1.Bioactive Constituents from the Leaves of Zanthoxylum schinifolium.
Su Yang JEONG ; Phi Hung NGUYEN ; Bing Tian ZHAO ; Byung Sun MIN ; Eun Sook MA ; Mi Hee WOO
Natural Product Sciences 2015;21(1):1-5
Activity-guided separation of the methylene chloride-soluble fraction of the leaves of Zanthoxylum schinifolium, resulted in the isolation of four coumarinoids (1 - 4), two triterpenoids (5, 6) and three fatty acid derivatives (7 - 9) as active principles. Their chemical structures were identified as collinin (1), 8-methoxyanisocoumarin (2), 7-(6'R-hydroxy-3',7'-dimethylocta-2',7'-dienyloxy)-coumarin (3), (E)-4-methly-6-(coumarin-7'-yloxy) hex-4-enal (4), lupeol (5), epi-lupeol (6), phytol (7), hexadec-3-enoic acid (8) and palmitic acid (9), on the basis of spectroscopic (1D, 2D and MS) data analyses and comparing with the data published in the literatures. Compounds 1 and 7 showed potent cytotoxicity against Jurkat T cells with IC50 values of 45.58 and 47.51 microM, respectively. The others showed moderate activity with IC50 values ranging around 80.58 to 85.83 microM, while the positive control, auraptene, possessed an IC50 value of 55.36 microM.
Inhibitory Concentration 50
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Palmitic Acid
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Phytol
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Rutaceae
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Statistics as Topic
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T-Lymphocytes
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Zanthoxylum*
2.In Vitro Schistosomicidal Activity of Phytol and Tegumental Alterations Induced in Juvenile and Adult Stages of Schistosoma haematobium.
Maysa Ahmad ERAKY ; Nagwa Shaban Mohamed ALY ; Rabab Fawzy SELEM ; Asmaa Abd El Monem EL-KHOLY ; Gehan Abd El Rahman RASHED
The Korean Journal of Parasitology 2016;54(4):477-484
There is renewed interest in natural products as a starting point for discovery of drugs for schistosomiasis. Recent studies have shown that phytol reveals interesting in vivo and in vitro antischistosomal properties against Schistosoma mansoni adult worms. Here, we report the in vitro antischistosomal activity of phytol against Schistosoma haematobium juvenile and adult worms and alterations on the tegumental surface of the worms by means of scanning electron microscopy. The assay, which was carried out with 6 concentrations (25, 50, 75, 100, 125, and 150 μg/ml) of phytol, has shown a promising activity in a dose and time-dependent manner. There was a significant decline in the motility of the worms and a mortality rate of 100% was found at 48 hr after they had been exposed to phytol in the concentration of 150 μg/ml. Male worms were more susceptible. On the ultrastructural level, phytol also induced tegumental peeling, disintegration of tubercles and spines in addition to morphological disfiguring of the oral and ventral suckers. This report provides the first evidence that phytol is able to kill S. haematobium of different ages, and emphasizes that it is a promising natural product that could be used for development of a new schistosomicidal agent.
Adult*
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Biological Products
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Humans
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In Vitro Techniques*
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Male
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Microscopy, Electron, Scanning
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Mortality
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Phytol*
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Schistosoma haematobium*
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Schistosoma mansoni
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Schistosoma*
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Schistosomiasis
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Spine
3.Chemical constituents from red alga Corallina pilulifera.
Zhao-Hui YUAN ; Li-Jun HAN ; Xiao FAN ; Shuai LI ; Da-Yong SHI ; Jie SUN ; Ming MA ; Yong-Chun YANG ; Jian-Gong SHI
China Journal of Chinese Materia Medica 2006;31(21):1787-1790
OBJECTIVETo investigate the chemical constituents of red alga Corallina pilulifera.
METHODCompounds were isolated by normal phase silica gel and Sephadex LH - 20 gel column chromatography, reverse phase HPLC and recrystallization. Their structures were elucidated by spectroscopic methods including MS, 1H-NMR, 13C-NMR, HSQC, HMBC. Cytotoxicity of the compounds was screened by using standard MTT method.
RESULTSeven compounds were isolated from red alga C. pilulifera, their structures were identified as (E) -phytol epoxide (1), phytenal (2), phytol (3), dehydrovomifoliol (4), loliolide (5), 3beta-hydroxy-5alpha, 6alpha-epoxy-7-megastigmene-9-one (6), 4-hydroxybenzaldehyde (7).
CONCLUSIONAll of the compounds were obtained from this species for the first time. These compounds were inactive (IC50 > 10 microg x mL(-1)) in the MTT assay.
Benzaldehydes ; chemistry ; isolation & purification ; pharmacology ; Benzofurans ; chemistry ; isolation & purification ; pharmacology ; Cell Line, Tumor ; drug effects ; Humans ; Phytol ; chemistry ; isolation & purification ; pharmacology ; Rhodophyta ; chemistry
4.Chemical constituents from herb of Alternanthera philoxeroides.
Jin-bo FANG ; Hong-quan DUAN ; Yan-wen ZHANG ; Takaishi YOSHIHISA
China Journal of Chinese Materia Medica 2006;31(13):1072-1075
OBJECTIVETo study the active constituents from Alternanthera philoxeroides.
METHODThe constituents were isolated with silica gel and Toyopearl HW-40C gel column chromatography and purified by HPLC. Their structures were elucidated by spectroscopy.
RESULTNine compounds were isolated and identified as phaeophytin a (1), pheophytin a' (2), oleanoic acid (3), beta-sitosterol (4), 3beta-hydroxystigmast-5-en-7-one (5), alpha-spinasterol (6), 24-methylenecycloartanol (7), cycloeucalenol (8), phytol (9).
CONCLUSIONCompounds 1,2,5,7-9 were isolated from this plant for the first time.
Amaranthaceae ; chemistry ; Chlorophyll ; chemistry ; isolation & purification ; Phytol ; chemistry ; isolation & purification ; Phytosterols ; chemistry ; isolation & purification ; Plant Leaves ; chemistry ; Plant Stems ; chemistry ; Plants, Medicinal ; chemistry
5.Study on the chemical constituents of the volatile oil from aerial parts of Isodon eriocalyx var. laxiflora.
China Journal of Chinese Materia Medica 2005;30(16):1268-1270
OBJECTIVETo study the chemical constituents of the volatile oil from the aerial parts of Isodon eriocalyx var. laxiflora.
METHODThe oil was obtained by hydrodistillation. The chemical compositions were separated and identified by GC-MS. The relative contents in the oil were determined by area normalization.
RESULT163 peaks were separated and 105 compounds were identified, constituting 85.68% of the total peak area.
CONCLUSION105 compounds characterized by GC-MS analysis were found from I. eriocalyx var. laxiflora for the first time.
Gas Chromatography-Mass Spectrometry ; Hexanols ; analysis ; isolation & purification ; Isodon ; chemistry ; Octanols ; analysis ; isolation & purification ; Oils, Volatile ; chemistry ; isolation & purification ; Phytol ; analysis ; isolation & purification ; Plant Components, Aerial ; chemistry ; Plants, Medicinal ; chemistry
6.Studies on chemical constituents of Laurencia tristicha ( II ).
Jie SUN ; Li-Jun HAN ; Run-Ya YANG ; Da-Yong SHI ; Zhao-Hui UAN ; Jian-Gong SHI
China Journal of Chinese Materia Medica 2007;32(24):2610-2612
OBJECTIVETo search for chemical constituents with structural diversity from Laurencia tristicha to supply for biological assay.
METHODCompounds were isolated by means of column chromatography over normal phase silica gel and Sephadex LH-20, recrystallization and HPLC. Structures were identified by spectroscopic methods including 1D NMR, IR and MS. Cytotoxicities of the purified compounds were evaluated by MTT method.
RESULTSeven compounds were isolated from L. tristicha. Their structures were elucidated as cholesterol (1), cholesta- 5-en-3beta, 7alpha-diol (2), beta-stigmasterol (3), phytol (4), zeaxanthin (5), 4 -hydroxybenzaldehyde (6), indolyl-3-carbaldehyde (7). In the cytotoxic assay compound 2 was active against human cancer cell lines HCT-8, Bel-7402, BGc-823, A549 and HELA with IC50 values of 1.90, 2.02, 1.99, 6.52 and 1.20 microg x mL(-1), respectively. Compound 4 showed cytotoxicity against HCT-8 and HELA with IC50 value of 3.51 and 2.04 microg x mL(-1), and other compounds were inactive ( IC50 > 10 microg x mL(-1)).
CONCLUSIONCompounds 1-7 were isolated from L. tristicha for the first time. In additon, compounds 2 and 4 were cytotoxic against several human cancer cell lines.
Antineoplastic Agents ; chemistry ; isolation & purification ; pharmacology ; Cell Line, Tumor ; drug effects ; Cholestenes ; chemistry ; isolation & purification ; pharmacology ; Cholesterol ; chemistry ; isolation & purification ; pharmacology ; Humans ; Inhibitory Concentration 50 ; Laurencia ; chemistry ; Phytol ; chemistry ; isolation & purification ; pharmacology
7.Chemical components in essential oils from tender branches and leaves of Rhododendron.
Chen-Xi ZHAO ; Yi-Zeng LIANG ; Xiao-Ning LI ; Hong-Zhuang FANG
Acta Pharmaceutica Sinica 2005;40(9):854-860
AIMTo analyze and compare the compositions in essential oils from branches and leaves of Rhododendron simsii Planch. and Rhododendron naamkwanense Merr.
METHODSEssential oils were extracted by water distillation according to Chinese Pharmacopoeia and analyzed by capillary gas chromatography-mass spectrometry as well as chemometrics resolution method and authentic compounds. The relative contents of each component in the essential oils were obtained by normalization of peak areas.
RESULTSA total of 124 components were identified, of which 48 compounds were existed in both of the samples. Ninety four compounds accounted for 84.47% of the essential oil from Rhododendron simsii Planch. and seventy eight components accounted for 90.25% of the total essential oil from Rhododendron naamkwanense Merr. were identified. 72.76% and 88.07% of the components in Rhododendron simsii Planch and Rhododendron naamkwanense Merr., respectively, included oxygen element. They are mainly terpenol, acids and esters. 1-octen-3-ol (4.00%, 7.90%), 1,6-octadien-3-ol, 3,7-dimethyl-(12.60%, 3.48%), 9,12,15-octadecatrienoic acid, [Z, Z, Z]- (1.15%, 45.34%), phytol (15.21%, 8.56%), p-menth-1-en-8-ol (2.15%, 3.29%), and 9,12,15-octadecatrienoic acid, ethyl ester, [Z,Z,Z]- (9.16%, 8.01%) were their common main compounds, which accounted for 44. 27% and 76.58% of the total amount of the two essential oil samples, respectively. In addition, n-hexadecanoic acid (7.73%), 9,12-octadecadienoic acid (1.85%) and tetracosanoic acid, methyl ester (1.38%) were also the main compounds in essential oil from Rhododendron simsii Planch.
CONCLUSIONMuch higher reliability and accuracy were obtained with the help of chemometrics resolution method and authentic n-alkane standard solutions than those of using GC-MS alone.
Linoleic Acid ; analysis ; Octanols ; analysis ; Oils, Volatile ; chemistry ; isolation & purification ; Palmitic Acid ; analysis ; Phytol ; analysis ; Plant Leaves ; chemistry ; Plant Oils ; chemistry ; isolation & purification ; Plant Stems ; chemistry ; Plants, Medicinal ; chemistry ; classification ; Rhododendron ; chemistry ; classification ; Terpenes ; analysis