1.Chemical constituents from Pulsatillae Radix.
Li-Ke XU ; Rui-Xue DENG ; Yi-Hao FENG ; Xin-Ru YANG ; Wan-Hui ZHANG ; Pu LIU
China Journal of Chinese Materia Medica 2022;47(20):5550-5555
Chemical constituents of ethanol extract of Pulsatillae Radix were investigated. The n-butanol fraction of ethanol extract of Pulsatillae Radix was isolated and purified by macroporous resin and silica gel column chromatography and semi-preparative high performance liquid chromatography. The triterpenoid glycosides were identified by multiple spectral methods. Six compounds were obtained from the n-butanol fraction of ethanol extract of Pulsatillae Radix and identified as 23-aldehyde-cussosaponin C(1), cussosaponin C(2), anemoside B4(3), akebia saponin D(4), pulchinenoside E3(5), and hederacoside C(6). Among them, compound 1 was a new compound.
1-Butanol
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Drugs, Chinese Herbal
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Glycosides/chemistry*
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Ethanol/chemistry*
2.The compounds from n-butanol fraction of Alpinia oxyphylla.
Bin-Bin XIE ; Lei HOU ; Bao-Lin GUO ; Wen-Hua HUANG ; Jing-Guang YU
Acta Pharmaceutica Sinica 2014;49(11):1569-1573
Nine compounds were isolated from the n-butanol fraction of 95% ethanol extract of the fruit of Alpinia oxyphylla Miq. with a combination of various chromatographic approaches, including MDS resin, silica gel, reverse phase C18 and preparative HPLC. On the basis of spectroscopic data analysis, they were elucidated as (1R, 4R, 10R)-1β, 4α-dihydroxy-11, 12, 13-trinor-5, 6-eudesmen-7-one (1), 1β, 4β-dihydroxy-11, 12, 13-trinor-8, 9-eudesmen-7-one (2), oxyphyllenone A (3), oxyphyllenone B (4), rhamnocitrin (5), staphylionoside D (6), benzyl-1-O-β-D-glucopyranoside (7), 2-O-β-D-glucopyranosyl-(1S)-phenylethylene glycol (8), and (S)-1-phenylethyl-β-D-glucopyranoside (9). Among them, compound 1 is a new sesquiterpene, named as oxyphyllenone C; compounds 8 and 9 are new natural products; compounds 2 and 6 were isolated from the genus Alpinia for the first time, and compound 7 was isolated from A. oxyphylla for the first time.
1-Butanol
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Alpinia
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chemistry
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Chromatography, High Pressure Liquid
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Fruit
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chemistry
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Phytochemicals
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chemistry
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isolation & purification
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Sesquiterpenes
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chemistry
;
isolation & purification
3.Studies on chemical constituents in n-butyl alcohol extract of roots of Actinidia deliciosa in Guangxi.
Jie LIANG ; Han-Shen ZHEN ; Sheng-Mao LI ; Wei-Wei ZHANG ; Xin-Sheng WANG ; Chen-Yan LIANG
China Journal of Chinese Materia Medica 2008;33(11):1275-1277
OBJECTIVETo study the chemical constituents of n-butyl alcohol extract in the roots of Actinidia deliciosa in Guangxi.
METHODThe constituents were separated with various chromatographic techniques and their structures were elucidated by means of physicochemical properties and the analysis of their spectral data.
RESULTSix compounds were isolated and identified as eriantic acid B (1), 2alpha, 3beta, 24-trihydroxyursa-12-en-28-oic acid (2), 2alpha, 3alpha, 24-trihydroxyursa-12-en-28-oic acid (3), 2alpha, 3alpha, 23-tri-hydroxyursa-12, 20 (30)-dien-28-oic acid (4), 2alpha, 3alpha, 24-trihydroxyursa-12, 20 (30)-dien-28-oic acid (5), n-butyl-O-beta-D-fruto-pyranoside (6).
CONCLUSIONCompounds 1-4, 6 were obtained from this plant for the first time. Compound 6 was obtained from the genus Actinidia for the first time.
1-Butanol ; chemistry ; Actinidia ; chemistry ; China ; Drugs, Chinese Herbal ; analysis ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Plant Roots ; chemistry
4.Constituents isolated from n-butanol extract of leaves of Moringa oleifera.
Feng-Hua LI ; Hong-Qing WANG ; Xian-Ming SU ; Chang-Kang LI ; Bao-Ming LI ; Ruo-Yun CHEN ; Jie KANG
China Journal of Chinese Materia Medica 2018;43(1):114-118
Seventeen compounds were isolated from n-butanol extract of the leaves of Moringa oleifera, using column chromatography over macroporous resin HP-20,Sephadex LH-20, and ODS. Their structures were identified as two carboline,tangutorid E(1) and tangutorid F(2); three phenolic glycosides,niazirin(3),benzaldehyde 4-O-α-L-rhamnopyranoside(4) and 4-O-β-D-glucopyranosidebenzoic acid(5); four chlorogenic acid and derivatives,4-caffeoylquinic acid(6),methyl 4-caffeoylquinate(7),caffeoylquinic acid(8) and methyl caffeoylquinate(9); two nucleosids,uridine(10) and adenosine(11); one flavone,quercetin 3-O-β-D-glucopyranoside(12); five other types of compounds,phthalimidineacetic acid(13),3-pyridinecarboxamide(14),3,4-dihydroxy-benzoic acid(15),5-hydroxymethyl-2-furancarboxylic acid(16) and 5-hydroxymethyl-2-furaldehyde(17) by the spectral data of ¹H, ¹³C-NMR and MS. Among them,compounds 1-2,7,9-10,16 and 17 were isolated from M. oleifera for the first time.
1-Butanol
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Glycosides
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analysis
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Moringa oleifera
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chemistry
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Phenols
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analysis
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Phytochemicals
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analysis
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Plant Extracts
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chemistry
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Plant Leaves
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chemistry
5.Studies on chemical constituents of Ranunculus japonicus.
Yong-Feng LIANG ; Zuo-Tao CHEN ; Li-Hong LIU
China Journal of Chinese Materia Medica 2008;33(19):2201-2203
OBJECTIVETo isolate and determine the chemical constituents of Ranunculus japonicus in Liupan Mountain, Ningxia province, China.
METHODThe herb was extracted with ethanol by ultrasonic bath. The extractives were divided to petroleum ether, ethyl acetate, n-butanol parts. The first two parts were separated and purified with silica gel and Sephadex LH -20 column chromatography. The structures of the separated compounds were idnetefied by physical and chemical properties and spectral analysis.
RESULTNine compounds were isolated and identified as follows: scoparone (1), tricin (2), protocatechuic acid (3), luteolin (4), anemonin (5), scopoletin (6), 5-hydroxy-6, 7-dimethoxyflavone (7), ternatolide (8), 5-hydroxy-7, 8-dimethoxy-flavone (9).
CONCLUSIONCompounds 1-9 were isolated from Ranunculus japonicus for the first time.
1-Butanol ; chemistry ; Acetates ; chemistry ; Alkanes ; chemistry ; Coumarins ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Ethanol ; chemistry ; Flavones ; Flavonoids ; chemistry ; Furans ; chemistry ; Hydroxybenzoates ; chemistry ; Luteolin ; chemistry ; Ranunculus ; chemistry ; Scopoletin ; chemistry ; Spectrometry, Mass, Electrospray Ionization
6.GC-MS analysis of supercritical carbon dioxide extraction products from Rhodiola tibetica.
Zhong WU ; Wei-wei SU ; Yong-gang WANG
China Journal of Chinese Materia Medica 2004;29(3):239-241
OBJECTIVETo analyze the chemical constituents of supercritical carbon dioxide extraction products from Rhodiola tibetica.
METHODThe chemical constituents were separated and identified by gas chromatography-mass spectrometry (GC-MS).
RESULT26 Components were identified, and their relative contents were determined by normalization method of area.
CONCLUSIONThis study provides foundation for the exploitation of the resources of R. tibetica.
1-Butanol ; analysis ; isolation & purification ; Carbon Dioxide ; Chromatography, Supercritical Fluid ; Gas Chromatography-Mass Spectrometry ; Plants, Medicinal ; chemistry ; Rhodiola ; chemistry ; Terpenes ; analysis ; isolation & purification
7.Phytochemicals of Periploca aphylla Dcne. ameliorated streptozotocin-induced diabetes in rat.
Umbreen RASHID ; Muhammad Rashid KHAN
Environmental Health and Preventive Medicine 2021;26(1):38-38
BACKGROUND:
Periploca aphylla is used by local population and indigenous medicine practitioners as stomachic, tonic, antitumor, antiulcer, and for treatment of inflammatory disorders. The aim of this study was to evaluate antidiabetic effect of the extract of P. aphylla and to investigate antioxidant and hypolipidemic activity in streptozotocin (STZ)-induced diabetic rats.
METHODS:
The present research was conducted to evaluate the antihyperglycemic potential of methanol extract of P. aphylla (PAM) and subfractions n-hexane (PAH), chloroform (PAC), ethyl acetate (PAE), n-butanol (PAB), and aqueous (PAA) in glucose-overloaded hyperglycemic Sprague-Dawley rats. Based on the efficacy, PAB (200 mg/kg and 400 mg/kg) was tested for its antidiabetic activity in STZ-induced diabetic rats. Diabetes was induced via intraperitoneal injection of STZ (55 mg/kg) in rat. Blood glucose values were taken weekly. HPLC-DAD analysis of PAB was carried out for the presence of various polyphenols.
RESULTS:
HPLC-DAD analysis of PAB recorded the presence of rutin, catechin, caffeic acid, and myricetin. Oral administration of PAB at doses of 200 and 400 mg/kg for 21 days significantly restored (P < 0.01) body weight (%) and relative liver and relative kidney weight of diabetic rats. Diabetic control rats showed significant elevation (P < 0.01) of AST, ALT, ALP, LDH, total cholesterol, triglycerides, LDL, creatinine, total bilirubin, and BUN while reduced (P < 0.01) level of glucose, total protein, albumin, insulin, and HDL in serum. Count of blood cells and hematological parameters were altered in diabetic rats. Further, glutathione peroxidase, catalase, superoxide dismutase, glutathione reductase, and total soluble protein concentration decreased while concentration of thiobarbituric acid reactive substances and percent DNA damages increased (P < 0.01) in liver and renal tissues of diabetic rats. Histopathological damage scores increased in liver and kidney tissues of diabetic rats. Intake of PAB (400 mg/kg) resulted in significant improvement (P < 0.01) of above parameters, and results were comparable to that of standard drug glibenclamide.
CONCLUSION
The result suggests the antihyperglycemic, antioxidant, and anti-inflammatory activities of PAB treatment in STZ-compelled diabetic rat. PAB might be used as new therapeutic agent in diabetic patients to manage diabetes and decrease the complications.
1-Butanol/chemistry*
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Administration, Oral
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Animals
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Diabetes Mellitus, Experimental/drug therapy*
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Dose-Response Relationship, Drug
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Hypoglycemic Agents/chemistry*
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Male
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Periploca/chemistry*
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Phytochemicals/chemistry*
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Plant Extracts/chemistry*
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Rats
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Rats, Sprague-Dawley
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Streptozocin/adverse effects*
8.n-Butanol extract of Rhynchosia volubilis Lour: a potent spermicidal agent In Vitro.
Huang-tao GUAN ; Fang FANG ; Zhe XIONG ; Tian-qing MENG ; Shi-xing HUANG
Journal of Huazhong University of Science and Technology (Medical Sciences) 2014;34(3):398-402
Rhynchosia volubilis Lour has been a major drug in a folk prescription for contraception in China, whereas its mechanism remains unknown. Its antifertility effects on male mice and antimicrobial activities on sexually transmitted infection (STI) pathogens were previously reported. This study was undertaken to develop the n-Butanol extract of Rhynchosia volubilis Lour (BERVL) as a spermicidal agent with STI prevention. The spermicidal activities of BERVL with different doses were assessed using selected high-motile sperms of normal human semen samples, and their inhibitory effects on Lactobacillus acidophilus were determined. The mechanism of the spermicidal activity was explored by aqueous Eosin Y and Hoechst 33342/PI staining. The results showed spermicidal activities and inhibitory effects of BERVL on Lactobacillus acidophilus were dose-dependent. Dose of 90 mg/mL BERVL terminated all progressive sperm motility within 2 min, and had slight inhibitory effect on Lactobacillus acidophilus, suggesting it was an effective and safe dose for contraception use. About 80% sperms exposed to BERVL displayed changes consistent with high permeability of head membrane. It is concluded that BERVL as spermicide has advantages over N-9 with strong ability to instantaneously kill human sperm and possesses light inhibitory effect on Lactobacillus acidophilus.
1-Butanol
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chemistry
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Adult
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Dose-Response Relationship, Drug
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Fabaceae
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chemistry
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Humans
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Lactobacillus acidophilus
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drug effects
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growth & development
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Male
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Plant Extracts
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chemistry
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pharmacology
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Sperm Motility
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drug effects
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Spermatocidal Agents
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chemistry
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pharmacology
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Spermatozoa
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drug effects
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physiology
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Young Adult
9.In vitro antiproliferative and apoptosis-inducing activities of crude ethyle alcohole extract of Quercus brantii L. acorn and subsequent fractions.
Mohammad-Taghi MORADI ; Ali KARIMI ; Somayeh ALIDADI
Chinese Journal of Natural Medicines (English Ed.) 2016;14(3):196-202
Cancer cell resistance to widely used chemotherapeutic agents is gradually developed. Natural products, mainly isolated from medicinal plants, have been considered as valuable sources for herbal anticancer drugs. The present study aimed to evaluate in vitro antiproliferative and apoptosis-inducing activities of crude ethyle alcohole extract and four fractions of Q. brantii acorn. Crude ethyle alcohole extract of Q. brantii acorn was prepared and subjected to fractionation with different polarity. Subsequently, the extract and the fractions wereevaluated for their in vitro antiproliferative activity in two cancerous (Hela and AGS) and one normal (HDFs) cell lines using MTT [3-(4, 5-dimethylthiazol-2ol) 2, 5 diphenyltetrazoliumbromide] assay. To determine whether the cytotoxicity of these compounds involved the induction of apoptosis, Hela cells were treated with IC50 concentrations of test compounds, stained with both propidium iodide (PI) and Annexin V-fluorescein isothiocyanate (FITC), and analyzed by flow cytometry. In vitro cytotoxicity assay showed that the cell viability was significantly reduced in a dose-dependent manner following treatment with crude ethyle alcohole extract and Cholophorm and n-Butanol fractions. Based on the probit regression model, antiproliferative activities of crude ethyle alcohole extract, Cholophorm fraction, and n-Butanol fraction on Hela and AGS cells and HDFs cells were significantly different (P < 0.001). The results of flow cytometric analysis showed that crude ethyle alcohole extract and two fractions of Q. brantii acorn induced early apoptotic cell death. These findings suggest that crude ethyle alcohole extract and Cholophorm and n-Butanol fractions of Q. brantii acorn suppress the proliferation of cancer cells through induction of early apoptosis.
1-Butanol
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Antineoplastic Agents, Phytogenic
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pharmacology
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Apoptosis
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drug effects
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Cell Line, Tumor
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Cell Proliferation
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drug effects
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Drug Screening Assays, Antitumor
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Ethanol
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HeLa Cells
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Humans
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Plant Extracts
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pharmacology
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Quercus
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chemistry
10.Comparison of the anti-fertility effects of four extracts from the roots of Rhynchosia volubilis Lour.
Jian-Gang WANG ; Cheng-Liang XIONG ; Shu-Ying WANG ; Yin-Ping WU ; Yin-Feng FU ; Zhao-Hui ZHANG
National Journal of Andrology 2007;13(10):871-875
OBJECTIVETo compare the anti-fertility effects of the four extracts from the roots of Rhynchosia volubilis Lour on male mice, that is, ethanolic extract, ethyl acetate extract, n-butanol extract and aqueous extract.
METHODSFour extracts from the roots of Rhynchosia volubilis Lour (1%, 0.1 ml/10 g), were administered orally for 11 weeks to adult male mice. The fertility and testicular function of the mice were assessed by mating tests and analyses of sperm motility in cauda epididymides and biochemical and histological indexes in the blood samples and reproductive organs.
RESULTSThe four extracts, especially aqueous extract, gradually decreased the pregnancy rate of the experimental mice from the 77th day of the treatment, with an obvious reduction in the number of spermatozoa. Morphological observation of the reproductive organs by light microscopy showed that the numbers of the secondary spermatocytes and spermatids were decreased in varied degrees, and the seminiferous tubules were disarranged, while the numbers and shapes of and spermatids were decreased in varied degrees, and the seminiferous tubules were disarranged, while the numbers and shapes of spermatogonia, Sertoli cells and Leydig cells remained unchanged.
CONCLUSIONThe four extracts from the roots of Rhynchosia volubilis Lour all have anti-fertility effects on male mice, and that of the aqueous extract is more obvious.
1-Butanol ; Acetates ; Administration, Oral ; Animals ; Drugs, Chinese Herbal ; administration & dosage ; isolation & purification ; pharmacology ; Epididymis ; cytology ; drug effects ; physiology ; Ethanol ; Fabaceae ; chemistry ; Female ; Fertility ; drug effects ; Male ; Mice ; Plant Roots ; chemistry ; Pregnancy ; Sperm Motility ; drug effects ; Testis ; cytology ; drug effects ; physiology ; Water