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 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.

A Cytotoxic Natural Product from Patrinia villosa Juss

2019 ◽  
Vol 19 (11) ◽  
pp. 1399-1404 ◽  
Author(s):  
Yangcheng Liu ◽  
Wei Liu ◽  
Changlan Chen ◽  
Zheng Xiang ◽  
Hongwei Liu
Keyword(s):  
Cell Cycle ◽  
Cell Lines ◽  
Silica Gel ◽  
Column Chromatography ◽  
Bioactive Compound ◽  
Antitumor Agent ◽  
2D Nmr ◽  
Preparative Hplc ◽  
Dependent Manner ◽  
2D Nmr Spectra

Background and Purpose:: Patrinia villosa Juss is an important Chinese herbal medicine widely used for thousands of years, but few reports on the ingredients of the herb have been presented. In this study, we aim to isolate the bioactive compound from the plant. Material and Methods:: The air-dried leaves of P. villosa (15kg) were extracted three times with 70% EtOH under reflux. The condensed extract was suspended in H2O and partitioned with light petroleum, dichloromethane and n-BuOH. The dichloromethane portion was then subjected to normal-phase silica gel column chromatography, ODS silica gel column chromatography and semi-preparative HPLC to yield compound 1. Cytotoxicities of 1 were assayed on HepG2, A549 and A2780 cell lines. The mechanism of apoptosis and cell cycle on A549 was confirmed subsequently. Results: A new impecylone (Impecylone A) was isolated from the leaves of Patrinia villosa Juss, and its structures were established using 1D, 2D-NMR spectra and HR-ESI-MS. Impecylone A could selectivity inhibit HepG2 and A549 cell lines. The compound could induce apoptosis of A549 and arrest the cell cycle at G2/M phase in a dose-dependent manner. Conclusion: Impecylone A is a novel compound from Patrinia villosa Juss and could be a potential antitumor agent especially in the cell lines of A549.

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 Dibenzocyclooctadiene lignans from the fruits of Schisandra chinensis and their cytotoxicity on human cancer cell lines

2020 ◽  
Vol 63 (1) ◽  
Author(s):  
Sung-Kyu Choi ◽  
Yeong-Geun Lee ◽  
Rong Bo Wang ◽  
Hyoung-Geun Kim ◽  
Dahye Yoon ◽  
...  
Keyword(s):  
Cell Lines ◽  
Silica Gel ◽  
Cancer Cell ◽  
Human Cancer ◽  
Cancer Cell Lines ◽  
Schisandra Chinensis ◽  
Human Cancer Cell ◽  
Isolation And Identification ◽  
Human Cancer Cell Lines ◽  
Nmr Data

AbstractRepeated chromatographic separations of the EtOAc fraction of Schisandra chinensis fruits on silica gel, octadecyl silica gel, and Sephadex LH-20 led to the isolation and identification of seven dibenzocyclooctadiene lignans (1–7). The NMR data reported in the literature for angeloyl gomisin H (5) were shown to be incorrect. We unambiguously identified the compounds based on detailed analysis of the 1D and 2D NMR data, especially from HMBC and NOESY experiments. In addition, MTT assays and cell viability experiments verified the cytotoxicity of the isolated dibenzocyclooctadiene lignans against the human cancer cell lines AGS, HeLa, and HT-29.

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.

scholarly journals Isolation and purification of lignans from Schisandra chinensis by combination of silica gel column and high-speed counter-current chromatography

2013 ◽  
Vol 19 (3) ◽  
pp. 435-440
Author(s):  
Yu Sun ◽  
Shuangshuang Xu ◽  
Yanling Geng ◽  
Xiao Wang ◽  
Tianyou Zhang
Keyword(s):  
Ethyl Acetate ◽  
Petroleum Ether ◽  
Silica Gel ◽  
High Speed ◽  
Solvent System ◽  
Schisandra Chinensis ◽  
Two Phase ◽  
Chemical Structures ◽  
Gomisin A ◽  
Counter Current

Silica gel column combined with high-speed counter-current chromatography separation was successfully applied to the separation of schizandrin (I), angeloylgomisin H (II), gomisin A (III), schisantherin C (IV), deoxyschizandrin (V), ?-schisandrin (VI) and schisandrin C (VII) from the fruits of Schisandra chinensis (Turcz.) Baillon. The petroleum ether extracts of the fruits of S. chinensis were pre-separated first on a silica gel column and divided into two fractions as sample 1 and sample 2. 260 mg of sample 1 was separated by HSCCC using petroleum ether-ethyl acetate-methanol-water (10:8:10:8, v/v) as the two-phase solvent system and 18.2 mg of schizandrin, 15.7 mg of angeloylgomisin H, 16.5 mg of gomisin A and 16.7 mg of schisantherin C were obtained. 230 mg of sample 2 was separated using petroleum ether-ethyl acetate-methanol-water (10:0.5:10:1, v/v) as the two-phase solvent system and 19.7 mg of deoxyschizandrin, 23.4 mg of ?-schisandrin and 18.2 mg of schisandrin C were obtained. The purities of the separated compounds were all over 94% as determined by HPLC. The chemical structures of these compounds were confirmed by ESI-MS and 1H NMR.

scholarly journals Occurrence of Sesquiterpene Derivatives in Scleria Striatonux De Wild (Cyperaceae)

2009 ◽  
Vol 4 (1) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Kennedy Nyongbela ◽  
Karine Ioset Ndjoko ◽  
Reto Brun ◽  
Sergio Wittlin ◽  
James Mbah ◽  
...  
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Structure Elucidation ◽  
Methylene Chloride ◽  
Methanol Extract ◽  
Antiplasmodial Activity ◽  
Spectral Studies ◽  
Preparative Hplc ◽  
Combination Of Methods

Scleria striatonux (Cyperaceae), a spice traditionally used in Cameroon, displayed an antiplasmodial activity. Two new sesquiterpenes, 1 (sclerienone A) and 2 (sclerienone B), have subsequently been isolated from the methylene chloride/methanol extract of the rhizome. Their separation involved a combination of methods including repeated silica gel open column chromatography, Sephadex LH-20 and semi-preparative HPLC. Structure elucidation was achieved by means of chemical tests and extensive spectral studies.

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 Isolation of Pyranocoumarins from Angelica Gigas

2008 ◽  
Vol 3 (5) ◽  
pp. 1934578X0800300
Author(s):  
V.L. Niranjan Reddy ◽  
Atul N. Jadhav ◽  
Bharathi Avula ◽  
Ikhlas A. Khan
Keyword(s):  
Acid Hydrolysis ◽  
Absolute Configuration ◽  
Optical Rotation ◽  
Preparative Hplc ◽  
Racemic Compound ◽  
Angelica Gigas ◽  
Nmr Data ◽  
Hydrolysis Products ◽  
Decursinol Angelate ◽  
Coumarin Glycoside

A mixture of diastereomers of the coumarin glycoside 3′- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (1), along with six known pyranocoumarins, columbianoside (4), marmesin (5), 3′-hydroxy-3′,4′-dihydroxanthyletin (6), decursin (7), decursinol angelate (8), and isoimperatorin (9), were isolated from the roots of Angelica gigas Nakai. The racemic compound 1 was successfully separated by preparative HPLC to obtain a new isomer 3′( S)- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (2), and a known isomer 3′( R)- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (3). The absolute configuration of compounds 2 and 3 was determined by comparison of optical rotation and NMR data of their acid hydrolysis products.

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