scholarly journals Cytotoxicity of Aporphine, Protoberberine, and Protopine Alkaloids fromDicranostigma leptopodum(Maxim.) Fedde

2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Ruiqi Sun ◽  
Haiyan Jiang ◽  
Wenjuan Zhang ◽  
Kai Yang ◽  
Chengfang Wang ◽  
...  
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Spectroscopic Data ◽  
Chemical Structures

Nine alkaloids with three different structural skeletons were isolated fromDicranostigma leptopodum(Maxim.) Fedde (Papaveraceae) by repeated silica gel column chromatography. Their chemical structures were identified on the basic of physicochemical and spectroscopic data. Among them, 10-O-methylhernovine (1), nantenine (2), corytuberine (3), lagesianine A (4), and dihydrocryptopine (9) were first isolated from this plant. With a series of cytotoxic tests, compounds2,3, and7displayed cytotoxicity against SMMC-7721 with IC50values of 70.08 ± 4.63, 73.22 ± 2.35, and 27.77 ± 2.29μM, respectively.

Iridoids from the stems of Viburnum erosum

Holzforschung ◽  
2014 ◽  
Vol 68 (7) ◽  
pp. 761-767 ◽  
Author(s):  
Seo-Ji In ◽  
Kyeong-Hwa Seo ◽  
Na-Young Song ◽  
Myoung-Chong Song ◽  
Eun-Mi An ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Ethyl Acetate ◽  
Silica Gel ◽  
Column Chromatography ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Butyl Alcohol ◽  
Chemical Structures ◽  
Etoac Fraction ◽  
C Nmr

Abstract Two new iridoids were isolated and identified to three known ones, namely, loganic acid (2), sweroside (3), and 7-O-tigloylsecologanol (4), from the stems of Viburnum erosum. Dried stems of V. erosum were extracted with 80% methanol (MeOH), and the concentrated extract was partitioned successively with ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH), and H2O. Five compounds were isolated after repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatography of the EtOAc fraction. The chemical structures of the compounds were determined based on spectroscopic data from 1H- and 13C-NMR, DEPT, and 2D-NMR (gCOSY, gHSQC, gHMBC) data. The new iridoids were identified as 3,7-dihydroxy-8-methyl-cyclopenta[c]pyran-4-carboxylic acid (1) and rel-(1S,5R,9S)-9-ethenyl-1-(β-D-glucopyrinosyloxy)-5,9-dihydro-5-{2-[(2-methylbut-2-enoyl)oxy]ethyl}-1H-pyran-4-carboxylic acid (5) and named viburnin and epi-7-O-tigloylsecologanolic acid, respectively. This is the first report of the isolation of these five iridoids from V. erosum.

scholarly journals Chemical Constituents of the Insecticidal Active Extract of Tinospora crispa

2019 ◽  
Vol 10 (1) ◽  
pp. 23
Author(s):  
Nor Aziyah Bakhari ◽  
Siti Nur Amirah Diana Fadzillah ◽  
Norain Isa
Keyword(s):  
Blood Pressure ◽  
Petroleum Ether ◽  
Silica Gel ◽  
1H Nmr ◽  
Column Chromatography ◽  
Mobile Phase ◽  
Spectroscopic Data ◽  
Chemical Constituents ◽  
Ethanol Extract ◽  
First Time

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.

scholarly journals Systematic Separation and Purification of Alkaloids from Euchresta tubulosa Dunn. by Various Chromatographic Methods

Processes ◽  
2019 ◽  
Vol 7 (12) ◽  
pp. 924
Author(s):  
Wei-Xin Li ◽  
Huan Wang ◽  
Ai-Wen Dong
Keyword(s):  
Natural Products ◽  
Silica Gel ◽  
Column Chromatography ◽  
High Speed ◽  
High Performance ◽  
Ionization Mass ◽  
Separation And Purification ◽  
Two Phase ◽  
Rapid Separation ◽  
Chemical Structures

High-speed countercurrent chromatography (HSCCC) and silica gel column chromatography were used to separate and purify alkaloids from Chinese herbal medicine Euchresta tubulosa Dunn. The purpose of this study is to provide a system mode for rapid separation of alkaloids from natural products. In the experiment, the eluent of silica gel column chromatography was screened by thin layer chromatography (TLC) to obtain four components with different polarity. Then, the two-phase solvent systems of different components were selected and purified by HSCCC. Four alkaloids with relatively high content were obtained by this mode successfully, including matrine (28 mg), oxymatrine (32 mg), N-formyl cytisine (24 mg), and cytisine (58 mg). The purity was higher than 91% by high performance liquid chromatography–ultraviolet (HPLC-UV) and their chemical structures were identified by nuclear magnetic resonance (NMR) and electron ionization mass spectrometry (EI-MS). The results showed that the combination of HSCCC and silica gel column chromatography could make alkaloids from natural products separate systematically.

scholarly journals New dibenzocyclooctadiene lignan from Schisandra chinensis (Turcz.) Baill. fruits

2021 ◽  
Vol 64 (1) ◽  
Author(s):  
Trong Nguyen Nguyen ◽  
Yeong-Geun Lee ◽  
Hyoung-Geun Kim ◽  
Dahye Yoon ◽  
Jin Tae Jeong ◽  
...  
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Absolute Configuration ◽  
Preparative Hplc ◽  
Schisandra Chinensis ◽  
Axial Chirality ◽  
Chemical Structures ◽  
Data Analyses ◽  
Nmr Data ◽  
Hplc Column

AbstractRepeated column chromatography using Sephadex LH-20, silica gel (SiO2), and octadecyl SiO2 (ODS) as well as preparative HPLC column chromatography led to isolation of a new dibenzocyclooctadiene lignan along with four known ones, gomisin L2 (1), L1 (2), M1 (3), and M2 (4). Their chemical structures were fixed based on MS, IR, and NMR data analyses. In addition, the stereochemistry of atropisomers, the absolute configuration of the axial chirality in a biphenyl structure, was confirmed by a CD experiment. The new lignan was named gomisin M3 (5).

scholarly journals Triterpenoids from the wood of Willughbeia cochinchinensis

2018 ◽  
Vol 1 (T5) ◽  
pp. 137-142
Author(s):  
Linh Thi My Lam ◽  
Phu Hoang Dang ◽  
Hai Xuan Nguyen ◽  
Nhan Trung Nguyen ◽  
Mai Thi Thanh Nguyen
Keyword(s):  
Thin Layer ◽  
Ethyl Acetate ◽  
Thin Layer Chromatography ◽  
Silica Gel ◽  
Column Chromatography ◽  
Normal Phase ◽  
Reverse Phase ◽  
Chemical Structures ◽  
First Time ◽  
Layer Chromatography

From the wood of n-hexane extract of Willughbeia cochinchinensis, perform column chromatography on a normal phase silica gel with n-hexane: ethyl acetate obtained in 8 fractions. From GD-D and GD-F fractions, multiple column chromatography on silica gel was performed in combination with normal and reverse phase thin-layer chromatography, four triterpene compounds as epifriedelanol (1), taraxeryl acetate (2), ambolic acid (3) and α- amyrin (4) were isolated. Their chemical structures were determined by spectrocopic methods as well as comparing with data in the literature. These compounds were isolated for the first time from Willughbeia cochinchinensis.

New diarylpropanoids from Lindera glauca Bl. heartwood

Holzforschung ◽  
2012 ◽  
Vol 66 (5) ◽  
pp. 585-590 ◽  
Author(s):  
Gyu-Won Huh ◽  
Ji-Hae Park ◽  
Sabina Shrestha ◽  
Youn-Hyung Lee ◽  
Eun-Mi Ahn ◽  
...  
Keyword(s):  
Silica Gel ◽  
Spectroscopic Data ◽  
Room Temperature ◽  
Fast Atom Bombardment ◽  
Methanolic Extract ◽  
Aqueous Methanol ◽  
Chemical Structures ◽  
Octadecyl Silica Gel ◽  
Etoac Fraction ◽  
First Time

Abstract From the heartwood of Lindera glauca Blume three new diarylpropanoids have been isolated and identified, which were named lindeglaucol, lindeglaucone, and lindeglaucoside A. Chipped heartwood was extracted repeatedly with 80% aqueous methanol (MeOH) at room temperature, and the concentrated methanolic extract was successively partitioned with ethyl acetate (EtOAc), n-butanol, and H2O. From the EtOAc fraction, three new diarylpropanoids and a known chalconoid were isolated through repeated column chromatography with silica gel, octadecyl silica gel, and Sephadex LH-20. The chemical structures of the compounds were elucidated by interpretation of extensive spectroscopic data such as nuclear magnetic resonance, fast atom bombardment mass spectroscopy, and infrared. In addition, a known chalconoid, cilicicone B, was isolated for the first time from the heartwood of L. glauca.

scholarly journals Studies on the chemical compositions of Hyptis suaveolens (L.) Poit

2019 ◽  
Vol 84 (3) ◽  
pp. 245-252 ◽  
Author(s):  
Gengqiu Tang ◽  
Xile Liu ◽  
Xue Gong ◽  
Xiaojing Lin ◽  
Xiudi Lai ◽  
...  
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Scientific Basis ◽  
Chemical Compositions ◽  
Preparative Hplc ◽  
Chemical Structures ◽  
Aerial Parts ◽  
Medicinal Value ◽  
Hyptis Suaveolens ◽  
First Time

This study aimed at identifying the chemical compounds isolated from the aerial parts and roots of Hyptis suaveolens (L.) Poit. The compounds were isolated and purified by a combination of various chromatographic techniques including silica gel column chromatography, silica gel reverse phase column chromatography, Sephadex LH-20 gel column chromatography, semi-preparative HPLC and recrystallization. The chemical structures were analyzed and elucidated based on physiochemical properties and spectroscopic analysis. From the aerial parts of H. suaveolens, eight compounds were isolated and identified as quercetin 3-O-?-D-glucopyranoside (1), apigenin (2), sorbifolin (3), quercetin (4), kaempferol (5), genkwanin (6), rosmarinic acid (7) and methyl rosmarinate (8). Two compounds were isolated from the roots of H. suaveolens and identified as podophyllotoxin (9) and picropodophyllotoxin (10). Compounds 2?6 were isolated from H. suaveolens for the first time while compound 10 was isolated from the genus of Hyptis for the first time. The results of this study provided a scientific basis for the development of the medicinal value of H. suaveolens and have important theoretical significance for the chemical utilization of H. suaveolens resources.

scholarly journals Two Limonoids from The Seeds of Chisocheton Macrophyllus and Their Cytotoxic Activity Against Mcf-7 Breast Cancer Cells

Molekul ◽  
2021 ◽  
Vol 16 (2) ◽  
pp. 117
Author(s):  
Intan Rahmayanti ◽  
Nurlelasari Nurlelasari ◽  
Desi Harneti ◽  
Rani Maharani ◽  
Darwati Darwati ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Ethyl Acetate ◽  
Cytotoxic Activity ◽  
Cancer Cells ◽  
Silica Gel ◽  
Column Chromatography ◽  
Breast Cancer Cells ◽  
Chemical Structures ◽  
Fraction H ◽  
Mcf 7

Limonoids (tetranortriterpenoids) are triterpenoid compounds that lose four terminals in their structural framework. These compounds have a wide variety of structures and interesting activities including anti-inflammatory, anti-cancer, anti-tumor and anti-malarial properties. The purpose of this study was to find limonoid compounds from the Indonesian Chisocheton plant, and one of which is Chisocheton macrophyllus. The dried and powdered seeds of C. macrophyllus (4.5 kg) were extracted with methanol and partitioned successively with n-hexane, ethyl acetate and n-butanol. Evaporation of each extract resulted in the crude extracts of n-hexane (346.6 g), ethyl acetate (60.8 g) and n-butanol (14.6 g). The n-hexane fraction was subjected to a silica gel vacuum-liquid chromatography (VLC) column packed with silica gel 60 using gradient of n-hexane, ethyl acetate and methanol (10% stepwise) to afford thirteen fractions (A-M). Fraction F (4.4 g) was subjected to silica gel column chromatography using gradient of n-hexane and ethyl acetate (5% stepwise). Subfraction F5 (1.2 g) was chromatographed on a column of silica gel eluted with n-hexane: CH2Cl2: EtOAc (2:7.5:0.5) to give compound 1 (19.7 mg) and fraction H (1.8 g) was subjected to silica gel column chromatography using gradient of n-hexane and ethyl acetate (5% stepwise) as eluting solvent to give 2 (12.0 mg). Chemical structures of 1 and 2 were elucidated by spectroscopic methods and determined as 6α-acetoxyepoxyazadiradione (1) and Dysobinin(2). Dysobinin (2) showed weak cytotoxic activity against MCF-7 breast cancer cells with an IC50 value of 228.15 μM

scholarly journals Three New Phthalide Glycosides from the Rhizomes of Cnidium officinale and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7034
Author(s):  
Hyoung-Geun Kim ◽  
Seon Min Oh ◽  
Na Woo Kim ◽  
Ji Heon Shim ◽  
Youn Hee Nam ◽  
...  
Keyword(s):  
Circular Dichroism ◽  
Column Chromatography ◽  
Hair Cells ◽  
Spectroscopic Data ◽  
Recovery Effect ◽  
Active Fraction ◽  
Chemical Structures ◽  
Cnidium Officinale ◽  
Circular Dichroïsm

The extract from Cnidium officinale rhizomes was shown in a prior experiment to markedly recover otic hair cells in zebrafish damaged by neomycin. The current study was brought about to identify the principal metabolite. Column chromatography using octadecyl SiO2 and SiO2 was performed to isolate the major metabolites from the active fraction. The chemical structures were resolved on the basis of spectroscopic data, including NMR, IR, MS, and circular dichroism (CD) data. The isolated phthalide glycosides were assessed for their recovery effect on damaged otic hair cells in neomycin-treated zebrafish. Three new phthalide glycosides were isolated, and their chemical structures, including stereochemical characteristics, were determined. Two glycosides (0.1 μM) showed a recovery effect (p < 0.01) on otic hair cells in zebrafish affected by neomycin ototoxicity. Repeated column chromatography led to the isolation of three new phthalide glycosides, named ligusticosides C (1), D (2), and E (3). Ligusticoside C and ligusticoside E recovered damaged otic hair cells in zebrafish.

scholarly journals Bioactive Compounds of the Volatile Oil of Dracocephalum kotschyi

2007 ◽  
Vol 62 (11-12) ◽  
pp. 793-796 ◽  
Author(s):  
Soodabeh Saeidnia ◽  
Ahmad Reza Gohari ◽  
Abbas Hadjiakhoondi ◽  
Abbas Shafiee
Keyword(s):  
Silica Gel ◽  
Bioactive Compounds ◽  
Column Chromatography ◽  
Spectroscopic Data ◽  
Volatile Oil ◽  
Biologically Active ◽  
Trypanocidal Activity ◽  
H Nmr ◽  
Dracocephalum Kotschyi ◽  
C Nmr

Trypanocidal activity was found in the volatile oil of dried Dracocephalum kotschyi. GCMS analysis determined that the major constituents of the oil were geranial (35.8%), C10H14O (26.6%), limonene (15.8%) and 1,1-dimethoxy decane (14.5%). In order to isolate the unknown biologically active monoterpene, fractionation of the volatile oil was carried out by silica gel column chromatography. The structure of the oxygenated compound was confirmed to be limonene-10-al (C10H14O) by analysis of physical and spectroscopic data (1H NMR, 13C NMR, HMBC and HMQC).

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