Chemical Constituents from Euphorbia helioscopia

2011 ◽  
Vol 396-398 ◽  
pp. 1337-1340 ◽  
Author(s):  
Di Geng ◽  
Lian Jin Weng ◽  
Yuan Yuan Han ◽  
Xin Yang

AIM: To study the chemical constituents of Euphorbia helioscopia. METHODS: Compounds 1-10 were isolated and purified by silica gel, Sephadex LH-20 and Rp-18 chromatogarphy. Their structures were elucidated mainly by spectroscopic methods. RESULTS: Ten known compounds, helioscopinolide A(1), helioscopinolide B(2), scopoletin(3), scoparone(4), isoscopoletin(5), licochalone A(6), quercelin(7), 7, 4’-dihydroxy-5-methoxy flacanone(8), 2’, 4’-dihydroxy-6’-methoxydihydrochalcone(9) and pinocembrin(10), were isolated and structurally elucidated. CONCLUSION: Compound 3-5 and 8-10 were isolated from this plant for the first time. 2D NMR spectrum data of 2 were also reported in this paper.

2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.


2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199334
Author(s):  
Do Thi Trang ◽  
Bui Huu Tai ◽  
Dan Thuy Hang ◽  
Pham Hai Yen ◽  
Phan Thi Thanh Huong ◽  
...  

Seven compounds (1-7) were isolated from the marine sponge Aaptos aaptos living in the Vietnamese sea. Their structures were determined as 2 hours, 5 H,7 H,9 H-9 S-hydroxy-imidazo[1,5- α]pyridine-1,3-dione (1), 3-([9-methylhexadecyl]oxy)propane-1,2-diol 2, 2,3-dihydro-2,3-dioxoaaptamine (3), indol-3-aldehyde (4), methyl indole-3-carboxylate (5) 4-hydroxy-5-(indole-3-yl)−5-oxo-pentan-2-one (6), and thymidine (7) by extensive analysis of HR-ESI-MS, 1D, and 2D NMR spectral data, as well as by comparison of the spectral data with those reported in the literature. In addition, the absolute configuration of 1 was determined from the experimental ECD spectrum and comparison of this with the theoretical ECD calculations using the TDDFT method. Compounds 1 and 2 were isolated from nature for the first time. Compound 3 induced cytotoxic activity against SK-LU-1, MCF-7, HepG2, and SK-Mel-2 cell lines with IC50 values of 41.27 ± 2.63, 40.70 ± 2.65, 34.31 ± 3.43, and 36.63 ± 1.40 µM, respectively.


2011 ◽  
Vol 6 (11) ◽  
pp. 1934578X1100601 ◽  
Author(s):  
Jaroslaw Moldoch ◽  
Barbara Szajwaj ◽  
Milena Masullo ◽  
Lukasz Pecio ◽  
Wieslaw Oleszek ◽  
...  

A new C-6 flavone glycoside (6), together with seven known compounds, cryptochlorogenic acid (1), chlorogenic acid (2), 2- O- trans-caffeoylhydrocitric acid (3), isovitexin 7-β-D-glucopyranoside (4), 7,4′-dihydroxy-5-methoxyflavone-6- C-β-D-glucopyranoside (5), 3,5- O-dicaffeoylquinic acid (7) and 4,5- O-dicaffeoylquinic acid (8), were isolated from the aerial parts of Knautia arvensis. Their structures were elucidated by extensive spectroscopic methods including 1D- (1H, 13C and TOCSY) and 2D-NMR (DQF-COSY, HSQC, HMBC) experiments, as well as ESIMS analysis. Compounds 1, 3-5 and 8 are reported for the first time in Knautia arvensis.


2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly


2013 ◽  
Vol 28 (2) ◽  
pp. 1
Author(s):  
A. Marín -Álvarez ◽  
J. I. Murrillo -Álvarez ◽  
M. Muñoz -Ochoa ◽  
G. M. Molina -Salinas

In search of bioactive substances from Mexican marine organisms, crude ethanol-extract from the marine alga Codium amplivesiculatum was fractionated in chromatographic columns of silica gel at 60 Å (230-400 mesh) using solvent mixtures of increasing polarity. All the fractions were submitted to antibacterial assays. The major metabolite from an anti-tuberculosis fraction (MIC = 100 μg mL–1) was purified and identified as 1-octodecanol (1). The anti-tuberculosis activity was attributed to 1 with bases in previous reports. In addition, clerosterol (2) was obtained by crystallization from an active fraction against Staphylococcus aureus and Vibrio parahaemolyticus (MIC = 125 and 250 μg mL–1, respectively). Both structures were established by interpretation and comparison of infrared and 1H NMR spectroscopic data. In contrast with other studies, 2 showed a non-significant cytotoxicity against the cell line PC-3 (% GI = 21.05 ± 0.3 at 50 μg mL–1). To our knowledge, these metabolites are reported for the first time from C. amplivesiculatum, and this is one of very rare reports of saturated long-chain alcohols isolated from chlorophytes. Constituyentes químicos y bioactividad de Codium amplivesiculatum Con el propósito de descubrir sustancias bioactivas a partir de organismos marinos encontrados en México, se fraccionó el extracto crudo etanólico de Codium amplivesiculatum en columnas cromatográficas de sílica gel 60 Å (230-400 de malla) utilizando mezclas de solventes de polaridad creciente. Todas las fracciones se sometieron a ensayos antibacterianos. El principal metabolito de la fracción activa antituberculosis (MIC = 100 μg mL-1), fue purificado e identificado como 1-octodecanol (1). La actividad antituberculosis, basada en reportes previos, se atribuyó al compuesto 1. Además, se obtuvo clerosterol (2) por cristalización de una fracción activa frente a Staphylococcus aureus y Vibrio parahaemolyticus (MIC = 125 y 250 μg mL-1, respectivamente). Las dos estructuras fueron inferidas mediante interpretación y comparación de datos obtenidos por espectroscopía de IR-ATR y 1H RMN. En contraste con otros estudios, el compuesto 2 mostró una citotoxicidad no significativa contra la línea celular PC-3 (% IC = 21.05 ± 0.3 a 50 μg mL–1). Hasta donde sabemos, estos metabolitos se reportan por primera vez en C. amplivesiculatum y 1-octadecanol es un reporte muy raro de alcohol de cadena larga aislado de clorofitas.


1991 ◽  
Vol 46 (1-2) ◽  
pp. 12-18 ◽  
Author(s):  
Antonio G . González ◽  
Jaime Bermejo Barrera ◽  
Elsa Ma Rodríguez Pérez ◽  
Consuelo E. Hernández Padrón

Column chromatography of the acetone extract of the lichen Cladina macaronesica (Sephadex LH-20, silica gel and silver nitrate-im pregnated silica gel) afforded eight triterpenes identified by chemical and spectral m eans. α-Amyrenone, lupenone, taraxerol, taraxerone and /so-arborinol acetate were isolated for the first time from lichens and (-)-usnic acid and five mononuclear phenolic compounds were also obtained, four for the first time as natural products. The possible transformation of perlatolic acid into these phenolic compounds is briefly outlined.


Molekul ◽  
2021 ◽  
Vol 16 (1) ◽  
pp. 9
Author(s):  
Unang Supratman ◽  
Mohamad Fajar ◽  
Supriatno Salam ◽  
Rani Maharani ◽  
Desi Harneti ◽  
...  

Chisocheton balansae C.DC., is one of the Meliaceae family plants which is the endemic plants from Soputan Mountain, North Sulawesi, Indonesia. This study was aimed to determine the chemical structure of flavan-3-ol compounds from ethyl acetate extract of C. balansae C.DC stembark. Dried powder of C. balansae C.DC stem bark was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Four flavan-3-ol compounds, named catechin (1), epicatechin (2), epigallocatechin-3-O-gallate (3), and epicatechin-3-O-gallate (4) were successfully isolated from ethyl acetate extract. The chemical structure of these isolates was determined by spectroscopic methods (1H-NMR, 13C-NMR, DEPT, and 2D-NMR) and comparison with previous reported spectral data. These compounds are first time reported from this plant.


2011 ◽  
Vol 14 (2) ◽  
pp. 28-35
Author(s):  
Hao Xuan Bui ◽  
Duc Minh Nguyen ◽  
Quan Le Tran

From the methanol extract of the root of Streptocaulon juventas Merr, three cardenolide derivatives were isolated. Their strutures were determined by spectroscopic methods. This is the first time that (17α)-H-periplogenin-3-O-β-D-glucopyranosyl-(1–4)-2-O-acetyl-3-O-methyl-β- fucopyranoside (1) and periplogenin-3-O-β-cymaropyranosyl-(1®4)--glucopyranoside (2) were isolated from the root of S. juventas together with the known 17α-H-periplogenin-3-O-β- digitoxopyranosyl-(1®4)-O-β-glucopyranosyl-(1®6)-O-β-glucopyranoside (3).


2021 ◽  
Vol 21 (3) ◽  
pp. 699
Author(s):  
Sukee Sukdee ◽  
Puttinan Meepowpan ◽  
Narong Nantasaen ◽  
Siriporn Jungsuttiwong ◽  
Sarinya Hadsadee ◽  
...  

The genus Mitrephora has been investigated and its anti-inflammatory, anti-bacterial and anti-parasitical activities were examined along with its potential as an anti-cancer cell line and inhibitor for platelet aggregation. In this work, air-dried leaves and twigs of M. winitii were grounded and extracted with n-hexane, ethyl acetate and methanol, respectively. Chromatographic separations of these extracts led to the isolation of three known compounds and one new compound (compound 2). The chemical structures of these were identified using spectroscopic investigation of 1D- and 2D-NMR and the resulting data confirmed these as stigmasterol (1), (3,4-dimethoxyphenyl)(5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl)methanol (2), diayangambin (3), and methyl-L-inositol (4). The chemical constituents were reported the first time in M. winitii. Compound 2 showed anti-cancer cell lines with ED50 13.07 µg/mL against KB cells and then was tested for cytotoxicity against MCF-7 cells with ED50 11.77 µg/mL.


2019 ◽  
Vol 10 (1) ◽  
pp. 23
Author(s):  
Nor Aziyah Bakhari ◽  
Siti Nur Amirah Diana Fadzillah ◽  
Norain Isa

Tinospora crispa Miers (Menispermaceae) is a climbing vine with stems rich in warts. The plant is called Akar Seruntum or Patawali in Malaysia and is widely used for treating skin complaints, malaria, bacterial abscess, high blood pressure and diabetes. In the present study, the stems of T. crispa were collected from the locality and succesively extracted with petroleum ether, followed by chloroform and ethanol. The insecticidal active extract (ethanol extract) was  subjected to column chromatography of silica gel eluted with a gradient mobile phase containing hexane, chloroform and ethanol. Among the chemical constituents isolated are n-tetracosyl trans-ferulate and n-octacosyl alcohol, along with three known aporphine alkaloids; N-formylnornuciferine, N-acetylnornuciferine and lysicamine. All compounds were identified by comparing their spectroscopic data (UV, IR, 1H NMR, MS) with data from corresponding values in the literature. Isolation of n-tetracosyl trans-ferulate and n-octacosyl alcohol is reported the first time for T. crispa.


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