Chemical constituents and anti Helicobacter pylori effect of ethyl acetate fraction from Sanchezia nobilis Hook.F

The leaves of Sanchezia Nobilis Hook. F grown in Vietnam are extracted with ethanol then distilled for ethanol retrievement under low pressure. The ethanol concentrate was shaken with n-hexane, then stirred with ethyl acetate and concentrated fractions were obtained. From the high ethyl acetate fraction, four compounds were isolated by normal phase and reversed-phase column chromatography. Their structures were determined by spectral analysis, including 1D and 2D NMR techniques (1H, 13C, DEPT, COZY, HSQC, HMBC and NOESY), High Resolution - Electrochewmical Ionization - Mass Spectroscopy (HR-ESI-MS), and identified by comparing with the recorded data. Among the isolated compounds, compound 2 (13-O-acetylfawcettimine) was first time isolated from nature; and mixture 1 (Fawcettidin), 3 (Apigenin) and 4 (Kaempferol) were first time isolated from the Sanchezia genus. The high ethyl acetate fraction of Sanchezia Nobilis Hook. F leaves were then evaluated for the anti-Helicobacter pylori (anti-HP) effect by determining the minimum inhibitory concentration method (MIC), which showed a good inhibitory, dose−dependent effect on Helicobacter pylori. The ethyl acetate fraction at 1/8 dilution showed a complete inhibitory effect on Helicobacter pylori for as long as 24 hours. At 1/128 dilution, the fraction only showed good results on inhibition after 24 hours.

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CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF URENA LOBATA (L.) OF VIETNAM

Vietnam Journal of Science and Technology ◽

10.15625/2525-2518/57/2/13019 ◽

2019 ◽

Vol 57 (2) ◽

pp. 162

Author(s):

Quan Minh Pham ◽

Hoai Van Thi Tran ◽

Lam Tien Do ◽

Phuong Lan Doan ◽

Inh Thi Cam ◽

...

Keyword(s):

Mental Disorders ◽

Ethyl Acetate ◽

Ethyl Acetate Extract ◽

Chemical Constituents ◽

2D Nmr ◽

Spectroscopic Methods ◽

Tree Roots ◽

Chemical Structures ◽

Phytochemical Investigation ◽

First Time

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.

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Identification of Biflavones in Ethyl Acetate Fraction from Ethanol Extract of Selaginella doederleinii Hieron

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.550-553.1862 ◽

2012 ◽

Vol 550-553 ◽

pp. 1862-1865

Author(s):

Yan Zhang ◽

Li Yang ◽

Lin Wang

Keyword(s):

Physicochemical Properties ◽

Ethyl Acetate ◽

Dimethyl Ether ◽

Spectroscopic Data ◽

Chemical Constituents ◽

Ethanol Extract ◽

Ethyl Acetate Fraction ◽

Chemical Structures ◽

Trimethyl Ether ◽

First Time

The chemical constituents were isolated from the ethyl acetate fraction from ethanol extract of Selaginella doederleinii Hieron by column chromatography on silica gel and Sephadex LH-20. The chemical structures of six biflavones were elucidated on the basis of physicochemical properties and spectroscopic data as amentoflavone (1), robustaflavone 7,4',7''-o-trimethyl ether (2), heveaflavone (3), podocarpusflavone A (4), robustaflavone 4',4'''-o-dimethyl ether (5) and robustaflavone 4'-o-methyl ether (6). Biflavones 2, 4 and 5 were obtained from Selaginella doederleinii Hieron for the first time.

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Chemical Constituents and Biological Activities of Senecio aegyptius var. discoideus Boiss

Zeitschrift für Naturforschung C ◽

10.1515/znc-2012-3-406 ◽

2012 ◽

Vol 67 (3-4) ◽

pp. 144-150 ◽

Cited By ~ 2

Author(s):

Wafaa Hassan ◽

Amal Gendy ◽

Hanan Al-youssef ◽

Assem El-Shazely

Keyword(s):

Ethyl Acetate ◽

Biological Activities ◽

Chemical Constituents ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Ethyl Acetate Fraction ◽

2D Nmr ◽

Alcoholic Extract ◽

Total Extract ◽

Chemical Structures

1A new eremophilane sesquiterpene, 1-β-hydroxy-8-oxoeremophila-7,9-dien-12-oic acid (), in addition to two known fl avonol glycosides, rutin (2) and quercetin-3-O-glucoside- 7-O-rutinoside (3), was isolated from the ethyl acetate fraction obtained from the aqueous alcoholic extract of the aerial parts of Senecio aegyptius var. discoideus Boiss. (family Asteraceae). The chemical structures of the isolated compounds were established by 1D and 2D NMR analysis (1H, 13C, COSY, HMQC, HMBC), MS and UV data, and through comparison with the literature. The ethyl acetate fraction and the isolated rutin showed significant cytotoxic activity against colorectal carcinoma (HCT 116) and to less extent against brain (U 251) and breast carcinoma (MCF 7). The ethyl acetate fraction showed a significant level of activity against Klebsiella pneumoniae, while the total extract showed the best antifungal activity against Candida albicans and Saccharomyces cerevisiae. DPPH radical scavenging activity of the ethyl acetate fraction was significant (96.7%) when compared to ascorbic acid. It also showed anti-inflammatory activity but no diuretic effect

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CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF DESMODIUM GANGETICUM (L.) DC. OF VIETNAM

Vietnam Journal of Science and Technology ◽

10.15625/2525-2518/57/1/12758 ◽

2019 ◽

Vol 57 (1) ◽

pp. 1

Author(s):

Le Minh Ha ◽

Ngo Thi Phuong ◽

Do Thi Thanh Huyen ◽

Duong Bich Ngoc ◽

Nguyen Minh Nguyet ◽

...

Keyword(s):

Ethyl Acetate ◽

Nmr Spectra ◽

Ethyl Acetate Extract ◽

Chemical Constituents ◽

2D Nmr ◽

2D Nmr Spectra ◽

First Time

From the ethyl acetate extract of the leaves of Desmodium gangeticum collected in Me Linh, Ha Noi, we isolated 5 compounds including luteolin (1), luteolin tetramethyl ether (2), N,N-dimethyl tetradecane-1-amin (3), D-pinitol (4) and stigmasterol (5). In which, luteolin (1) was isolated from Desmodium gangeticum for the first time, luteolin tetramethyl ether (2) and N,N-dimethyl tetradecane-1-amin (3) were first isolated from genus Desmodium. Their structures were determined by 1D and 2D NMR spectra.

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Chemical Constituents and Antibacterial Activity of Cissus Aralioides.

Letters in Organic Chemistry ◽

10.2174/1570178617999200609130127 ◽

2020 ◽

Vol 17 ◽

Author(s):

Balogun Olaoye Solomon ◽

Ajayi Olukayode Solomon ◽

Owolabi Temitayo Abidemi ◽

Oladimeji Abdulkarbir Oladele ◽

Liu Zhiqiang

Keyword(s):

Plant Extract ◽

Chemical Constituents ◽

Ethyl Acetate Fraction ◽

Antibacterial Activities ◽

Sub Saharan Africa ◽

Chromatographic Purification ◽

Whole Plant ◽

Sub Saharan ◽

First Time

: Cissus aralioides is a medicinal plant used in sub-Saharan Africa for treatment of infectious diseases; however the chemical constituents of the plant have not been investigated. Thus, in this study, attempt was made at identifying predominant phytochemical constituents of the plant through chromatographic purification and silylation of the plant extract, and subsequent characterization using spectroscopic and GC-MS techniques. The minimum inhibitory concentration (MICs) for the antibacterial activities of the plant extract, chromatographic fractions and isolated compounds were also examined. Chromatographic purification of the ethyl acetate fraction from the whole plant afforded three compounds: β-sitosterol (1), stigmasterol (2) and friedelin (3). The phytosterols (1 and 2) were obtained together as a mixture. The GC-MS analysis of silylated extract indicated alcohols, fatty acids and sugars as predominant classes, with composition of 24.62, 36.90 and 26.52% respectively. Results of MICs indicated that friedelin and other chromatographic fractions had values (0.0626-1.0 mg/mL) comparable with the standard antibiotics used. Characterization of natural products from C. aralioides is being reported for the first time in this study.

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Chemical Constituents of the Marine Sponge Aaptos aaptos (Schmidt, 1864) and Their Cytotoxic Activity

Natural Product Communications ◽

10.1177/1934578x21993345 ◽

2021 ◽

Vol 16 (2) ◽

pp. 1934578X2199334

Author(s):

Do Thi Trang ◽

Bui Huu Tai ◽

Dan Thuy Hang ◽

Pham Hai Yen ◽

Phan Thi Thanh Huong ◽

...

Keyword(s):

Cytotoxic Activity ◽

Spectral Data ◽

Absolute Configuration ◽

Marine Sponge ◽

Chemical Constituents ◽

2D Nmr ◽

Extensive Analysis ◽

First Time ◽

Tddft Method ◽

Mcf 7

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.

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PHYTOCHEMICAL SCREENING AND BIOLOGICAL EVALUATION OF DYPSIS LEPTOCHEILOS LEAVES EXTRACT AND MOLECULAR DOCKING STUDY OF THE ISOLATED COMPOUNDS

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2020v12i11.39481 ◽

2020 ◽

pp. 106-113

Author(s):

HAITHAM ALI IBRAHIM ◽

FATEHIA SAYED ELSHARAWY ◽

MAHMMOUD ELHASSAB ◽

SAMAH SHABANA ◽

EMAN GABER HAGGAG

Keyword(s):

Antioxidant Activity ◽

Phenolic Compounds ◽

Ethyl Acetate ◽

Chromatographic Separation ◽

Ethyl Acetate Fraction ◽

Docking Study ◽

Separation Techniques ◽

Reference Drug ◽

First Time ◽

Mcf 7

Objective: phytochemical investigation of the ethyl acetate fraction (EAF) of 80% aqueous methanol extract (AME) of Dypsis leptocheilos leaves, in addition to evaluation of the antioxidant, cytotoxic and antimicrobial activities of the AME and EAF. Docking was used to predict and understand cytotoxicity of the isolated compounds. Methods: The ethyl acetate fraction (EAF) of Dypsis leptocheilos leaves was subjected to different chromatographic separation techniques. Structures of the isolated compounds were established by different spectroscopic techniques (1H/13C NMR). Antioxidant activity was evaluated by DPPH assay, while cytotoxicity was evaluated by MTT cell viability assay. Antimicrobial activity was evaluated by agar diffusion method. The docking study was conducted using Auto Dock Vina; the estrogen receptor (PDB 5t92) was used as a receptor for the docking. Results: Chromatographic separation techniques were led to the isolation of five phenolic compounds; these compounds were identified to be apigenin 8-C-β-D-glucopyranoside (Vitexin) (1), apigenin 6-C-β-D-glucopyranoside (Isovitexin) (2), luteolin 7-O-β-D-glucopyranoside (3), luteolin 8-C-β-D-glucopyranoside (Orientin) (4), luteolin 6-C-β-D-glucopyranoside (Isoorientin) (5). They were isolated and identified for the first time from this plant species. The AME and EAF showed moderate activity against Gram positive and Gram negatvie bacteria, while both of them showed similar and powerful antioxidant activity with SC50 = 12.8±0.56 µg/ml and SC50 = 17±0.77 µg/ml respectively, compared to ascorbic (reference drug) SC50 = 14.2±0.35 µg/ml. The EAF showed higher cytotoxic activity on the MCF-7 cells (human breast cancer cell line), with IC50 = 12.3 ± 1.82 µg/ml, compared to Vinblastine Sulfate (reference drug). All isolated compounds showed good binding affinity to the estrogen receptors existed in the MCF-7 cell. Conclusion: Five phenolic compounds were isolated for the first time from the EAF of Dypsis leptocheilos leaves. The AME and EAF extracts showed variable antioxidant, antimicrobial and cytotoxic activities.

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Conjugated Polyene Ketones From the Marine Sponge Clathria (Thalysias) Reinwardti (Vosmaer, 1880) and Their Cytotoxic Activity

Natural Product Communications ◽

10.1177/1934578x211043732 ◽

2021 ◽

Vol 16 (9) ◽

pp. 1934578X2110437

Author(s):

Bui H. Tai ◽

Dan T. Hang ◽

Do T. Trang ◽

Pham H. Yen ◽

Phan T. T. Huong ◽

...

Keyword(s):

Cytotoxic Activity ◽

Marine Sponge ◽

Human Cancer ◽

2D Nmr ◽

Ionization Mass ◽

Hep G2 ◽

Human Cancer Cells ◽

Resolution Electron ◽

New Compounds ◽

First Time

Five conjugated polyene ketones (1-5) were isolated from the methanol extract of the marine sponge Clathria ( Thalysias) reinwardti (Vosmaer, 1880) living in the coastal waters of Vietnam. Their structures were determined to be 8-(2′,3′,4′-trimethylphenyl)-6-methyl-oct-3( E),5( E),7( E)-trien-2-one (1), 13-apoastaxanthinone (2), 9-apoastaxanthinone (3), 2,3-dehydro-4-oxo- β-ionone (4), and 4-(2′,3′,4′-trimethylphenyl)-but-3( E)-en-2-one (5), by extensive analysis of high-resolution electron spray ionization mass spectrum (HR-ESI-MS), one-dimensional, and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, as well as by comparison of the spectral data with those reported in the literature. Compound 1 was new, compounds 2 to 4 were isolated from nature for the first time, and the chemical structure as well as the NMR assignments, of 5 were indicated by 2D NMR for the first time. Additionally, compound 5 exhibited cytotoxic activity against the human cancer cells SK-LU-1, SK-Mel-2, MCF-7, and Hep-G2 with half-minimal inhibitory concentration (IC50) values of 15.12 ± 3.43, 17.41 ± 2.83, 33.12 ± 3.39, and 34.38 ± 3.52 µM, respectively, but displayed only a weak cytotoxic effect on the normal HEK-239A cells (IC50 64.67 ± 3.67 µM). Compound 5 also significantly increased Caspase-3 activity in SK-LU-1 cells at concentrations of 10, 15, and 20 µM.

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Analysis of Major Chemical Constituents in Luan-Pao-Prescription Using Liquid Chromatography Coupled with Electrospray Ionization Mass Spectrometry

Natural Product Communications ◽

10.1177/1934578x0800300507 ◽

2008 ◽

Vol 3 (5) ◽

pp. 1934578X0800300

Author(s):

Jin-qiang Zhang ◽

Min Yang ◽

Bao-hong Jiang ◽

Hui-lian Huang ◽

Guang-tong Chen ◽

...

Keyword(s):

Mass Spectrometry ◽

Liquid Chromatography ◽

Electrospray Ionization ◽

Chemical Constituents ◽

Negative Ion ◽

Female Sterility ◽

Ionization Mass ◽

Chinese Herbal ◽

Major Chemical ◽

First Time

Luan-Pao-Prescription is a famous Chinese herbal formula, which is commonly used for the treatment of female sterility in clinical practice in China. In the present paper, a reliable method based on liquid chromatography coupled with electrospray ionization tandem mass spectrometry in both positive and negative ion modes has been established for the analysis of major chemical constituents in Luan-Pao-Prescription. A total of 34 compounds were either identified or tentatively characterized. These compounds include flavonoids, anthraquinones, iridoids, xanthones and organic acids. Flavonoids were the major constituents of the formula. The results profiled the chemical composition of Luan-Pao-Prescription comprehensively for the first time.

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