CYTOTOXIC COMPOUND FROM ETHYL ACETATE FRACTION OF Brucea javanica (L.) Merr FRUIT AGAINST HeLa CELL LINE

2015 ◽  
Vol 11 (1) ◽  
pp. 58
Author(s):  
Nurlina Nurlina ◽  
Ari Widiyantoro
Keyword(s):  
Ethyl Acetate ◽  
Amorphous Solid ◽  
Ethyl Acetate Fraction ◽  
Assay Method ◽  
Pure Compound ◽  
Brucea Javanica ◽  
H Nmr ◽  
Cytotoxic Compound ◽  
Related Compounds ◽  
C Nmr

<p>The pure compound relatively (85 mg) was isolated from 4.5 kg <em>Brucea javanica</em> (L.) Merr. fruits sample. It was obtained from ethyl acetate fraction as a red-brownish amorphous solid of melting point 202-206 <sup>o</sup>C. Phytochemical screening of isolate showed positive result of terpenoid group. Based on analysis by UV, IR,<sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectroscopy and by comparison with known related compounds, indicated that isolate is quassinoid compound named Picras 3- en- 21- oat acid, 15-(acetyloxy)-13,20- epoxy-3-(ß-D- glucopyranosyloxy)-11, 12- dihydroxy -2, 16- dioxo -, methyl ester. Cytotoxic test using MTT assay method showed that compound have IC<sub>50</sub> 9,7 µg/mL.</p>

scholarly journals CYTOTOXIC COMPOUND FROM ETHYL ACETATE FRACTION OF Brucea javanica (L.) Merr FRUIT AGAINST HeLa CELL LINE

2016 ◽  
Vol 11 (1) ◽  
pp. 58
Author(s):  
Nurlina Nurlina ◽  
Ari Widiyantoro
Keyword(s):  
Ethyl Acetate ◽  
Amorphous Solid ◽  
Ethyl Acetate Fraction ◽  
Assay Method ◽  
Pure Compound ◽  
Brucea Javanica ◽  
H Nmr ◽  
Cytotoxic Compound ◽  
Related Compounds ◽  
C Nmr

<p>The pure compound relatively (85 mg) was isolated from 4.5 kg <em>Brucea javanica</em> (L.) Merr. fruits sample. It was obtained from ethyl acetate fraction as a red-brownish amorphous solid of melting point 202-206 <sup>o</sup>C. Phytochemical screening of isolate showed positive result of terpenoid group. Based on analysis by UV, IR,<sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectroscopy and by comparison with known related compounds, indicated that isolate is quassinoid compound named Picras 3- en- 21- oat acid, 15-(acetyloxy)-13,20- epoxy-3-(ß-D- glucopyranosyloxy)-11, 12- dihydroxy -2, 16- dioxo -, methyl ester. Cytotoxic test using MTT assay method showed that compound have IC<sub>50</sub> 9,7 µg/mL.</p>

Synthesis and Structure Assignment of 2-(4-Methoxybenzyl)cyclohexyl β-D-Glucopyranoside Enantiomers

2006 ◽  
Vol 71 (10) ◽  
pp. 1470-1483 ◽  
Author(s):  
David Šaman ◽  
Pavel Kratina ◽  
Jitka Moravcová ◽  
Martina Wimmerová ◽  
Zdeněk Wimmer
Keyword(s):  
Analytical Data ◽  
Chiral Hplc ◽  
Nmr Analysis ◽  
Target Structure ◽  
Enantiomerically Pure ◽  
Whole Cells ◽  
H Nmr ◽  
Structure Assignment ◽  
Related Compounds ◽  
C Nmr

Glucosylation of the cis- and trans-isomers of 2-(4-methoxybenzyl)cyclohexan-1-ol (1a/1b, 2a/2b, 1a or 2a) was performed to prepare the corresponding alkyl β-D-glucopyranosides, mainly to get analytical data of pure enantiomers of the glucosides (3a-6b), required for subsequent investigations of related compounds with biological activity. One of the employed modifications of the Koenigs-Knorr synthesis resulted in achieving 85-95% yields of pure β-anomers 3a/3b, 4a/4b, 3a or 4a of protected intermediates, with several promoters and toluene as solvent, yielding finally the deprotected products 5a/5b, 6a/6b, 5a or 6a as pure β-anomers. To obtain enantiomerically pure β-anomers of the target structure (3a, 4a, 5a and 6a) for unambiguous structure assignment, an enzymic reduction of 2-(4-methoxybenzyl)cyclohexan-1-one by Saccharomyces cerevisiae whole cells was performed to get (1S,2S)- and (1S,2R)-enantiomers (1a and 2a) of 2-(4-methoxybenzyl)cyclohexan-1-ol. The opposite enantiomers of alkyl β-D-glucopyranosides (5b and 6b) were obtained by separation of the diastereoisomeric mixtures 5a/5b and 6a/6b by chiral HPLC. All stereoisomers of the products (3a-6b) were subjected to a detailed 1H NMR and 13C NMR analysis.

Anti-inflammatory activity of ethyl acetate fraction of the seeds of Brucea Javanica

2013 ◽  
Vol 147 (2) ◽  
pp. 442-446 ◽  
Author(s):  
Jianhong Yang ◽  
Shucai Li ◽  
Caifeng Xie ◽  
Haoyu Ye ◽  
Huan Tang ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Ethyl Acetate Fraction ◽  
Inflammatory Activity ◽  
Brucea Javanica ◽  
Anti Inflammatory

scholarly journals Synthesis of compounds related to the anti-migraine drug eletriptan hydrobromide

2012 ◽  
Vol 8 ◽  
pp. 1400-1405 ◽  
Author(s):  
Suri Babu Madasu ◽  
Nagaji Ambabhai Vekariya ◽  
M N V D Hari Kiran ◽  
Badarinadh Gupta ◽  
Aminul Islam ◽  
...  
Keyword(s):  
Mass Spectroscopy ◽  
Acute Treatment ◽  
Selective Serotonin ◽  
Spectroscopic Techniques ◽  
Active Pharmaceutical Ingredients ◽  
Pharmaceutical Ingredients ◽  
H Nmr ◽  
Related Compounds ◽  
C Nmr ◽  
Anti Migraine Drug

Eletriptan hydrobromide (1) is a selective serotonin (5-HT1) agonist, used for the acute treatment of the headache phase of migraine attacks. During the manufacture of eletriptan hydrobromide the formation of various impurities were observed and identified by LC–MS. To control the formation of these impurities during the preparation of active pharmaceutical ingredients, the structure of the impurities must be known. Major impurities of the eletriptan hydrobromide synthesis were prepared and characterized by using various spectroscopic techniques, i.e., mass spectroscopy, FTIR , 1H NMR, 13C NMR/DEPT, and further confirmed by co-injection in HPLC. The present study will be of great help in the synthesis of highly pure eletriptan hydrobromide related compounds.

Synthesis of Several Hydroxylated 23-(Benzimidazol-2-yl-, Benzoxazol-2-yl and Benzothiazol-2-yl)norcholanes and Some Related Compounds

1995 ◽  
Vol 60 (2) ◽  
pp. 257-275 ◽  
Author(s):  
Thi Thu Huong Nguyen ◽  
Jiří Urban ◽  
Eva Klinotová ◽  
Jan Sejbal ◽  
Jiří Protiva ◽  
...  
Keyword(s):  
Nmr Spectra ◽  
Succinic Anhydride ◽  
Benzimidazole Derivative ◽  
Acid Chlorides ◽  
H Nmr ◽  
Hydroxy Compounds ◽  
Related Compounds ◽  
Anti Hiv ◽  
C Nmr

The bile acids Ia - Id (lithocholic, chenodeoxycholic, deoxycholic, cholic) and their derivatives (O-acetylated acids and O-acetylated acid chlorides) reacted under various conditions with 1,2-diaminobenzene, 2-aminophenol and 2-aminothiophenol and afforded the title benzimidazoles II and VII, benzoxazoles V and benzothiazoles VI. Alkylation of the benzimidazole derivative IIa with 2-dimethylaminoethyl chloride resulted in 3α-hydroxy-23-[1-(2-dimethylaminoethyl)ben zimidazol-2-yl]- norcholane (IVa). The use of 1,2-diamino-4-methylbenzene enabled the preparation of 3α-acetoxy-23-[5(6)-methylbenzimidazol-2-y l]norcholane (VIII). Reactions of the 3α-hydroxy compounds IVa, Va and VIa with succinic anhydride resulted in the hemisuccinates IVi - VIi. The boric acid mediated condensation of O-acetyllithocholic acid (Ie) with 3,4-diaminopyridine gave compound X which was transformed to 3α-acetoxy-23-[1H-imidazo(4,5- c)pyridin-2-yl]norcholane (IX). The structure of the products was corroborated by the mass, IR, 1H NMR and 13C NMR spectra. Some of the compounds were tested for antileukemic and for the anti-HIV activity in vitro.

1,2-Bis(1-aryl-3-alkyltriazen-3-yl)ethanes and related compounds

1998 ◽  
Vol 76 (1) ◽  
pp. 125-135 ◽  
Author(s):  
Donald L Hooper ◽  
Ian R Pottie ◽  
Marc Vacheresse ◽  
Keith Vaughan
Keyword(s):  
Nmr Spectroscopy ◽  
Line Broadening ◽  
X Ray ◽  
X Ray Crystallography ◽  
H Nmr ◽  
Ir And Nmr Spectroscopy ◽  
Diazonium Coupling ◽  
Significant Line ◽  
Related Compounds ◽  
C Nmr

A series of novel bistriazenes, the 1,2-bis(1-aryl-3-methyltriazen-3-yl)ethanes, Ar-N T N-NMe-CH2CH2-NMe-N T N-Ar, have been synthesized by diazonium coupling with N,N'-dimethylethylenediamine. These bistriazenes are stable crystalline compounds and have been unequivocally characterized by IR and NMR spectroscopy (1H and 13C), and elemental analysis. The structures of two compounds in the series have been confirmed by X-ray crystallography. The 1H NMR spectra show significant line broadening of the N-methyl resonances arising from the restricted rotation around the N2-N3 bond of the triazene units. The presence of strongly electron-withdrawing groups on the aryl ring restricts the rotation to the point where the N-methyl signals of the rotamers are distinct even at room temperature; four resonances of the N-methyl signal are clearly evident and these can be assigned to the anti-anti, syn-syn, and syn-anti conformations of the bistriazene. Diazonium coupling with N,N'-diethylethylenediamine affords the N,N'-diethyl homologues of the bistriazenes, which have been similarly characterized. As model compounds to assist in spectroscopic analysis, a series of related triazenes, the 1-(1-aryl-3-methyltriazen-3-yl)-N,N-dimethyl-2-ethanamines, were prepared by diazonium coupling with N,N,N'-trimethylethylenediamine. These dialkyltriazenes exist mainly as oils, but characterization was achieved by IR, 1H NMR, and 13C NMR spectroscopy, also showing the presence of two rotamers in solution when strongly electron-withdrawing substituents are bonded to the aryl moiety.Key words: triazene, bistriazene, diazonium, ethylenediamine, molecular dynamics, NMR.

scholarly journals EURYCINOID: POTENSI RUMPUT GONG (EURYCAULON CINEREUM) KHAS BANGKA BELITUNG SEBAGAI KANDIDAT SENYAWA ANTIKANKER PAYUDARA BERBASIS BAHAN ALAM

Khazanah ◽  
2018 ◽  
Vol 10 (1) ◽  
Author(s):  
Dian Nida Salsabila ◽  
◽  
Asgar Purnama ◽  
Yoga Febriana ◽  
Hady Anshory ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Vero Cell ◽  
Cancer Cells ◽  
Breast Cancer Cells ◽  
Ethyl Acetate Fraction ◽  
T47d Cell ◽  
Assay Method ◽  
Cell Fractionation ◽  
Chemopreventive Agent ◽  
Vacuum Liquid Chromatography

Traditionally, some People from bangka belitung has consumed Eriocaulon cinereum R.Br as an anticancer drug. Aims of this study is to determine the potential of cytotoxicity of Fraction of Ethyl Acetate and Dichlorometane against T47D cell. Fractionation using Vacuum Liquid Chromatography (VLC) method. MTT assay method was used on evaluating the citotoxic activity. The fraction of dichloromethane performed high activity as a chemopreventive agent with IC50 score was 131,921 µg/ml to T47D and 413,042 µg/ml cells to vero cell whereas for ethyl acetate fraction performed lower activity as chemopreventive agent with IC50 score was 531,808 µg/ml to T47D and 679,114 µg/ml to vero cell). Phytochemical tests showed that the dichloromethane fraction contains phenolic, steroid and terpenoid compounds. While ethyl acetate fraction contains alkaloids, flavonoids and terpenoids. These compounds have activity on cancer cells through apoptotic mechanisms. The results showed the excellent potential of this plant in killing breast cancer cells.

THE IDENTIFICATION OF SECONDARY METABOLITE COMPOUNDS FROM ETHYL ACETATE FRACTION OF Dendropthoe falcata

2019 ◽  
Vol 24 (1) ◽  
pp. 13-20
Author(s):  
Astuti Lestari ◽  
Sri Atun
Keyword(s):  
Ethyl Acetate ◽  
Ethyl Acetate Fraction ◽  
Melia Azedarach ◽  
Pure Compound ◽  
Plant Parasite ◽  
Pure Compounds ◽  
Two Stages ◽  
Layer Chromatography ◽  
Chloroform Methanol

This study was aimed at identifying secondary metabolites of ethyl acetate fraction of Dendrophtoe falcata (L.f.) Ettingsh mindi plant parasite (Melia azedarach L.). This research was conducted by maceration method using ethanol solvent, partitioning sequentially with n-hexane, chloroform, and ethyl acetate. Ethyl acetate fraction was separated by gravity column chromatography (GCC) in two stages. Phase I GCC used n-hexane : ethyl acetate (9 : 1). Phase II GCC used chloroform : methanol (9 : 1) eluent to obtain one pure compound. Purity identification used thin layer chromatography. Characterization of pure compounds obtained was carried out using UV-Vis and IR. The results show that the isolated compounds maximum wavelengths are at 351.20, 262.60, and 207.20 nm which corresponded to the conjugated synamoyl, benzoyl and chromophore phenol. IR spectrum data shows the presence of O-H, C-H aliphatic, C = O carbonyl, C = C aromatic, and C-O. From these data, the isolated compounds show flavonoid type flavanols.IDENTIFIKASI SENYAWA METABOLIT SEKUNDER DARI FRAKSI ETIL ASETAT BATANG Dendropthoe falcata.Penelitian ini bertujuan untuk mengidentifikasi senyawa metabolit sekunder dari fraksi etil asetat batang Dendrophtoe falcata (L.f.) Ettingsh parasit tumbuhan mindi (Melia azedarach L.). Penelitian ini dilakukan dengan metode maserasi menggunakan pelarut etanol, partisi secara berurutan dengan n-heksana, kloroform, dan etil asetat. Fraksi etil asetat dipisahkan secara kromatografi kolom gravitasi (KKG) dalam dua tahap. KKG tahap I menggunakan eluen n-heksana : etil asetat (9 : 1). KKG tahap II menggunakan eluen kloroform : metanol (9 : 1) sehingga diperoleh satu senyawa murni. Identifikasi kemurnian menggunakan kromatografi lapis tipis. Karakterisasi senyawa murni yang diperoleh dilakukan menggunakan UV-Vis dan IR. Berdasarkan hasil analisis dengan spektrofotometer UV-Vis, senyawa hasil isolasi menunjukkan panjang gelombang maksimum pada 351,20; 262,60; dan 207,20 nm yang sesuai dengan gugus sinamoil, benzoil, dan kromofor fenol terkonjugasi. Data spektrum IR menunjukkan adanya ikatan O-H, C-H alifatik, C=O karbonil, C=C aromatik, dan C-O. Dari data tersebut, senyawa hasil isolasi menunjukkan golongan flavonoid jenis flavonol.

The reaction of chloro(triphenylphosphine)gold(I) with 1-methylthymine

1987 ◽  
Vol 65 (7) ◽  
pp. 1568-1575 ◽  
Author(s):  
R. Faggiani ◽  
H. E. Howard-Lock ◽  
C. J. L. Lock ◽  
M. A. Turner
Keyword(s):  
Aqueous Methanol ◽  
Orthorhombic Space Group ◽  
X Ray ◽  
X Ray Crystallography ◽  
H Nmr ◽  
Cell Dimensions ◽  
Cell Data ◽  
Unit Cell Data ◽  
Related Compounds ◽  
C Nmr

1-Methylthyminato-N3-triphenylphosphinegold(I) was prepared by reacting chloro(triphenylphosphine)gold(I) with 1-methylthymine in aqueous methanol at pH 11. The product was examined by X-ray crystallography and was found to have the orthorhombic space group C2221 (no. 20) with cell dimensions a = 12.760(7) Å, b = 11.530(2) Å, c = 31.893(5) Å, and eight formula units in the unit cell. Data were collected with use of MoKα radiation and a Syntex P21, diffractometer. The crystal structure was determined by standard methods and refined to R = 0.112 and Rw = 0.076 on the basis of 4760 unique reflections. Bond lengths and bond angles are normal. Packing in the crystal lattice is dominated by the triphenylphosphine rings which arrange roughly as blades of a propellor and are the source of the crystal's chirality. The title and related compounds were also examined by 1H nmr, 13C nmr, and vibrational spectroscopy.

scholarly journals Bioguided Fraction and Isolation of the Antitumor Components fromPhyllanthus niruriL.

2016 ◽  
Vol 2016 ◽  
pp. 1-7 ◽  
Author(s):  
Zhi-Zhong Zheng ◽  
Liang-Hua Chen ◽  
Shao-Song Liu ◽  
Yuan Deng ◽  
Guo-Hua Zheng ◽  
...  
Keyword(s):  
Antitumor Activity ◽  
Ethyl Acetate Fraction ◽  
2D Nmr ◽  
Phyllanthus Niruri ◽  
Lower Toxicity ◽  
H Nmr ◽  
Cytotoxicity Assays ◽  
Antitumor Potential ◽  
Maximum Content ◽  
C Nmr

Phyllanthus niruriL., a well-known medicinal plant, has been used as a folk antitumor remedy in the worldwide scale. However, the antitumor components inP. nirurihave not been reported. In order to verify the antitumor components ofP. niruriand the plants which have the high content of these components, we isolated the antitumor components with bioguided fraction and isolation, by different chromatographic methods from the ethyl acetate fraction ofP. niruri., and identified them as ethyl brevifolincarboxylate and corilagin by1H-NMR,13C-NMR, 2D-NMR, and mass spectrometric analyses. Cell cytotoxicity assays showed that corilagin has broad-spectrum antitumor activity, a better antitumor potential, and lower toxicity in normal cells. Besides, the coefficient of drug interaction (CDI) of 10 μM corilagin and 20 μM cDDP reached up to 0.77, which means corilagin can promote the antitumor activity of cDDP. Furthermore, by the extensive screening among 10 species of plants reported to contain corilagin, we found thatDimocarpus longanLour. has the maximum content of corilagin. In conclusion, corilagin is the major active antitumor composition inP. niruri.L. on HCC cells and has high content inD. longan.

Sign in / Sign up

Export Citation Format

Share Document