scholarly journals Two New Isomers of Palmityl-4-hydroxycinnamate from Flowers of Taraxacum Species

2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100
Author(s):  
Matej Dudáš ◽  
Mária Vilková ◽  
Tibor Béres ◽  
Miroslav Repčák ◽  
Pavol Mártonfi
Keyword(s):  
Nmr Spectroscopy ◽  
Pollen Grains ◽  
2D Nmr ◽  
Male Sterile ◽  
2D Nmr Spectroscopy ◽  
First Time

Two isomers, (Z)- and (E)-palmityl 4-hydroxycinnamate [hexadecyl(2Z)-3-(4-hydroxyphenyl)prop-2-enoate and hexadecyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate] were isolated for the first time from ligulate flowers of Taraxacum linearisquameum Soest (sect. Taraxacum). The highest amount of these compounds was detected in pollen grains; 0.26 mg/100 mg DW of the (E)-isomer and 0.096 mg/100 mg DW of the (Z)-isomer. The structures of these compounds were elucidated by a combination of HPLC-ESI-Qtof-MS and ID and 2D NMR spectroscopy. Their presence was confirmed in other species of Taraxacum, but they were not found in the male-sterile triploid agamospermous taxon T. parnassicum.

scholarly journals A Phenylpropanoid and Biflavonoids from the Needles of Cephalotaxus harringtonia var. harringtonia

2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Anju Mendiratta (Nee Chugh) ◽  
Rameshwar Dayal ◽  
John P. Bartley ◽  
Graham Smith
Keyword(s):  
Nmr Spectroscopy ◽  
Oral Dose ◽  
Spectral Data ◽  
2D Nmr ◽  
Hepatoprotective Activity ◽  
X Ray Diffraction ◽  
Soluble Extract ◽  
2D Nmr Spectroscopy ◽  
X Ray ◽  
First Time

A phenylpropanoid [2-(3-methoxy-4-hydroxyphenyl)-propane-1,3-diol] (1) together with four known biflavonoids namely 7, 4′, 7′″, 4′″-tetra- O-methyl amentoflavone (2); 7, 4′, 7″-tri- O-methyl amentoflavone (3); ginkgetin (4); sequoiaflavone (5) were isolated from the acetone soluble extract of needles of Cephalotaxus harringtonia var. harringtonia. Their structures were elucidated mainly on the basis of interpretation of 1D and 2D NMR spectroscopy and X-ray diffraction studies. The detailed spectral data of phenylpropanoid have been described for the first time. Ginkgetin (4) exhibited significant hepatoprotective activity in rat at 6 mg/kg oral dose level.

Structural Studies of Chelirubine and Chelilutine Free Bases

1998 ◽  
Vol 63 (7) ◽  
pp. 1045-1055 ◽  
Author(s):  
Jiří Dostál ◽  
Jiří Slavík ◽  
Milan Potáček ◽  
Radek Marek ◽  
Otakar Humpa ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Quantum Chemical ◽  
2D Nmr ◽  
Molecular Symmetry ◽  
Structural Studies ◽  
Free Base ◽  
2D Nmr Spectroscopy ◽  
Sanguinaria Canadensis ◽  
First Time

The structures of chelirubine and chelilutine free bases have been examined by 2D NMR spectroscopy and mass spectrometry. Chelirubine chloride (1a) upon treatment with Na2CO3 yielded free base which possessed the constitution of bis(5,6-dihydrochelirubin-6-yl) ether (2a). The free base of chelilutine (1b) was determined to be bis(5,6-dihydrochelilutin-6-yl) ether (2b). The aqueous NH3 treatment of chelilutine (1b) produced bis(5,6-dihydrochelilutin-6-yl)amine (3b). 6-Hydroxy-5,6-dihydrochelirubine (4a) and 6-hydroxy-5,6-dihydrochelilutine (4b) were detected only in CDCl3 solution by NMR spectroscopy. In CDCl3, the compound 2b underwent hydrolysis to 4b that was immediately followed by the reverse condensation to a diastereomer of 2b. Pseudokinetics of this reaction was followed by NMR spectroscopy and quantum chemical calculations were carried out to support the suggested type of molecular symmetry alteration. The known alkaloid dihydrochelirubine (5) was isolated for the first time from Sanguinaria canadensis.

scholarly journals Bioactive Diterpenes from Clerodendrum kaichianum

2011 ◽  
Vol 6 (1) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Mingfeng Xu ◽  
Lianqing Shen ◽  
Kuiwu Wang ◽  
Qizhen Du ◽  
Nan Wang
Keyword(s):  
Nmr Spectroscopy ◽  
Tumor Cell ◽  
Cell Line ◽  
Tumor Cell Line ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
Spectroscopic Methods ◽  
2D Nmr Spectroscopy ◽  
First Time

Bioassay-guided isolation studies of the extract of Clerodendrum kaichianum Hsu., a new rearranged abietane diterpene and five known diterpene compounds were isolated by various chromatography methods. Their structures were identified by means of spectroscopic methods, including 1D- and 2D-NMR spectroscopy, as (16 R)-12,16-epoxy-11,14,17-trihydroxy-17(15→16)- abeo-8,11,13-abietatrien-7-one (1), villosin A (2), salvinolone (3), 14-deoxyloleon U (4), 5,6-dehydrosugiol (5), and coleon U (6). Compounds 1, 2, 3, and 5 are reported for the first time for this genus. Compounds 1, 2, and 6 demonstrated potent cytotoxic activities against the HL-60 tumor cell line.

scholarly journals Ionone, Iridoid and Phenylethanoid Glycosides from Ajuga salicifolia

2003 ◽  
Vol 58 (3-4) ◽  
pp. 177-180 ◽  
Author(s):  
Pınar Akbay ◽  
İhsan Çalιş ◽  
Jörg Heilmann ◽  
Otto Sticher
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Maldi Mass Spectrometry ◽  
Phenylethanoid Glycosides ◽  
2D Nmr Spectroscopy ◽  
First Report ◽  
Aerial Parts ◽  
First Time

From the aerial parts of Ajuga salicifolia (L.) Schreber, a new ionone glycoside (3β-hydroxy- 7,8-dihydro-4-oxo-β-ionol-9-O-β-ᴅ-glucopyranoside) was isolated, along with the known compounds, corchoionoside C, 8-O-acetylmioporoside, ajugol, harpagide, 8-O-acetylharpagide, lavandulifolioside and leonosides A and B. This is the first report of the occurrence of ionone glycosides and 8-O-acetylmioporoside in Ajuga species. Ajugol, lavandulifolioside, leonoside A and B were isolated for the first time from Ajuga salicifolia. The structures were elucidated by means of 1D-, 2D-NMR spectroscopy, and HR-MALDI mass spectrometry.

scholarly journals Phenylpropanoids and Polyacetylenes from Ligusticum mutellina (Apiaceae) of Tyrolean Origin

2002 ◽  
Vol 70 (1) ◽  
pp. 101-109 ◽  
Author(s):  
Spitaler Renate ◽  
Ellmerer-Müller Ernst-Peter ◽  
Zidorn Christian ◽  
Stuppner Hermann
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Nmr Spectra ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Close Inspection ◽  
1H And 13C Nmr ◽  
Nmr Data ◽  
First Time

Roots of Ligusticum mutellina (L.) CRANTZ afforded five major compounds, the phenylpropanoids trans-isoelemicin (1), sarisan (2), and trans-isomyristicin (3), and the polyacetylenes falcarindiol (4) and falcarindiol-3-O-acetate (5). Structures were assigned by 1D- and 2D-NMR spectroscopy. Close inspection of the NMR spectra of falcarindiol-3-O-acetate (5) and comparison with the literature revealed that published NMR data for this compound are most probably attributable to cis or trans Δ2-isofalcarindiol-1-O-acetate (6a/6b). 1H and 13C NMR data for falcarindiol-3-O-acetate are given and trans-isoelemicin (1), sarisan (2), and trans-isomyristicin (3), falcarindiol (4), and falcarindiol-3-O-acetate (5) are reported for the first time from Ligusticum mutellina. Chemosystematic and ethnopharmacological implications of the findings are discussed briefly.

Conocarpol, a new cycloartane triterpenoid from Diospyros conocarpa

2016 ◽  
Vol 71 (9) ◽  
pp. 935-940 ◽  
Author(s):  
Hermann Marius Feumo Feusso ◽  
Carine Mvot Akak ◽  
Michel Feussi Tala ◽  
Anatole Guy Blaise Azebaze ◽  
Nole Tsabang ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Betulinic Acid ◽  
2D Nmr ◽  
Stem Bark ◽  
2D Nmr Spectroscopy ◽  
The Family ◽  
First Time

AbstractA new cycloartane triterpenoid named conocarpol (1) was isolated from the stem bark of Diospyros conocarpa, together with the known compounds aridanin (2), lupeol (3), betulin (4), betulinic acid (5), stigmasterol (6), and stigmasterol 3-O-β-d-glucopyranoside (7). Their structures were established on the basis of 1D and 2D NMR spectroscopy as well as mass spectrometry. Aridanin (2) is reported for the first time in the family Ebenaceae, and conocarpol (1) represents the first cycloartane triterpene within this family.

Chemical constituents from Penianthus camerounensis Dekker (Menispermaceae)

2019 ◽  
Vol 74 (10) ◽  
pp. 703-708 ◽  
Author(s):  
Georges Bellier Tabekoueng ◽  
Carine Mvot Akak ◽  
Moses K. Langat ◽  
Anatole Guy Blaise Azebaze ◽  
Alain François Kamdem Waffo ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Analysis ◽  
Betulinic Acid ◽  
Chemical Constituents ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Phytochemical Study ◽  
Chemical Structures ◽  
First Time

AbstractThe phytochemical study of the roots, leaves and twigs of Penianthus camerounensis Dekker (Menispermaceae) has led to the isolation and the characterization of 20 compounds. A ceramide, camerounamide (1), and a furoclerodanediterpenoid, camerounin (2), have not been described previously, while the compounds xylopic acid (3), syringaresinol (4), iso-propylmethylcyclohexa-1,4-diol (5), 1-(28-hydroxyoctacosanoyl)glycerol (6), scoparone (7), friedelin (8), friedelanol (9) and betulinic acid (10) are being reported for the first time from the genus Penianthus alongside 10 known compounds (11–20). Chemical structures were determined using 1D- and 2D-NMR spectroscopy, MS and chemical analysis. Their chemotaxonomic importance is discussed.

A New pseudo-Alkaloid Taxane and a New Rearranged Taxane from the Needles of Taxus canadensis

2008 ◽  
Vol 63 (8) ◽  
pp. 1005-1011 ◽  
Author(s):  
Manli Zhang ◽  
Changhong Huo ◽  
Mei Dong ◽  
Ligeng Li ◽  
Françoise Sauriol ◽  
...  
Keyword(s):  
Double Bond ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
2D Nmr ◽  
Side Chain ◽  
2D Nmr Spectroscopy ◽  
Taxus Canadensis ◽  
First Time

A new taxane with an amino side chain on C-5 and a new 11(15→1)abeotaxane having a tetrahydrofuran ring along carbon atoms C-2, C-3, C-4, C-20 identified for the first time from the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 2α,7β ,9α,10β ,13-pentaacetoxy-11β -hydroxy-5α-(2´ -hydroxy,3'-N,N-dimethylamino-3´- phenyl)-propionyloxytaxa-4(20),12-diene (1) and 13α,20β -diacetoxy-5α,7β ,9α,10β -tetrahydroxy- 2α,20-epoxy-11(15→1)abeotaxa-11,15-diene (2) on the basis of 1D, 2D NMR spectroscopy and high-resolution FABMS analysis. Taxane 1 contains a rare C-12, C-13 double bond and a basic side chain, while taxane 2 bears a rare isopropenyl group at C-1.

scholarly journals Ursane-Type Saponins from Zygophyllum cornutum

2013 ◽  
Vol 8 (5) ◽  
pp. 1934578X1300800
Author(s):  
Soumeya Bencharif-Betina ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Zahia Kabouche ◽  
Anne-Claire Mitaine-Offer ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Fab Mass Spectrometry ◽  
Whole Plant ◽  
First Time

Seven known ursane-type saponins were isolated from the methanolic extract of the whole plant of Zygophyllum cornutum Coss, and identified by 2D NMR spectroscopy and FAB-mass spectrometry. They are reported in this species for the first time and might be chemotaxonomically significant for the genus Zygophyllum.

scholarly journals Steroidal Saponins from the Fruits of Cestrum ruizteranianum

2011 ◽  
Vol 6 (12) ◽  
pp. 1934578X1100601
Author(s):  
Galarraga M. Elier ◽  
Anne-Claire Mitaine-Offer ◽  
Juan Manuel Amaro-Luis ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Steroidal Saponins ◽  
2D Nmr Spectroscopy ◽  
First Time

Seven spirostane and furostane-type glycosides were isolated from the aqueous methanolic extract of the fruits of Cestrum ruizteranianum and characterized mainly by 2D NMR spectroscopy and mass spectrometry. These known saponins belong to the Δ5-spirostene and Δ5-furostene series and are reported in this species for the first time.

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