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.  相似文献   

18.
    
One new flavonol glycoside (1) and nine known compounds (210) were obtained from the n-BuOH soluble fraction of the whole plants of Spiranthes sinensis. The structure of compound 1 was elucidated based on the combination of spectroscopic (1H-NMR, 13C-NMR, HSQC, and HMBC as well as HR-ESI-MS) and chemical methods. The occurrences of eight compounds (2-9) in this genus were firstly reported while five of them (2–6) were obtained from Orchidaceae for the first time. Furthermore, the chemotaxonomic significance of these compounds was discussed.  相似文献   

19.
An internal loop airlift bioreactor with sifter riser (ILABSR) was composed of a bubble column and a draught-tube rolled with 40-mesh sifter that placed 5 cm above the bottom at the center of the column. A 2 L ILABSR was used for the suspension cultivation of Cistanche deserticola cells and its performance was compared with shake flask culture and a bubble column. Under the optimum culture conditions with the air flowrate of 0.075 m3/h and the inoculation size of 4.7%, about one-fifth cells were attached to the sifter draught-tube. PeG content in these cells was 16.3%, which was 104% higher than that of suspension cells. The production of phenylethanoid glycosides reached 0.85 g/L, which was 102 and 4% higher than those cultured in a 2 L bubble column and shake flasks respectively under their optimal culture conditions.  相似文献   

20.
    
The study of the monoterpene glycosides content of Odontites luteus has shown the presence of a total of fifteen iridoid glucosides. The presence of compounds 1  –  5 and 7  –  10 is perfectly on‐line with both the biogenetic pathway for iridoids biosynthesis in Lamiales and the current botanical classification of the species. On the other side, the presence of compounds like agnuside ( 6 ), adoxosidic acid ( 11 ), monotropein ( 12 ), 6,7‐dihydromonotropein ( 13 ), methyl oleoside ( 14 ) and methyl glucooleoside ( 15 ) is of high interest because, first of all, they have never been reported before in Lamiales. In second instance, the majority of the last compounds are formally derived from a different biogenetic pathway which involves deoxyloganic acid/loganin and led to the formation of decarboxylated iridoid showing the 8β‐configuration. Furthermore, a second abnormality was found during our study and this regards compounds 14 and 15 which are seco‐iriodids and thus not typical for this family. The presence of these unusual compounds, biogenetically not related to species belonging to Lamiales, is a clear evidence of the metabolites transfer from the hosts. In fact, the collection area is also populated by species belonging to Oleaceae and Ericaceae which could be the possible hosts since the biosynthesis of seco‐iridoids and or iridoids related to deoxyloganic acid/loganin pathway, with the 8β‐configuration, is well documented in these species.  相似文献   

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