scholarly journals Euphosantianane E–G: Three New Premyrsinane Type Diterpenoids from Euphorbia sanctae-catharinae with Contribution to Chemotaxonomy

Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2412 ◽  
Author(s):  
Abdelsamed I. Elshamy ◽  
Tarik A. Mohamed ◽  
Saud L. Al-Rowaily ◽  
Ahmed M. Abd-ElGawad ◽  
Basharat A. Dar ◽  
...  
Keyword(s):  
Hierarchical Clustering ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Agglomerative Hierarchical Clustering ◽  
Endemic Plant ◽  
Traditional Medicines ◽  
Chemical Structures ◽  
Aerial Parts

Euphorbia species were widely used in traditional medicines for the treatment of several diseases. From the aerial parts of Egyptian endemic plant, Euphorbia sanctae-catharinae, three new premyrsinane diterpenoids, namely, euphosantianane E–G (1–3), alongside four known triterpenes, 9,19-cyclolanostane-3β,24S-diol (4), 25-methoxycycloartane-3β,24S-diol (5), 25-methylenecycloartan-3β,24R-diol (6), and 25-methylenecycloartan-3β,24S-diol (7), were isolated and identified. The chemical structures were proven depending upon spectroscopic analysis, including FTIR, HRFABMS, and 1D/2D-NMR. The chemotaxonomic significance of the isolated compounds, especially diterpenes from E. sanctae-catharinae compared to those documented from different Euphorbia species was also studied via agglomerative hierarchical clustering (AHC). The Egyptian endemic Euphorbia sanctae-catharina was grouped with E. bupleuroides, E. fidjiana, E. fischeriana, E. pithyusa subsp. cupanii, E. prolifera, and E. seguieriana, where myrsinol diterpenoids were the characteristic compounds.

scholarly journals TRPA1 Modulating C14 Polyacetylenes from the Iranian Endemic Plant Echinophora platyloba

Molecules ◽  
2018 ◽  
Vol 23 (7) ◽  
pp. 1750 ◽  
Author(s):  
Giuseppina Chianese ◽  
Carmina Sirignano ◽  
Yalda Shokoohinia ◽  
Zeynab Mohammadi ◽  
Leili Bazvandi ◽  
...  
Keyword(s):  
Transient Receptor Potential ◽  
Trp Channels ◽  
Receptor Potential ◽  
2D Nmr ◽  
Endemic Plant ◽  
Chemical Structures ◽  
Aerial Parts ◽  
Phytochemical Investigation ◽  
2D Nmr Spectra ◽  
Transient Receptor

Phytochemical investigation of the apolar extract obtained from aerial parts of the Iranian endemic plant Echinophora platyloba DC (Apiaceae) resulted in the characterization of the polyacetylene fraction of this plant. This resulted to be composed of the known echinophorins A and B, embedding the very rare α-pyrone terminal, and of the new echinophorin D (3), including also three conjugated triple bonds. The chemical structures of these compounds were secured by detailed inspection of MS and 1D/2D NMR spectra. The isolated polyacteylenes were evaluated for their modulation of six thermo-TRP channels and they revealed a selective activity on TRPA1, an ion channel involved in the mediation of neuropathic and inflammatory pain. This is the first report on the activity of plant polyacetylenes on transient receptor potential (TRP) channels.

Tannins and Flavonoids from the Erodium cicutarium Herb

2005 ◽  
Vol 60 (5) ◽  
pp. 555-560 ◽  
Author(s):  
Izabela Fecka ◽  
Wojciech Cisowski
Keyword(s):  
Phenolic Acids ◽  
2D Nmr ◽  
Methyl Gallate ◽  
Esi Ms ◽  
Chemical Structures ◽  
Erodium Cicutarium ◽  
Aerial Parts ◽  
Acid Methyl

A new depside, erodiol, was isolated and identified from the aerial parts of Erodium cicutarium (Geraniaceae), together with essential compounds such as: geraniin, didehydrogeraniin, corilagin, (-) 3-O-galloylshikimic acid, methyl gallate 3-O-β -D-glucopyranoside, rutin, hyperin, quercetin 3- O-(6”-O-galloyl)-β -D-galactopyranoside, isoquercitrin and simple phenolic acids. Their chemical structures were elucidated by means of spectroscopic (ESI MS, HRESI MS, 1D and 2D NMR) evidence.

scholarly journals Flavonoid, Phenylethanoid and Iridoid Glycosides from Globularia aphyllanthes

2009 ◽  
Vol 64 (2) ◽  
pp. 252-256 ◽  
Author(s):  
Hasan Kırmızıbekmez ◽  
Carla Bassarello ◽  
Sonia Piacente ◽  
Galip Akaydın ◽  
İhsan Çalış
Keyword(s):  
Spectroscopic Analysis ◽  
Iridoid Glycosides ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Phenylethanoid Glycosides ◽  
Meoh Extract ◽  
Flavone Glycoside ◽  
Aerial Parts

A new flavone glycoside, 6-hydroxyluteolin 7-O-[6m-benzoyl-β -D-glucopyranosyl-(1 → 2)]-β - D-glucopyranoside (aphyllanthoside, 1) was isolated from the MeOH extract of the aerial parts of Globularia aphyllanthes. Besides this new compound, two flavonoid glycosides (6-hydroxyluteolin 7-O-[6m-(E)-caffeoyl-β -D-glucopyranosyl-(1 → 2)]-β -D-glucopyranoside and isoquercitrin), three phenylethanoid glycosides (verbascoside, rossicaside A, and trichosanthoside A), and 11 iridoid glycosides (aucubin, catalpol, 10-O-benzoylcatalpol, globularin, asperuloside, besperuloside, asperulosidic acid, daphylloside, scandoside, alpinoside and baldaccioside) were also obtained and characterized. Identification of the isolated compounds was carried out by spectroscopic analysis including 1D and 2D NMR experiments as well as HRMS

scholarly journals New Coumarin-Hemiterpene Ether Glucosides and a Structurally Related Phenylpropanoic Acid Derivative from Artemisia Armeniaca

2010 ◽  
Vol 5 (10) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Mahdi Mojarrab ◽  
Abbas Delazar ◽  
Matthias Hamburger ◽  
Olivier Potterat
Keyword(s):  
Acid Hydrolysis ◽  
Acid Derivative ◽  
Spectroscopic Analysis ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Aerial Parts

Two new coumarin-hemiterpene ether glucosides, 4’- O-(β-D-glucopyranosyl) desoxylacarol (1), and 5- O-(β-D-glucopyranosyl) lacarol (2), were isolated from the methanolic extract of the aerial parts of Artemisia armeniaca Lam. Their structures were established by means of spectroscopic analysis including 1H- and 2D-NMR, HRESIMS, and acid hydrolysis. In addition, a structurally related phenylpropanoic acid derivative (3) was obtained in small amounts, and its structure tentatively assigned as 3-(4-hydroxy–3-methylbutoxy)-4-methoxy melilotic acid.

scholarly journals Alkaloids from Peumus boldus and their Acetylcholinesterase, Butyrylcholinesterase and Prolyl Oligopeptidase Inhibition Activity

2015 ◽  
Vol 10 (4) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Anna Hošt'álková ◽  
Lubomír Opletal ◽  
Jiří Kuneš ◽  
Zdeněk Novák ◽  
Martina Hrabinová ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Inhibition Activity ◽  
Isoquinoline Alkaloids ◽  
Prolyl Oligopeptidase ◽  
Benzylisoquinoline Alkaloids ◽  
Chemical Structures ◽  
Chromatographic Methods ◽  
Ellman’S Method ◽  
Butyrylcholinesterase Inhibition

Eleven isoquinoline alkaloids (1–11) were isolated from dried leaves of Peumus boldus Mol. by standard chromatographic methods. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analysis, and by comparison with literature data. Compounds isolated in sufficient amount were evaluated for their acetylcholinesterase, and butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro- p-nitroanilide was used as substrate. Promising butyrylcholinesterase inhibition activities were demonstrated by two benzylisoquinoline alkaloids, reticuline (8) and N-methylcoclaurine (9), with IC50 values of 33.6 ± 3.0 μM and 15.0 ± 1.4 μM, respectively. Important prolyl oligopeptidase inhibition activities were shown by N-methyllaurotetanine (6) and sinoacutine (4) with IC50 values of 135.4 ± 23.2 μM and 143.1 ± 25.4 μM, respectively. Other tested compounds were considered inactive.

scholarly journals Three New 18-Oxygenated ent-Kaurane Diterpenoids from Isodon leucophyllus

2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501
Author(s):  
Hai Bo Zhang ◽  
Jian Xin Pu ◽  
Yong Zhao ◽  
Fei He ◽  
Wei Zhao ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Aerial Parts ◽  
Ht 29

Three new 18-oxygenated ent-kaurane diterpenoids, isoleuconins A-C (1–3) and ten known diterpenoids were isolated from the aerial parts of Isodon leucophyllus. The structures were elucidated by 1D and 2D NMR spectroscopic analysis. All of the compounds were evaluated for their cytotoxicity. Rabdokunmin A (13) showed significant cytotoxicity against HT-29 cells, with an IC50 value of 6.2 μM.

scholarly journals Guaianolide Sesquiterpene Lactones from Centaurothamnus maximus

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 2055
Author(s):  
Taha A. Hussien ◽  
Tarik A. Mohamed ◽  
Abdelsamed I. Elshamy ◽  
Mahmoud F. Moustafa ◽  
Hesham R. El-Seedi ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Biosynthetic Pathway ◽  
Fast Atom Bombardment ◽  
Arabian Peninsula ◽  
Sesquiterpene Lactones ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Chemical Structures ◽  
Aerial Parts

Centaurothamnus maximus (family Asteraceae), is a leafy shrub indigenous to the southwestern Arabian Peninsula. With a paucity of phytochemical data on this species, we set out to chemically characterize the plant. From the aerial parts, two newly identified guaianolides were isolated: 3β-hydroxy-4α(acetoxy)-4β(hydroxymethyl)-8α-(4-hydroxy methacrylate)-1αH,5αH, 6αH-gual-10(14),11(13)-dien-6,12-olide (1) and 15-descarboxy picrolide A (2). Seven previously reported compounds were also isolated: 3β, 4α, 8α-trihydroxy-4-(hydroxymethyl)-lαH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6,12-olide (3), chlorohyssopifolin B (4), cynaropikrin (5), hydroxyjanerin (6), chlorojanerin (7), isorhamnetin (8), and quercetagetin-3,6-dimethyl ether-4’-O-β-d-pyranoglucoside (9). Chemical structures were elucidated using spectroscopic techniques, including High Resolution Fast Atom Bombardment Mass Spectrometry (HR-FAB-MS), 1D NMR; 1H, 13C NMR, Distortionless Enhancement by Polarization Transfer (DEPT), and 2D NMR (1H-1H COSY, HMQC, HMBC) analyses. In addition, a biosynthetic pathway for compounds 1–9 is proposed. The chemotaxonomic significance of the reported sesquiterpenoids and flavonoids considering reports from other Centaurea species is examined.

scholarly journals Chemical Composition and Antioxidant Activity of Essential Oil from Daucus reboudii Coss., an Endemic Plant of Algeria

2021 ◽  
Vol 11 (4) ◽  
pp. 1843
Author(s):  
Tahar Smaili ◽  
Hamdi Bendif ◽  
Mehmet Öztürk ◽  
Guido Flamini ◽  
Gregorio Peron
Keyword(s):  
Antioxidant Activity ◽  
Essential Oil ◽  
National Park ◽  
Endemic Plant ◽  
Food Preservative ◽  
Traditional Medicines ◽  
Aerial Parts ◽  
Dpph Method ◽  
Total Oil ◽  
Potential Use

Plants of the Daucus genus (Apiaceae) are used worldwide as traditional medicines or culinary ingredients. In this work, in order to explore a new chemotype, the essential oil obtained from the aerial parts of Daucus reboudii Coss., collected from the National Park of Gouraya (Bejaïa, Algeria), was analyzed by GC-MS. Twenty-eight compounds were identified, accounting for 96.6% of the total oil. (E)-anethol was the main constituent (59.4%), followed by estragol (21.2%) and dodecanal (4.4%). (E)-anethol is an uncommon constituent of Daucus genus, hence it could be considered as a marker that contributes to differentiating D. reboudii from other species. Metal chelating, ABTS•+ and DPPH• assays were performed to determine the antioxidant activity. The highest activity was revealed by the DPPH• method, where D. reboudii essential oil showed a significantly higher activity compared to the reference standard BHT at doses of 50 and 100 µg/mL. Results suggest that the essential oil from D. reboudii could have a potential use in the food industry as food preservative. Nevertheless, further studies are needed to assess its applicability, and to elucidate also the composition of non-volatile compounds of this plant.

scholarly journals Một hợp chất đơn vòng mới từ loài địa y Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow (Parmeliaceae)

2019 ◽  
Vol 14 (3) ◽  
pp. 12
Author(s):  
Dương Thúc Huy
Keyword(s):  
High Resolution ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Esi Ms ◽  
Chemical Structures ◽  
Lichen Metabolites

A new monoaromatic compound, methyl (E)-2,4-dihydroxy-6-methyl-3-(3-oxobut-1-en-1-yl)benzoate (1), together with two common lichen metabolites atranol (2), 2-O-methylatranol (3) were isolated from the lichen Parmotrema tsavoense (Krog & Swinscow) Krog & Swinscow. Their chemical structures were established by 1D NMR, 2D NMR, high resolution ESI–MS spectroscopic analysis and comparison with those reported in the literatures.

scholarly journals Flavonoid Constituents of Pistacia integerrima

2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Zia Ullah ◽  
Rashad Mehmood ◽  
Muhammad Imran ◽  
Abdul Malik ◽  
Rehana A. Afzal
Keyword(s):  
Spectroscopic Analysis ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Acidic Hydrolysis ◽  
Aerial Parts ◽  
First Time

Pistacides A and B (1–2), two new flavonoid glycosides, have been isolated from the methanolic extract of the aerial parts of Pistacia integerrima, along with 2′-hydroxyisoorientin (3), echioidinin 2′- O-β-D-(6″- O-acetyl) glucopyranoside (4), chrysoeriol (5), and diandraflavone A (6), reported for the first time from this species. Their structures were elucidated by spectroscopic analysis including 2D NMR, FAB-MS, and acidic hydrolysis.

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