| 1. |
- Erdelyi, Mate, 1975-
(author)
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Pterocarpans and isoflavones from the root bark of Millettia micans and of Millettia dura
- 2016
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In: Phytochemistry Letters. - 1874-3900 .- 1876-7486. ; 21, s. 216-220-
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Journal article (peer-reviewed)abstract
- From the CH2Cl2/CH3OH (1:1) extract of the root bark of Millettia micans, a new pterocarpan, (6aR,11aR)-3-hydroxy-7,8,9-trimethoxypterocarpan (1), named micanspterocarpan, was isolated. Similar investigation of the CH2Cl2/CH3OH (1:1) extract of the root bark of Millettia dura gave a further new pterocarpan, (6aR,11aR)-8,9-methylenedioxy-3-prenyloxypterocarpan (2), named 3-O-prenylmaackiain, along with six known isoflavones (3-8) and a chalcone (9). All purified compounds were identified by NMR and MS, whereas the absolute configurations of the new pterocarpans were established by chriptical data analyses including quantum chemical ECD calculation. Among the isolated constituents, calopogonium isoflavone B (3) and isoerythrin A-4′-(3-methylbut-2-enyl) ether (4) showed marginal activities against the 3D7 and the Dd2 strains of Plasmodium falciparum (70–90% inhibition at 40 μM). Maximaisoflavone B (5) and 7,2′-dimethoxy-4′,5′-methylenedioxyisoflavone (7) were weakly cytotoxic (IC50 153.5 and 174.1 μM, respectively) against the MDA-MB-231 human breast cancer cell line. None of the tested compounds showed in-vitro translation inhibitory activity or toxicity against the HEK-293 human embryonic kidney cell line at 40 μM.
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| 2. |
- Henz Ryen, Astrid
(author)
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Bisabolane sesquiterpenes from the leaves of Lindera benzoin reduce prostaglandin E2 formation in A549 cells
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In: Phytochemistry Letters. - 1874-3900 .- 1876-7486.
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Journal article (other academic/artistic)abstract
- Phytochemical investigation of leaves from the American shrub Lindera benzoin (L.) Blume (Lauraceae) resulted in the isolation of one pure compound (1) and a diastereomeric mixture of (2 and 3). The structures of these new bisabolane sesquiterpenes were elucidated via MS and extensive NMR measurements and identified as 6-(2-hydroxy-6-methylhept-5-en-2-yl)-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl acetate (1) and 3-(hydroxymethyl)-6-(5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4-oxocyclohex-2-en-1-yl acetate (2 and 3). The compounds were evaluated in vitro for their anti-inflammatory activity. In cellular assays, 1-3 reduced pro-inflammatory prostaglandin E2 production in A549 cells in a dose-dependent manner.
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| 3. |
- Henz Ryen, Astrid, et al.
(author)
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Bisabolane sesquiterpenes from the leaves of Lindera benzoin reduce prostaglandin E2 formation in A549 cells
- 2020
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In: Phytochemistry Letters. - : ELSEVIER. - 1874-3900 .- 1876-7486. ; 38, s. 6-11
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Journal article (peer-reviewed)abstract
- Phytochemical investigation of leaves from the American shrub Lindera benzoin (L.) Blume (Lauraceae) resulted in the isolation of one pure compound 1 and a diastereomeric mixture of 2 and 3. The structures of these new bisabolane sesquiterpenes were elucidated via MS and extensive NMR measurements and identified as 6-(2hydroxy-6-methylhept-5-en-2-yl)-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl acetate (1) and 3-(hydroxymethyl)-6-(5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4-oxocyclohex-2-en-1-yl acetate (2 and 3). The compounds were evaluated in vitro for their anti-inflammatory activity. In cellular assays, 1-3 reduced pro-inflammatory prostaglandin E2 production in A549 cells in a dose-dependent manner.
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| 4. |
- Keefover-Ring, Ken, et al.
(author)
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2 '-(Z)-Cinnamoylsalicortin : A novel salicinoid isolated from Populus tremula
- 2014
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900 .- 1876-7486. ; 7, s. 212-216
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Journal article (peer-reviewed)abstract
- Using a combination of NMR and mass spectroscopic techniques, we have isolated a new salicinoid from the foliage of European aspen (Populus tremula) and identified it as 2'-(Z)-cinnamoylsalicortin. The relatively high amounts in foliage and the similarity in structure to bioactive salicinoids isolated from other salicaceous trees indicates that this compound may have implications for the study of P. tremulaherbivore interactions.
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| 5. |
- Keefover-Ring, Ken, et al.
(author)
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Phenylpropanoid glycosides of Mimulus guttatus (yellow monkeyflower)
- 2014
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900 .- 1876-7486. ; 10, s. 132-139
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Journal article (peer-reviewed)abstract
- Yellow monkeyflower [Mimulus guttatus DC., (Phyrmaceae)] has long been a model plant species for studies in genetics, evolution, and ecology, including plant-animal interactions. Nonetheless, exceedingly little is known about its secondary chemistry. We have discovered that the foliage of yellow monkeyflower contains a diverse suite of phenylpropanoid glycosides (PPGs); a class of compounds with many known biological activities. Using H-1 and C-13 NMR and UV and MS chromatography techniques, we positively identified five PPGs from the leaves of yellow monkeyflower. Four of these compounds occur in other species and one is previously undescribed. We also present UV and high- resolution tandem MS data that putatively identify 11 additional foliar compounds as PPGs. This initial discovery and elucidation of yellow monkeyflower's secondary chemistry will be important for continued study of the genetics and ecology of this model species. (C) 2014 Phytochemical Society of Europe.
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| 6. |
- Larsson, Sonny, et al.
(author)
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Reappraising a decade old explanatory model for pharmacognosy
- 2008
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900 .- 1876-7486. ; 1:3, s. 131-134
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Journal article (peer-reviewed)abstract
- It has been a decade since a tripod model of pharmacognosy - organism, biological activity, chemical structure - was proposed. Since then advances in all disciplines have taken science into the 21st century. What are the implications for pharmacognosy? In this paper we expand the previous model, adding a new module with focus on informatics to encompass results of new technical and theoretical advancements for drug discovery.
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| 7. |
- Yeshak, Mariamawit Y., et al.
(author)
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Optimization of cyclotide extraction parameters
- 2012
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900 .- 1876-7486. ; 5:4, s. 776-781
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Journal article (peer-reviewed)abstract
- Cyclotides are gene-encoded plant mini-proteins that contain a unique circular and cystine knotted amide backbone. Because of that ultra stable scaffold and the ability to harness a wide variety of sequences and biological activities within the scaffold, cyclotides find interesting potential applications for drug discovery and in agriculture. However, some fundamental knowledge is still missing to exploit these plant compounds, including finding the optimal process of their extraction from plant material. In the current work, the extraction parameters solvent type, time of extraction, number of re-macerations and the plant material to solvent ratio have been compared using the sweet violet (Viola odorata L.) as a model plant. That species is a well-characterized and rich source of cyclotides that contains prototypic cyclotides with different chemical and physical properties. We found that hydroalcoholic solutions of medium polarity give good yield of the cyclotide cocktail. In conclusion, single maceration with 50% MeOH for 6 h at a plant material to solvent ratio of 0.5:10 (g/mL) represents an optimum extraction method.
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| 8. |
- Erosa-Rejon, Gilda J., et al.
(author)
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Benzochromenes from the roots of Bourreria pulchra
- 2010
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900. ; 3:1, s. 9-12
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Journal article (peer-reviewed)abstract
- Two new benzochromenes, (6,6-dimethyl-2-methoxy-6H-benzo[c]chromen-9-yl)methanol (1), and 2-methoxy-6,6-dimethyl-6H-benzo[c]chromen-9-carbaldehyde (2), together with several already known metabolites, were isolated from the root extract of Bourreria pulchra (Boraginaceae). The structures of 1 and 2 were established on the basis of their spectroscopic data. Both were assayed for in vitro antiprotozoan activity, and especially 1 was found to possess significant activity against Leishmania mexicana and Trypanosoma cruzi parasites (IC50 4.6 mu g/mL and 7.5 mu g/mL, respectively). (C) 2009 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
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| 9. |
- Escobar, Zilma, et al.
(author)
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New pregaliellalactonoids from Galiella rufa
- 2015
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900. ; 12, s. 138-141
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Journal article (peer-reviewed)abstract
- An extract of a culture of the fungus Galiella rufa yielded several new derivatives of pregaliellalactone (1) that were characterised by NMR and MS experiments. The tetraene 4 has been reported previously, but was in this investigation isolated in sufficient amounts for the determination of the configuration of the C-4/C-5 double bond which is Z, not E. The possibility that any of the new compounds are involved in the biosynthesis of 1 is discussed. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
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| 10. |
- Maldonado, Eliana, et al.
(author)
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A novel cytotoxic terpenoid from the flowers of Kaunia lasiophthalma Griseb
- 2014
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900. ; 8, s. 105-108
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Journal article (peer-reviewed)abstract
- A phytochemical study of the flowers of Kaunia lasiophthalma G. (Asteraceae) yielded a novel triterpene (1) together with several known sesquiterpenoids. The structure of the new compound was elucidated by analysis of the spectroscopic data. The biosynthetic origin of 1 is proposed to be a dimerization of an oxidized derivative (3) of the germacrane sesquiterpene costunolide (2), also present in the flowers. The anticancer activity of 1 in the five breast cancer cell lines HCC1937, JIMT-1, L56Br-C1, MCF-7 and SK-BR-3 was compared with the cytotoxicity in the normal-like breast epithelial cell line MCF-10A. 1 exhibited high cytotoxicity in all investigated cancer cell lines with IC50 values ranging from 0.67 to 7.0 mu M, although it is lacking selectivity as the MCF-10A cells were almost as sensitive. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
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