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 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.

scholarly journals Two New 8, 14-seco-pregnane Steroidal Aglycones from Roots of Cynanchum bungei

2016 ◽  
Vol 11 (12) ◽  
pp. 1934578X1601101
Author(s):  
Jia-Wen Zhao ◽  
Feng-Yang Chen ◽  
Li-Juan Gao ◽  
Shi-Fang Xu ◽  
Shu-Juan Hao ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Soluble Extract ◽  
2D Nmr Spectroscopy ◽  
Chemical Evidence

Two new 8, 14-seco skeleton C21 steroidal aglycones, cynanbungeigenin A ( 1 ) and cynanbungeigenin B ( 2 ), were isolated from the hydrolyzed extract of the EtOAc soluble extract of the roots of Cynanchum bungei. Their structures were determined on the basis of chemical evidence and extensive spectroscopic methods, including 1D and 2D NMR spectroscopy.

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 Isolation, Structure Elucidation, and Antiproliferative Activity of Butanolides and Lignan Glycosides from the Fruit of Hernandia nymphaeifolia

Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 4005
Author(s):  
Simayijiang Aimaiti ◽  
Yohei Saito ◽  
Shuichi Fukuyoshi ◽  
Masuo Goto ◽  
Katsunori Miyake ◽  
...  
Keyword(s):  
Tumor Cell ◽  
Cell Line ◽  
Cell Lines ◽  
Antiproliferative Activity ◽  
Optical Rotation ◽  
Human Tumor ◽  
Tumor Cell Line ◽  
2D Nmr ◽  
Significant Activity ◽  
Tumor Cell Lines

Seven new butanolides, peltanolides A–G (1–7), and two lignan glucosides, peltasides A (8) and B (9), along with eleven known compounds, 10–20, were isolated from a crude CH3OH/CH2Cl2 (1:1) extract of the fruit of Hernandia nymphaeifolia (Hernandiaceae). The structures of 1–9 were characterized by extensive 1D and 2D NMR spectroscopic and HRMS analysis. The absolute configurations of newly isolated compounds 1–9 were determined from data obtained by optical rotation and electronic circular dichroism (ECD) exciton chirality methods. Butanolides and lignan glucosides have not been isolated previously from this genus. Several isolated compounds were evaluated for antiproliferative activity against human tumor cell lines. Lignans 15 and 16 were slightly active against chemosensitive tumor cell lines A549 and MCF-7, respectively. Furthermore, both compounds displayed significant activity (IC50 = 5 µM) against a P-glycoprotein overexpressing multidrug-resistant tumor cell line (KB-VIN) but were less active against its parent chemosensitive cell line (KB).

scholarly journals Guaiane Sesquiterpenoids from Jatropha curcas

2008 ◽  
Vol 3 (10) ◽  
pp. 1934578X0800301
Author(s):  
Xia-Chang Wang ◽  
Shi-Ping Ma ◽  
Jing-Han Liu ◽  
Li-Hong Hu
Keyword(s):  
Nmr Spectroscopy ◽  
Spectral Data ◽  
Jatropha Curcas ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
X Ray Diffraction ◽  
2D Nmr Spectroscopy ◽  
X Ray ◽  
Esi Ms ◽  
Related Compounds

Two new guaiane sesquiterpenoids named jatrophaols A and B (1, 2), along with three known analogues, were isolated from the roots of Jatropha curcas. Their structures were determined by spectroscopic methods, including 1D and 2D NMR spectroscopy, HR-EI-MS, HR-ESI-MS, and X-ray diffraction, as well as by comparison of their spectral data with those of related compounds.

scholarly journals New Benzophenone O-Glucoside from Hypericum Ellipticum

2009 ◽  
Vol 4 (4) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Elyse Petrunak ◽  
Andrew C. Kester ◽  
Yunbao Liu ◽  
Camile S. Bowen-Forbes ◽  
Muraleedharan G. Nair ◽  
...  
Keyword(s):  
Lipid Peroxidation ◽  
Tumor Cell ◽  
Cell Line ◽  
Spectroscopic Data ◽  
Tumor Cell Line ◽  
2D Nmr ◽  
Acetone Extract ◽  
In Vitro Assays ◽  
Aerial Parts

Examination of the acetone extract of the aerial parts of Hypericum ellipticum afforded a new acetylated benzophenone glucoside (3′- O-β-D-3″,4″,6″-triacetylglucopyranosyl-2,4,5′,6-tetrahydroxybenzophenone) together with catechin and epicatechin. The structure of the benzophenone glucoside was determined by 2D NMR spectroscopic data. The compound inhibited the proliferation of CNS tumor cell line (SF-268) and lipid peroxidation in in vitro assays.

scholarly journals A New Chromene Isolated from Ageratum conyzoides

2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Abiodun Humphrey Adebayo ◽  
Chang-Jiu Ji ◽  
Yu-Mei Zhang ◽  
Wen-Jun He ◽  
Guang-Zhi Zeng ◽  
...  
Keyword(s):  
Cell Line ◽  
Cancer Cell ◽  
Inhibitory Activity ◽  
Cancer Cell Line ◽  
Ethanol Extract ◽  
2D Nmr ◽  
Ageratum Conyzoides ◽  
2D Nmr Spectroscopy ◽  
Whole Plant ◽  
First Time

From the ethanol extract of the whole plant of Ageratum conyzoides L. (Compositae), one new chromene, 2,2-dimethylchromene 7-methoxy-6- O-β-D-glucopyranoside, was isolated, together with thirteen known compounds, seven of which were being reported for the first time. The compounds were all characterized by MS, IR, 1D- and 2D-NMR spectroscopy. 7,3′,5′-Tri- O-methyltricetin (7), precocene II (9), 3,5,7,4′-tetrahydroxyflavone (13) and 5,6,7,3′,4′,5′-hexamethoxyflavone (14) exhibited inhibitory activity on the P-388 cancer cell line with IC50 values of 12.8, 24.8, 3.5 and 7.8 μM respectively, while compound 9 exhibited inhibitory activity on the HT-29 cancer cell line with an IC50 value of 61μM; the others showed no significant cytotoxic activity on the cell lines tested.

Synthesis, Characterized and Biological Activities of Chalcone Derivatives

2012 ◽  
Vol 535-537 ◽  
pp. 2540-2543
Author(s):  
Xiao Yang Qiu ◽  
Su Zhi Li ◽  
An Ran Shi ◽  
Qiao Li Yue
Keyword(s):  
Tumor Cell ◽  
Cytotoxic Activity ◽  
Cell Line ◽  
Biological Activities ◽  
Tumor Cell Line ◽  
Cytotoxic Activities ◽  
Epidermoid Tumor ◽  
Chalcone Derivatives

A series of 4-nitrochalcones (compounds 1-10) are synthesized and characterized. The products synthesized are evaluated for their cytotoxic activities in vitro. Among the compounds tested, (E)-3-(4-nitrophenyl)-1-(4-nitrophenyl)prop-2-en-1-one (1) showes the favorable in vitro cytotoxic activity against human nasopharyngeal epidermoid tumor cell line KB.

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.

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