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1.
Andrographolide, a diterpene lactone, is isolated from Andrographis paniculata which is well known for its medicinal properties. The biosynthetic route to andrographolide was studied using [1-13C]acetate, [2-13C]acetate and [1,6-13C2]glucose. The peak enrichment of eight carbon atoms in the 13C NMR spectra of andrographolide suggested that deoxyxylulose pathway (DXP) is the major biosynthetic pathway to this diterpene.The contribution of the mevalonic acid pathway (MVA) is indicated by the observed 13C-labeling pattern, and because the labeling patterns indicate a simultaneous contribution of both methyl erythritol phosphate (MEP) and MVA pathways it can be deduced that cross-talk occurs between plastids and cytoplasm. 相似文献
2.
Incubation of (3R,5S)-[5-3H1]mevalonate + (3RS)-[2-14C]mevalonate with Andrographis cell-free extract leads to trans,trans-farnesol and cis,trans-farnesol which both totally retain tritium. 2. This conflicts with our previous results which predict one third tritium loss in the cis,trans-farnesol. Inversion at C-1 during hydrolysis of trans,trans-farnesyl diphosphate to trans,trans-farnesol could explain this anomaly. 3. (1s)-trans,trans-[1-3H1]Farnesyl diphosphate and phosphate and (1R)-trans,trans-[1-3H1]-farnesyl diphosphate and phosphate, all prepared chemically, were hydrolysed with Andrographis phosphatase, and alkaline phosphatase and hydrogenolysed with lithium aluminium hydride and the product alcohols exchanged with liver alcohol hydrogenase. 4. Both Andrographis phosphatase and alkaline phosphatase hydrolyse trans,trans-farnesyl diphosphate and trans,trans-farnesyl phosphate with retention. 5. Hydrolysis of trans,trans-[1-18O]farnesyl diphosphate in H2(18O with both phosphatases supports P-O fission. 6. The C-1 configuration in (1S)-TRANS,TRANS-[1-3H1]farnesyl diphosphate and phosphate and (1R)-trans,trans-[1-3H1]farnesyl diphosphate and phosphate is progressively racemised in 0.01 M NH4OH/MeOH (1/9) AT - 20 degrees C. 相似文献
3.
Flavonoids and andrographolides from Andrographis paniculata 总被引:3,自引:0,他引:3
Two flavonoids, identified as 5,7,2',3'-tetramethoxyflavanone and 5-hydroxy-7,2',3'-trimethoxyflavone, as well as several other flavonoids, andrographolide diterpenoids, and polyphenols, were obtained from the phytochemical investigation of the whole plant of Andrographis paniculata, a well known medicinal plant. The structures of these compounds were established with the aid of spectroscopic methods, including analysis by 2D NMR spectroscopy. 相似文献
4.
A cell-free system from Andrographis paniculata tissue cultures catalysed the transesterification of administered cis, trans-farnesol-[1-3H2] with (glyceryl) oleate and palmitate present in the coconut water that forms part of the culture medium. 相似文献
5.
Metabolism of octadecadienoic acid isomers in weanling mice was studied by feeding fat-free diets supplemented with 2% by weight of cis-9,trans-12-octadecadienoic acid (c,t-18:2-d0), tetradeuterated trans-9,cis-12-octadecadienoic acid (t,c-18:2-d4) or dideuterated cis-9,cis-12-octadecadienoic acid (c,c-18:2-d2). Rates for conversion of c,t-18:2-d0 and c,c-18:2-d2 to c,t-20:4-d0 and c,c-20:4-d2 were identical and both were 5-times higher than conversion of t,c-18:2-d4 to t,c-20:4-d4. Accumulation of t,c-18:2-d4 in liver lipids was 2-4-times higher than for c,t-18:2-d0 or c,c-18:2-d2. The t,c-18:2 diet significantly increased with the 20:3(n-9) and total lipid concentrations in liver but not in heart, plasma or brain. The 20:3(n-9)/20:4(n-6) ratio in the liver lipids was 2-4-times higher for t,c-18:2-d4 than c,c-18:2-d2 fed mice. The position of the trans bond had a marked influence on the distribution of the various intermediate desaturation and elongation products. Intermediate metabolite data for the liver lipids indicated t,c-18:2-d4 was preferentially converted to 5c,11c,14t-20:3 ('dead end' product) rather than to t,c-20:4. Concentration of the 18:3(n-6) metabolite of c,t-18:2-d0 was about 10-times greater than the 18:3(n-6) metabolite of c,c-18:2-d2. Conversely, the concentration of the normal 20:3(n-6) metabolite from c,c-18:2-d2 was 4-times higher than the 20:3(n-6) metabolite of c,t-18:2-d0. Compared to the c,c-18:2 diet, the t,c- and c,t-18:2 diets significantly increased the total n-3, but not the total n-6 fatty acid content of heart lipids. These results illustrate that the position of the trans double-bond influences a variety of enzyme activities and the isomers differ in their physiological effects. 相似文献
6.
7.
《Phytochemistry》2012
The rare noriridoids, Andrographidoids A–E (1–5), along with a known iridoid curvifloruside F (6), were isolated from roots of Andrographis paniculata. All noriridoids were aglycones and 1–4 had (semi-) acetal structures located at C-3 but not at C-1. Their structures were established by a series of 1D and 2D NMR analyses. The antibacterial activity of these iridoids was also assessed using the microtitre plate broth dilution method. 相似文献
8.
9.
M Runquist J Ericsson A Thelin T Chojnacki G Dallner 《Biochemical and biophysical research communications》1992,186(1):157-165
The cytosolic fractions from rat liver, brain, kidney, spleen and testis demonstrate the capacity to synthesize two products from [3H]isopentenyl diphosphate, i.e., farnesyl diphosphate and geranylgeranyl diphosphate. The highest rate of geranylgeranyl diphosphate synthesis was found in brain, testis and spleen, accounting for up to 30% of the total incorporation of radioactivity under optimal conditions. In all tissues examined the geranylgeranyl diphosphate formed was identified as the trans,trans,trans-isomer. The ratio of geranylgeranyl diphosphate to farnesyl diphosphate produced was specific for the tissue investigated and could be altered by the addition of divalent cations. The results in this study demonstrate the presence of a specific trans,trans,trans-geranylgeranyl diphosphate synthetase showing high affinity for farnesyl diphosphate. 相似文献
10.
The aim of the research was to check the possibility of the semicontinuous cultivation of two Fusarium sp. strains producing cellulolytic enzymes. The cultures were grown in 5 1 fermentor on the mineral medium with addition of 1% cellulose cotton. In these cultures lasting 9 to 16 days the total activity was about 13 mg of reducing sugar/ml culture filtrate/hour. The comparison of the results of semi-continuous and periodic cultures pointed to the productivity of cellulolytic enzymes which was 1.2 to 2 times higher during one hour in semi-continuous cultures. 相似文献
11.
Andrographis echioides (L.) is an annual herbaceous plant in the family Acanthaceae. Anti-inflammatory is the property of a substance or treatment that reduces inflammation or swelling. Antioxidants are substances that can prevent or slow damage to cells caused by free radicals, unstable molecules that the body produces as a reaction to environmental and other pressures. They are sometimes called "free-radical scavengers. Therefore, it is of interest to analyse the anti-inflammatory and antioxidant properties of Andrographis echioides and Andrographis paniculata. Protease inhibitor activity was done by bovine serum albumin was added to 100µl of plant sample with increase in concentrations (100-500µg/ml). Invitro antioxidant activity was done by DPPH free radical scavenging assay. 200 µL of 0.1 mM DPPH prepared in methanol was added to 100 µL of the plant extract with increase in concentration. Based on the results from the present study, it can be concluded that A.echioides is found to be a good natural antioxidant source and A. paniculata is found to be a good anti-inflammatory source. However, both the plant A.echioides and A.paniculata have these properties. Data shows that both A.echioides and A. paniculata have potential anti-inflammatory and antioxidant activity which could be due to the presence of bioactive compounds present in the plant extracts. 相似文献
12.
Phytochemical investigation of the roots and aerial parts of Andrographis paniculata Nees yielded a new flavone, 5-hydroxy-7,2',6'-trimethoxyflavone and an unusual 23-carbon terpenoid, 14-deoxy-15-isopropylidene-11,12-didehydroandrographolide together with five known flavonoids and four known diterpenoids. The structures of these compounds were determined on the basis of spectral and chemical studies. 相似文献
13.
Anitha Roy 《Bioinformation》2021,17(1):23
EGFR is linked with oral cancer. Therefore, it is of interest document the molecular docking analysis of compounds from Andrographis paniculata with EGFR. Data shows the binding features of five compounds 14- acetylandrographolide, andrograpanin, andrographolide, isoandrographolide and neoandrographolide from Andrographis paniculata with EGFR for further consideration. 相似文献
14.
An attempt has been made to develop a method by which to determine the chemical fingerprint of Andrographis paniculata (Acanthaceae). High-performance thin layer chromatography (HPTLC) was used to analyse hexane, chloroform, methanol and water extracts of leaves of A. paniculata. A computerised densitometer was applied to the two-dimensional spectrographic image analysis of the HPTLC plates. An HPLC equipped with a photodiode array detector was used for the analyses of these different extracts. The analyses showed that andrographolide and neoandrographolide are absent in the hexane extract but are present in greater amounts in the methanol extract as compared with the other extracts. These chromatograms may serve as a chemical fingerprint of the drug A. paniculata for quality control purposes and in the preparation of formulations based on the drug. 相似文献
15.
Biosynthesis of soluble elastin by pig aortic tissue in vitro 总被引:3,自引:0,他引:3
16.
穿心莲中的三个二萜酸盐 总被引:1,自引:0,他引:1
从穿心莲(Andrographis paniculata Nees.)水溶性部位分离得到3个新的二萜酸盐:穿心莲酸镁,穿心莲酸二钠和穿心莲酸二钾葡萄糖甙,同时,首次从穿心莲中分得鸟瞟呤核苷,尿嘧啶核苷,6-epiharpagide,procumbide,三色堇黄苷和芹菜素-7-氧-葡萄糖甙。通过波谱解析和化学方法确定了它们的结构。 相似文献
17.
Chevuru Sai Shreya Reddy Gayatri Devi Ramalingam J Selvaraj A Jothi Priya 《Bioinformation》2022,18(4):337
It is of interest to analyse and compare the antioxidant and anti-diabetic activity of ethanolic extracts of Andrographis echioides and Andrographis paniculata. Andrographis echioides and Andrographis paniculata were collected from a local farm. In vitro antioxidant activity was assessed by the potential of Piperine, Lupeol, beta sitosterol; DPPH free radical scavenging assay was performed by Liyana Pathirana and Shahidi method. In vitro anti-diabetic activity was assessed by alpha amylase inhibitory activity and alpha glucosidase inhibitory activity. The data were analysed by one-way-ANOVA to check the statistical significance among the groups and considered at the levels of p<0.05. Both the ethanolic extracts of Andrographis echioides and Andrographis paniculata showed significant antioxidant and anti-diabetic potential in a dose-dependent manner (100-500µg) and can be used as potential antidiabetic agents. Similar to antioxidant potential, Andrographis paniculata exhibited an increased anti-diabetic potential compared to Andrographis echioides. Data shows that the ethanolic extracts of Andrographis echioides and Andrographis paniculata possessed antioxidant and anti-diabetic activity and hence our present findings conclude that both plants can be considered for the development of natural drugs for the management of diabetes. 相似文献
18.
Inhibitory effect of andrographolide from Andrographis paniculata on PAF-induced platelet aggregation. 总被引:2,自引:0,他引:2
Andrographolide, an active principle of the Chinese drug Andrographis paniculata, used for prevention and treatment of common cold in Scandinavia and known as an antiinflammatory, antiviral, antithrombotic, hypotensive and antiatherosclerotic drug, was investigated for its suggested influence on the biosynthesis of eicosanoids and the platelet-activating factor (PAF). Whereas in isolated human polymorph-nuclear leukocytes (PMNL) no influence on the biosynthesis was found, it could be shown that andrographolide inhibits PAF-induced human blood platelet aggregation in a dose dependent manner (IC50-5 microM). These results indicate that andrographolide has a mechanism of action different from that of non-steroidal antiinflammatory drugs (NSAID) and most likely associated with the cardiovascular and antithrombotic activity described of Andrographis paniculata. 相似文献
19.
In this paper a micellar electrokinetic capillary chromatographic (MEKC) method has been developed for determining the active components (andrographolide, deoxyandrographolide and neoandrographolide) in water:ethanol extracts of the Chinese crude herb Andrographis paniculata and its preparations (Chuanxinlian and Xiaoyan Lidan tablets). The optimum separation conditions were 15 mM sodium dodecyl sulphate in 30 mM borate buffer (pH 9.5) with UV detection wavelength at 214 nm and a constant voltage of 16 kV. An HPLC method was employed in order to validate the MEKC method with respect to separation efficiency, sensitivity, linearity and repeatability. The two methods are shown to be complementary because of their different selectivity and thus are very suitable for cross-validation studies. The MEKC method is demonstrated to be more appropriate for the analysis of the active compounds in A. paniculata in that it is easier and less expensive to use and does not suffer from contamination of the chromatographic column. 相似文献
20.
Jürgen Reichling Rainer Martin Birgitt Kemmerer 《Plant Cell, Tissue and Organ Culture》1995,43(2):131-136
The genusPimpinella contains rare phenylpropanoids. The 1-(E)-propenyl-2-hydroxy-5-methoxy benzene skeleton of these compounds is called pseudoisoeugenol. To study the biosynthesis of these compounds, we set up a tissue culture ofPimpinella anisum (PAD) that selectively promoted the production of epoxy-pseudoisoeugenol-(2-methylbutyrate), termed EPB. This compound served as the final molecule of the biosynthetic pathway in all labelling experiments conducted.The putative precursors were labelled with13C or14C. The incorporation of the label was followed by13C-NMR-spectroscopy and liquid scintillation, respectively. Based on our labelling experiments as well as on enzymic reactions in a cell homogenate we proposed a genaral biosynthetic pathway for EPB. The biosynthetic sequence found wasl-phenylalanine, trans-cinnamic acid, p-coumaric acid, p-coumaric aldehyde, p-coumaric alcohol, anol and trans-anethol. The biosynthetic step leading from trans-anethol to pseudo-isoeugenol involves migration of the side chain during the introduction of the second OH-group in the molecule (NIH-shift). The final biosynthetic steps to form EPB must be acylation and epoxidation of the propenyl double bond of pseudoisoeugenol.Abbreviations NMR
Nuclear Magnetic Resonance
- NOE
Nuclear Overhauser Effect 相似文献