48 results on '"Chang, Xiang"'
Search Results
2. A Double-Site Chemodosimeter for Selective Fluorescence Detection of a Nerve Agent Mimic
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Xin Guo, Chang-Xiang Liu, Yuan Lu, Ya-Wen Wang, and Yu Peng
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fluorescence ,diethyl chlorophosphate (DCP) ,double-site ,chemodosimeter ,Organic chemistry ,QD241-441 - Abstract
A novel two-site chemodosimeter (SWJT-4) based on fluorescein skeleton to detect diethyl chlorophosphate (DCP) was designed and synthesized. It is a turn-on fluorescent probe for DCP with good selectivity and obvious color change in aqueous solution. Interestingly, the two oxime groups of SWJT-4 as dual response sites initiated different reactions with DCP to form a cyano group and an isoxazole ring, respectively. The corresponding mechanism was confirmed by 1H NMR, MS and DFT calculation. Moreover, SWJT-4 could be used as a fluorescent test paper to detect DCP vapor.
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- 2022
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3. A Near-Infrared Fluorescent Probe for Recognition of Hypochlorite Anions Based on Dicyanoisophorone Skeleton
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Chang-Xiang Liu, Shu-Yuan Xiao, Xiu-Lin Gong, Xi Zhu, Ya-Wen Wang, and Yu Peng
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fluorescence ,hypochlorite anion (ClO−) ,near-infrared probe ,chemodosimeter ,Chemistry (miscellaneous) ,Organic Chemistry ,Drug Discovery ,Molecular Medicine ,Pharmaceutical Science ,Physical and Theoretical Chemistry ,Analytical Chemistry - Abstract
A novel near-infrared (NIR) fluorescent probe (SWJT-9) was designed and synthesized for the detection of hypochlorite anion (ClO−) using a diaminomaleonitrile group as the recognition site. SWJT-9 had large Stokes shift (237 nm) and showed an excellent NIR fluorescence response to ClO− with the color change under the visible light. It showed a low detection limit (24.7 nM), high selectivity, and rapid detection (within 2 min) for ClO−. The new detection mechanism of SWJT-9 on ClO− was confirmed by 1H NMR, MS spectrum, and the density functional theory (DFT) calculations. In addition, the probe was successfully used to detect ClO− in HeLa cells.
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- 2022
4. A New Neolignan Glycoside from the Leaves of Acer truncatum
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Hai-Yang Liu, Chang-Xiang Chen, Jun-Zhu Li, Jin-Yang Dong, Wei Ni, and Lang-Ping Dong
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Acer truncatum ,Aceraceae ,neolignan glycosides ,antibacterial activity ,Organic chemistry ,QD241-441 - Abstract
A new neolignan glycoside, (7R,8R)-7,8-dihydro-9′-hydroxyl-3′-methoxyl- 8-hydroxymethyl-7-(4-hydroxy-3-methoxyphenyl)-1′-benzofuranpropanol 9′-O-β-D- glucopyranoside (1) was isolated from the leaves of Acer truncatum along with (7R,8R)-7,8-dihydro-9′-hydroxyl-3′-methoxyl-8-hydroxymethyl-7-(4-O-α-L-rhamno- pyranosyloxy-3-methoxyphenyl)-1′-benzofuranpropanol (2), schizandriside (3), lyoniresinol (4), berchemol (5), (-)-pinoresinol-4-O-β-D-glucopyranoside (6), hecogenin (7), chlorogenic acid (8) and neochlorogenic acid (9). Their structures were elucidated on the basis of extensive spectroscopic data. The absolute configuration of compounds 1 was established by its CD spectrum. The antibacterial activities of compounds 1-7 were evaluated.
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- 2006
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5. Linking Nonalcoholic Fatty Liver Disease and Brain Disease: Focusing on Bile Acid Signaling
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Zi-Lin, Ren, Chang-Xiang, Li, Chong-Yang, Ma, Dan, Chen, Jia-Hui, Chen, Wen-Xiu, Xu, Cong-Ai, Chen, Fa-Feng, Cheng, and Xue-Qian, Wang
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Brain Diseases ,Organic Chemistry ,General Medicine ,Catalysis ,Receptors, G-Protein-Coupled ,Computer Science Applications ,Bile Acids and Salts ,Fibroblast Growth Factors ,Inorganic Chemistry ,Liver ,Non-alcoholic Fatty Liver Disease ,Humans ,Physical and Theoretical Chemistry ,Molecular Biology ,Spectroscopy ,Signal Transduction - Abstract
A metabolic illness known as non-alcoholic fatty liver disease (NAFLD), affects more than one-quarter of the world’s population. Bile acids (BAs), as detergents involved in lipid digestion, show an abnormal metabolism in patients with NAFLD. However, BAs can affect other organs as well, such as the brain, where it has a neuroprotective effect. According to a series of studies, brain disorders may be extrahepatic manifestations of NAFLD, such as depression, changes to the cerebrovascular system, and worsening cognitive ability. Consequently, we propose that NAFLD affects the development of brain disease, through the bile acid signaling pathway. Through direct or indirect channels, BAs can send messages to the brain. Some BAs may operate directly on the central Farnesoid X receptor (FXR) and the G protein bile acid-activated receptor 1 (GPBAR1) by overcoming the blood–brain barrier (BBB). Furthermore, glucagon-like peptide-1 (GLP-1) and the fibroblast growth factor (FGF) 19 are released from the intestine FXR and GPBAR1 receptors, upon activation, both of which send signals to the brain. Inflammatory, systemic metabolic disorders in the liver and brain are regulated by the bile acid-activated receptors FXR and GPBAR1, which are potential therapeutic targets. From a bile acid viewpoint, we examine the bile acid signaling changes in NAFLD and brain disease. We also recommend the development of dual GPBAR1/FXR ligands to reduce side effects and manage NAFLD and brain disease efficiently.
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- 2022
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6. Untiring Researches for Alternative Resources of Rhizoma Paridis
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Xu-Jie Qin, Chang-Xiang Chen, Wei Ni, and Hai-Yang Liu
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Pharmacology toxicology ,Paris polyphylla ,Plant Science ,Review ,Biology ,Bioactivities ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,lcsh:Botany ,Steroidal saponins ,Pharmacology ,Traditional medicine ,010405 organic chemistry ,Organic Chemistry ,Alternative resources ,Chinese patent ,biology.organism_classification ,Trillium kamtschaticum ,Polyphylla ,0104 chemical sciences ,lcsh:QK1-989 ,010404 medicinal & biomolecular chemistry ,Rhizoma Paridis ,Plant biochemistry ,Food Science - Abstract
Rhizoma Paridis (RP, 重楼), a traditional Chinese medicine, is the rhizoma of Paris polyphylla var. yunnanensis (PPY) or P. polyphylla var. chinensis which are widely used as important raw materials for several Chinese patent drugs. However, the wild resources of these herbs have become less and less due to their slow-growing characteristics and previously excessive excavation. This review covers untiring investigations on alternative resources of RP by our research group over the past decades, including non-medicinal parts of PPY as well as other plants of Liliaceae and Liliflorae families. The arial parts of PPY and the whole plants of Trillium kamtschaticum might be alternative resources for RP based on the fact that they shared the same or similar saponins and bioactivities.
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- 2018
7. Steroidal saponins with induced platelet aggregation activity from the aerial parts of Paris verticillata
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Wei Ni, Yan Hua, Chang-Xiang Chen, Hai-Yang Liu, Lian Yang, Zhenhua Liu, Huan Yan, Chang-Li Sun, Li He, Jin-Hua Zhao, and Yong-Ai Si
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Magnetic Resonance Spectroscopy ,Platelet Aggregation ,Stereochemistry ,Clinical Biochemistry ,Biochemistry ,chemistry.chemical_compound ,Endocrinology ,Induced platelet aggregation ,Paris verticillata ,Liliaceae ,Spirostans ,Molecular Biology ,Pharmacology ,chemistry.chemical_classification ,biology ,Traditional medicine ,Chemistry ,Organic Chemistry ,Glycoside ,Saponins ,biology.organism_classification ,Aglycone ,Phytochemical ,Acid hydrolysis ,Cholestane - Abstract
In order to utilize and protect the resources of Rhizoma Paridis rationally, we carried out a phytochemical investigation on the non-medicinal (aerial) parts of Paris verticillata that led to the isolation of fifteen steroidal saponins. Among them, three are new spirostanol saponins, named parisverticosides A-C (1-3), as well as one new cholestane glycoside, named parisverticoside D (4). Their structures were elucidated by extensive spectroscopic analysis and acid hydrolysis. The aglycone of compound 1 is a new spirostane and identified as (23S,24S,25S)-spirost-5-en-1 beta,3 beta,23, 24-tetraol. The selected isolates were evaluated for induced platelet aggregation activity and compound 5 showed 62% maximal platelet aggregation rate at the concentration of 300 mu g/mL. (C) 2014 Elsevier Inc. All rights reserved.
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- 2014
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8. New 23-Spirocholestane Derivatives from Ypsilandra thibetica
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Yang Lu, Yonghui Guo, Wei Ni, Hai-Yang Liu, Chang-Xiang Chen, Liu-Meng Yang, Ya-Juan Liu, Bai-Bo Xie, Yu-Ye Li, Ning-Bo Gong, Yong-Tang Zheng, and Rui-Rui Wang
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Pharmacology ,Magnetic Resonance Spectroscopy ,Plants, Medicinal ,Ypsilanogenin ,Cholestanes ,Molecular Structure ,biology ,Anti-HIV Agents ,Stereochemistry ,Liliaceae ,Organic Chemistry ,Pharmaceutical Science ,Saponins ,Crystallography, X-Ray ,biology.organism_classification ,Analytical Chemistry ,Complementary and alternative medicine ,Drug Discovery ,Ypsilandra thibetica ,Molecular Medicine ,Spiro Compounds ,Glycosides - Abstract
Three new unusual 23-spirocholestane derivatives, ypsilanogenin (1), ypsilanogenin 3-O-beta-D-glucopyranoside (2), and 4'-acetylypsilanogenin 3-O-beta-D-glucopyranoside (3), were isolated from the whole plants of Ypsilandra thibetica. The structures of compounds 1-3 were deduced by spectroscopic and chemical methods, and the structure of 1 was further confirmed by a single-crystal diffraction analysis. All isolates were evaluated for their inhibitory activities against HIV-1.
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- 2013
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9. Ypsiyunnosides A-E, Five New Cholestanol Glycosides from Ypsilandra yunnanensis
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Hai-Yang Liu, Yu Chen, Huan Yan, Yong-Ai Si, Xu-Jie Qin, Wei Ni, and Chang-Xiang Chen
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Stereochemistry ,Plant Science ,Toxicology ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Induced platelet aggregation ,Botany ,Liliaceae ,Pharmacology ,chemistry.chemical_classification ,Cholestane glycoside ,biology ,010405 organic chemistry ,Chemistry ,Cholestanol ,Organic Chemistry ,Glycoside ,Ypsiyunnosides A–E ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Phytochemical ,Plant biochemistry ,Ypsilandra yunnanensis ,Original Article ,Two-dimensional nuclear magnetic resonance spectroscopy ,Food Science - Abstract
Phytochemical investigation on the whole plants of Ypsilandra yunnanensis was carried out for the first time and led to the isolation of five new cholestanol glycosides, ypsiyunnosides A–E (1–5), and one known analogue. Their structures were determined mainly by detailed spectroscopic analysis, including extensive 1D and 2D NMR, MS and UV, as well as chemical methods. Among them, compound 1 possessed a rare 6/6/6/5/5 fused-rings cholestanol sketelon, which was identified as (23R,25R)-3β,16α,26-triol-16,23-cyclocholest-5,17(20)-dien-22-one. Their induced platelet aggregation activities and cytotoxicities were evaluated. Graphical Abstract Five new cholestanol glycosides, ypsiyunnosides A–E (1–5), were isolated from the whole plants of Ypsilandra yunnanensis. Compound 1 possessed a rare 6/6/6/5/5 fused-rings cholestanol sketelon. Their structures were elucidated by a combination of 1D and 2D NMR, MS and chemical analysis. Electronic supplementary material The online version of this article (doi:10.1007/s13659-016-0098-2) contains supplementary material, which is available to authorized users.
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- 2016
10. New Minor Spirostane Glycosides from Ypsilandra thibetica
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Hai-Yang Liu, Jun-Yun Yang, Wei Ni, Chang-Xiang Chen, and Xu-Dong Zhang
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chemistry.chemical_classification ,Stereochemistry ,Organic Chemistry ,Saponin ,Glycoside ,Tumor cells ,Biochemistry ,Catalysis ,Inorganic Chemistry ,chemistry.chemical_compound ,Aglycone ,chemistry ,Drug Discovery ,Ypsilandra thibetica ,Physical and Theoretical Chemistry ,Beta (finance) ,Chemical decomposition - Abstract
A further phytochemical investigation on the whole plants of Ypsilandra thibetica yielded three new spirostane glycosides, named ypsilandrosides MO (13). Their structures were established as (3 beta,11a,25R)-3,11-dihydroxyspirost-5-en-12-one 3-{O-a-L-rhanmopyranosyl-(1?4)-O-L-rhanmopyranosyl-(1?4)-O-[a-L-rhanmopyranosyl-(1?2)]-beta-D-glucopyranoside} (1), (3 beta,7 beta,25R)-spirost-5-ene-3,7-diol 3-{O-a-L-rhanmopyranosyl-(1?4)-O-a-L-rhanmopyranosyl-(1?4)-O-[a-L-rhanmopyranosyl-(1?2)]-beta-D-glucopyranoside} (2), and (3 beta,7a,25R)-spirost-5-ene-3,7,17-triol 3-{O-a-L-rhanmopyranosyl-(1?4)-O-a-L-rhanmopyranosyl-(1?4)-O-[a-L-rhanmopyranosyl-(1?2)]-beta-D-glucopyranoside} (3) by means of a combination of MS, 1D- and 2D-NMR spectroscopic methods, and chemical degradation. Among them, compound 3 is the first pennogenin (=(3 beta,25R)-spirost-5-ene-3,17-diol) saponin whose aglycone contains an OH group at C(7). Compounds 13 were evaluated for the inhibition of the growth of five tumor cell lines, but all of them proved to be inactive.
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- 2012
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11. Steroidal and pregnane glycosides from Ypsilandra thibetica
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Wei Ni, Hai-Yang Liu, Yi Lu, Chang-Xiang Chen, and Jun-Yun Yang
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Stereochemistry ,Saponin ,Plant Science ,Toxicology ,Biochemistry ,Analytical Chemistry ,Hydrolysis ,chemistry.chemical_compound ,Liliaceae ,Cytotoxicity ,Medicinal plants ,Pharmacology ,chemistry.chemical_classification ,Traditional medicine ,biology ,Chemistry ,Organic Chemistry ,Pregnane ,Glycoside ,Regular Article ,biology.organism_classification ,Ypsilandra thibetica ,pregnane glycoside ,Two-dimensional nuclear magnetic resonance spectroscopy ,ypsilandroside ,Food Science ,furostanol glycoside - Abstract
The whole plants of Ypsilandra thibetica have been analyzed as part of a systematic study on saponin constituents of medicinal plants. This has resulted in the isolation of two new bisdesmosidic furostanol saponins, named ypsilandroside P (1) and ypsilandroside Q (2), and one new pregnane glycoside, named ypsilandroside R (3), together with nine known steroidal glycosides. Their structures were elucidated on the basis of extensive spectroscopic analysis, including that of 2D NMR data, and the results of acidic hydrolysis. Ypsilandroside P (1) was cytotoxicity against two human tumor cell lines. Electronic Supplementary Material Supplementary material is available for this article at 10.1007/s13659-011-0039-z and is accessible for authorized users.
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- 2012
12. Lindenane Disesquiterpenoids with Anti-HIV-1 Activity from Chloranthus japonicus
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Yang Lu, Ning-Bo Gong, Chang-Xiang Chen, Ping-Lei Fang, Li-Li Pan, Shucong Liu, Ying Guo, Huan Yan, Hai-Yang Liu, Hui-Min Zhong, and Ying-li Cao
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Double bond ,Anti-HIV Agents ,Stereochemistry ,Molecular Conformation ,Pharmaceutical Science ,Biology ,Pharmacognosy ,Crystallography, X-Ray ,Sesquiterpene ,Analytical Chemistry ,Magnoliopsida ,Structure-Activity Relationship ,chemistry.chemical_compound ,Drug Discovery ,Humans ,Structure–activity relationship ,Pharmacology ,chemistry.chemical_classification ,Molecular Structure ,Organic Chemistry ,Absolute configuration ,Biological activity ,Terpenoid ,Complementary and alternative medicine ,chemistry ,HIV-1 ,Molecular Medicine ,Sesquiterpenes ,Lactone - Abstract
Five new lindenane disesquiterpenoids, chlorajaponilides A-E (1-5), together with 11 known analogues were isolated from whole plants of Chloranthus japonicus. The structure and absolute configuration of 1 was confirmed by X-ray crystallography. Compounds 1 and 2 represent the first examples of lindenane disesquiterpenoids with a C-5 hydroxy group and a C-4-C-15 double bond. Compounds 8, 9, 11, and 12 showed anti-HIV-1 replication activities in both wild-type HIV-1 and two NNRTIs-resistant strains. Shizukaol B (8) exhibited the best activity against HIV(wt), HIV(RT-K103N), and HIV(RT-K103N) with EC₅₀ values of 0.22, 0.47, and 0.50 μM, respectively. Compounds 8, 9, 11, and 12 had significant cytotoxicities against C8166 cells with CC₅₀ values of 0.020, 0.089, 0.047, and 0.022, respectively, and exhibited inhibitory activities against HIV-1 with EC₅₀ values of 0.0014, 0.016, 0.0043, and 0.0033 μM, respectively.
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- 2011
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13. Plantagiolide F, a minor withanolide fromTacca plantaginea
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Xiao-Jiang Hao, Chang-Xiang Chen, Jun-Yun Yang, Rong-Hua Zhao, and Hai-Yang Liu
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chemistry.chemical_compound ,Magnetic Resonance Spectroscopy ,Molecular Structure ,Withanolide ,chemistry ,Tacca plantaginea ,Stereochemistry ,Organic Chemistry ,Dioscoreaceae ,Plant Science ,Withanolides ,Biochemistry ,Analytical Chemistry - Abstract
A minor new withanolide, named plantagiolide F, was isolated from the whole plant of Tacca plantaginea (Hance). The structure of plantagiolide F was elucidated on the basis of spectroscopic methods including extensive 1- and 2-D NMR experiments.
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- 2011
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14. Ypsilactosides A and B, Two New C22-Steroidal Lactone Glycosides from Ypsilandra thibetica
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Hai-Yang Liu, Yan Hua, Chang-Xiang Chen, Wei Ni, Yi Lu, and Bai-Bo Xie
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Inorganic Chemistry ,chemistry.chemical_classification ,chemistry ,Stereochemistry ,Organic Chemistry ,Drug Discovery ,Ypsilandra thibetica ,Glycoside ,Physical and Theoretical Chemistry ,Beta (finance) ,Biochemistry ,Catalysis ,Lactone - Abstract
Two new C(22)-steroidal lactone glycosides, ypsilactosides A (1) and B (2), were isolated from the EtOH extract of the whole plant of Ypsilandra thibetica. Their structures were established as (3 beta,5 alpha,16 beta,20S)-3,16-dihydroxy-6-oxopregnane-20-carboxylic acid gamma-lactone 3-(beta-D-glucopyranoside) (1) and (3 beta,16 beta)-3,16-dihydroxypregna-5,20-diene-20-carboxylic acid gamma-lactone 3-{O-alpha-L-rhamnopyranosyl-(1 -> 4)-O-alpha-L-rhamnopyranosyl-(1 -> 4)-O-[alpha-L-rhamnopyranosyl-(1 -> 2)]-beta-D-glucopyranoside} (2) on the basis of extensive spectroscopic analyses and chemical degradations.
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- 2011
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15. Synthesis and Catalytic Abilities of Silica-coated Fe3O4 Nanoparticle Bonded Metalloporphyrins with Different Saturation Magnetization
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Qiang Liu, Chang-Xiang Liu, and Can-Cheng Guo
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Cyclohexane ,Chemistry ,Cyclohexanol ,Nanoparticle ,Binary compound ,General Chemistry ,Heterogeneous catalysis ,Catalysis ,Magnetization ,chemistry.chemical_compound ,Organic chemistry ,Physical chemistry ,Saturation (magnetic) - Abstract
In this paper, a series of nanoparticle bonded metalloporphyrins with different saturation magnetization were synthesized by a modified silanation method. Under geomagnetic field (5 × 10−5 T), with the increase of the saturation magnetizations, the growth rate of yields of cyclohexanol in the cyclohexane oxidation with iodosylbenzene catalyzed by these nanoparticle bonded metalloporphyrins followed the order of ironporphyrin > manganeseporphyrin > cobaltporphyrin. A series of nanoparticle bonded metalloporphyrins with different saturation magnetization were synthesized by a modified silanation method. Under geomagnetic field (5 × 10−5 T), with the increase of the saturation magnetizations, the growth rate of yields of cyclohexanol in the cyclohexane oxidation with iodosylbenzene catalyzed by these nanoparticle bonded metalloporphyrins followed the order of ironporphyrin > manganeseporphyrin > cobaltporphyrin.
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- 2010
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16. A new dinorclerone diterpenoid glycoside fromTinospora sinensis
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Hai-Yang Liu, Chang-Xiang Chen, Wei Ni, Bai-Bo Xie, Lang-Ping Dong, and Jun-Zhu Li
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China ,Tinospora ,Magnetic Resonance Spectroscopy ,Spectrophotometry, Infrared ,Stereochemistry ,Chemical structure ,Plant Science ,Biochemistry ,Mass Spectrometry ,Analytical Chemistry ,Tinospora sinensis ,Glycosides ,Medicinal plants ,Menispermaceae ,chemistry.chemical_classification ,Plant Stems ,biology ,Chemistry ,Organic Chemistry ,Glycoside ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,Terpenoid ,Indicators and Reagents ,Spectrophotometry, Ultraviolet ,Diterpenes ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
A new dinorclerone diterpenoid glycoside, named 1-deacetyltinosposide A (1), was isolated from the stem of Tinospora sinensis together with 10 known compounds. Their structures were elucidated on the basis of extensive spectroscopic techniques (MS, IR, 1D and 2D NMR experiments).
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- 2010
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17. Ypsilandrosides C-G, five new spirostanol saponins from Ypsilandra thibetica
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Hai-Yang Liu, Bai-Bo Xie, Wei Ni, and Chang-Xiang Chen
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Antifungal Agents ,Stereochemistry ,Chemical structure ,Clinical Biochemistry ,Antineoplastic Agents ,Sapogenin ,Biochemistry ,Magnoliopsida ,chemistry.chemical_compound ,Endocrinology ,Cell Line, Tumor ,Candida albicans ,Ypsilandra thibetica ,Spirostans ,Humans ,Molecular Biology ,Pharmacology ,biology ,Liliaceae ,Organic Chemistry ,Saponins ,biology.organism_classification ,Aglycone ,chemistry ,Phytochemical ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
A further phytochemical investigation on the whole plants of Ypsilandra thibetica yielded one sapogenin and 12 spirostanol saponins. Five of these are new compounds, designated as ypsilandrosides C-G (2-6). Their structures were determined by detailed spectroscopic analysis, including extensive 1D and 2D NMR data, and by the result of a hydrolytic reaction. Compounds 2-5 were rare steroidal saponins that an apiofuranosyl unit was directly linked at C-3 of the aglycone. Selected spirostanol saponins (2-6, 9) were tested for their cytotoxic activities against K562, SPC-A-1, BGC-823, Eca-109, and AGS cell lines. Compounds 6 and 9 showed moderate inhibitory activity against all five cell lines. The antifungal properties of the new spirostanol saponins (2-6) against Candida albicans were also determined. (C) 2009 Elsevier Inc. All rights reserved.
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- 2009
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18. Four New Eudesmane Sesquiterpenoid Lactones fromChloranthus serratus
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Hui-Min Zhong, Chang-Xiang Chen, Fei Teng, and Hai-Yang Liu
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Inorganic Chemistry ,chemistry.chemical_classification ,Triterpenoid ,chemistry ,Stereochemistry ,Organic Chemistry ,Drug Discovery ,Chloranthus serratus ,Glycoside ,Physical and Theoretical Chemistry ,Ring (chemistry) ,Biochemistry ,Catalysis - Abstract
Four new eudesmane sesquiterpenoids endowed with an alpha,beta-unsaturated gamma-lactone five-membered ring, serralactones A - D (1 - 4, resp.), along with seven known sesquiterpenoids, were isolated from the whole plant Chloranthus serratus. Their structures and relative configurations were established on the basis of extensive spectroscopic analyses.
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- 2009
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19. Two New Diterpenoid Lactams fromSpiraea japonicavar.ovalifolia
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Hai-Yang Liu, Ying-Tong Di, Wei Ni, Xiao-Jiang Hao, and Chang-Xiang Chen
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Inorganic Chemistry ,Ginseng ,biology ,Stereochemistry ,Chemistry ,Organic Chemistry ,Drug Discovery ,Spiraea japonica ,Physical and Theoretical Chemistry ,biology.organism_classification ,Biochemistry ,Catalysis ,Terpenoid - Abstract
Two new diterpenoid alkaloids, spiramilactams A (1) and B (2), were isolated from the basic fraction of a MeOH extract of whole plants of Spiraea japonica var. ovalifolia. Their structures were established on the basis of extensive spectroscopic and mass-spectrometric analyses.
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- 2009
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20. Cytotoxicity of cardenolides and cardenolide glycosides from Asclepias curassavica
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Jun-Zhu Li, Chang-Xiang Chen, Chen Qing, Hai-Yang Liu, and Xiao-Jiang Hao
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Asclepias curassavica ,Stereochemistry ,Clinical Biochemistry ,Saponin ,Pharmaceutical Science ,Pharmacognosy ,Biochemistry ,Cell Line ,chemistry.chemical_compound ,Drug Discovery ,Cardenolide ,Humans ,Glycosides ,Molecular Biology ,Asclepias ,chemistry.chemical_classification ,biology ,Apocynaceae ,Organic Chemistry ,Glycoside ,Biological activity ,biology.organism_classification ,Cardenolides ,chemistry ,Molecular Medicine ,Lactone - Abstract
A new cardenolide, 12 beta, 14 beta-dihydroxy-3 beta, 19-epoxy-3 alpha-methoxy-5 alpha-card-20(22)-enolide (6), and a new doubly linked cardenolide glycoside, 12 beta-hydroxycalotropin (13), together with eleven known compounds, coroglaucigenin (1), 12 beta-hydroxycoroglaucigenin (2), calotropagenin (3), desglucouzarin (4), 6'-O-feruloyl-desglucouzarin (5), calotropin (7), uscharidin (8), asclepin (9), 16 alpha-hydroxyasclepin (10), 16 alpha-acetoxycalotropin (11), and 16 alpha-acetoxyasclepin (12), were isolated from the aerial part of ornamental milkweed, Asclepias curassavica and chemically elucidated through spectral analyses. All the isolates were evaluated for their cytotoxic activity against HepG2 and Raji cell lines. The results showed that asclepin (9) had the strongest cytotoxic activity with an IC(50) value of 0.02 mu M against the two cancer cell lines and the new compound 13 had significant cytotoxic activity with IC(50) values of 0.69 and 1.46 mu M, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
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- 2009
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21. Six new C21 steroidal glycosides from Asclepias curassavica L
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Hai-Yang Liu, Xiao-Jiang Hao, Wei Ni, Jun-Zhu Li, Chang-Xiang Chen, and Yi-Ju Lin
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Models, Molecular ,Pharmacology ,Asclepias curassavica ,Spectrometry, Mass, Electrospray Ionization ,Spectrophotometry, Infrared ,biology ,Steroidal glycosides ,Chemistry ,Stereochemistry ,Molecular Sequence Data ,Organic Chemistry ,Clinical Biochemistry ,In vitro cytotoxicity ,Spectrometry, Mass, Fast Atom Bombardment ,biology.organism_classification ,Biochemistry ,Endocrinology ,Carbohydrate Sequence ,Steroids ,Glycosides ,Molecular Biology ,Asclepias - Abstract
Six new C-21 steroidal glycosides, named curassavosides A-F (3-8), were obtained from the aerial parts of Asclepias curassavica (Asclepiadaceae), along with two known oxypregnanes, 12-O-benzoyldeacylmetaplexigenin (1) and 12-O-benzoylsarcostin (2). By spectroscopic methods, the structures of the six new compounds were determined as 12-O-benzoyldeacylmetaplexigenin 3-O-beta-D-oleandropyranosyl-(1-->4)-beta-D-digitoxopyranoside (3), 12-O-benzoylsarcostin 3-O-beta-D-oleandropyranosyl-(1-->4)-beta-D-digitoxopyranoside (4), sarcostin 3-O-beta-D-oleandropyranosyl-(1-->4)-beta-D-canaropyranosyl-(1-->4)-beta-D-oleandropyranosyl-(1-->4)-beta-D-digitoxopyranoside (5), sarcostin 3-O-beta-D-oleandropyranosyl-(1-->4)-beta-D-canaropyranosyl-(1-->4)-beta-D-canaropyranosyl-(1-->4)-beta-D-digitoxopyranoside (6), 12-O-benzoyldeacylmetaplexigenin 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-oleandropyranosyl-(1-->4)-beta-D-canaropyranosyl-(1-->4)-beta-D-oleandropyranosyl-(1-->4)-beta-D-digitoxopyrano side (7), and 12-O-benzoylsarcostin 3-O-beta-D-glucopyranosyl-(1-->4)-beta-D-oleandropyranosyl(1-->4)-beta-D-canaropyranosyl-(1-->4)-beta-D-oleandropyranosyl-(1-->4)-beta-D-digitoxopyranoside (8), respectively. All compounds (1-8) were tested for in vitro cytotoxicity; only compound 3 showed weak inhibitory activity against Raji and AGZY cell lines. (C) 2008 Elsevier Inc. All rights reserved.
- Published
- 2008
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22. Taccalonolides W – Y, Three New Pentacyclic Steroids fromTacca plantaginea
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Xiao-Jiang Hao, Hai-Yang Liu, Jun-Yun Yang, Rong-Hua Zhao, Wei Ni, Chang-Xiang Chen, and Fei Teng
- Subjects
Inorganic Chemistry ,Taccalonolide ,chemistry.chemical_compound ,chemistry ,Tacca plantaginea ,Organic Chemistry ,Drug Discovery ,Botany ,Physical and Theoretical Chemistry ,Biochemistry ,Catalysis - Abstract
Three new pentacyclic steroids, taccalonolides W-Y (2-4, resp.), have been isolated from the whole plants of Tacca plantaginea. Their structures were elucidated on the basis of spectroscopic methods including extensive 1D- and 2D-NMR experiments.
- Published
- 2008
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23. Four New Podocarpane-Type Trinorditerpenes fromAleurites moluccana
- Author
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Chang-Xiang Chen, Hai-Yang Liu, Xiao-Jiang Hao, Chen Qing, Wei Ni, Bai-Bo Xie, Jun-Zhu Li, Yan Hua, Yi Zhao, and Shi-Jin Li
- Subjects
Stem bark ,Spruceanol ,Stereochemistry ,Chemistry ,Organic Chemistry ,Alpha (ethology) ,Biochemistry ,Aleurites moluccana ,Catalysis ,Inorganic Chemistry ,Drug Discovery ,Physical and Theoretical Chemistry ,IC50 ,Taiwania cryptomerioides - Abstract
Four new podocarpane-type trinorditerpenenes, (5 beta,10 alpha)-12,13-dihydroxypodocarpa-8,11,13-trien-3-one (1), (5 beta,10 alpha)-12-hydroxy-13-methoxypodocarpa-8,11,13-trien-3-one (2), (5 beta,10 alpha)-13-hydroxy-12-methoxypodocarpa-8,11,13-trien-3-one (3), and (3 alpha,5 beta,10 alpha)-13-methoxypodocarpa-8,11,13-triene-3,12-diol (4), together with four known diterpenes, 12-hydroxy-13-methylpodocarpa-8,11,13-trien-3-one (5), spruceanol (6), ent-3 alpha-hydroxypimara-8(14),15-dien-12-one (7), and ent-3 beta,14 alpha-hydroxypimara-7,9(11),15-triene-12-one (8), were isolated from the twigs and leaves of Aleurites moluccana. Their structures were elucidated by means of comprehensive spectroscopic analyses, including NMR and MS. Except 8, all compounds were evaluated for their cytotoxicity; compound 4 exhibited moderate inhibitory activity against Raji cells with an IC50 value of 4.24 mu g/ml.
- Published
- 2007
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24. A Novel Atisane Diterpenoid fromSpiraea japonica var.acuta
- Author
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Xiao-Jiang Hao, Chang-Xiang Chen, Li Zhang, Qi-Tai Zheng, Yang Lu, Ying-Tong Di, Hai-Yang Liu, and Suo Gao
- Subjects
chemistry.chemical_classification ,biology ,Chemistry ,Stereochemistry ,Organic Chemistry ,biology.organism_classification ,Biochemistry ,Catalysis ,Japonica ,Terpenoid ,Inorganic Chemistry ,Drug Discovery ,Spiraea japonica ,Moiety ,Spiramine T ,Physical and Theoretical Chemistry ,Lactone - Abstract
A novel ent-atisane lactone, spiramilactone E (1), was isolated from Spiraea japonica var. acutaYU. Its structure was elucidated by extensive spectroscopic analyses, and unequivocally confirmed by single-crystal X-ray diffraction (Fig. 2). Compound 1 contains a gamma-lactone moiety between the 6-OH function and C(20), and beta-configuration for the 7-OH group, in contrast to known related diterpenes previously isolated from the S. japonica complex.
- Published
- 2007
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25. Steroidal saponins from Tacca plantaginea
- Author
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Xiao-Jiang Hao, Wei Ni, Hongxin Liu, and Chang-Xiang Chen
- Subjects
Stereochemistry ,Dioscoreaceae ,Taccaoside D ,Taccaoside C ,Saponin ,Pharmaceutical Science ,Pharmacognosy ,Analytical Chemistry ,Drug Discovery ,Pharmacology ,chemistry.chemical_classification ,Folk medicine ,Molecular Structure ,Tacca plantaginea ,biology ,Traditional medicine ,Organic Chemistry ,Glycoside ,General Medicine ,Saponins ,biology.organism_classification ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Steroids - Abstract
Two new steroidal saponins, taccaoside C (1) and taccaoside D (3), along with one known saponin (2) have been isolated from the methanol extracts of Tacca plantaginea. Their structures have been elucidated by spectroscopic and chemical methods.
- Published
- 2006
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26. Two New Diterpenoids fromCallicarpa pedunculata
- Author
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Hong-Ping He, Yue-Mao Shen, Chang-Xiang Chen, Suo Gao, Hai-Yang Liu, and Xiao-Jiang Hao
- Subjects
biology ,Chemistry ,Stereochemistry ,Organic Chemistry ,Alpha (ethology) ,Mass spectrometry ,biology.organism_classification ,Biochemistry ,Catalysis ,Terpenoid ,Inorganic Chemistry ,Callicarpa pedunculata ,Drug Discovery ,Medicinal herbs ,Physical and Theoretical Chemistry ,Beta (finance) - Abstract
Two new diterpenoids, pedunculatic acid A (=(4R,5 alpha,7 alpha)-7-ethoxy-9 beta,13 beta-dioxyabiet-8(14)-en-18-oic acid: 1) and pedunculatic acid B (=(4S,5 alpha,12 beta)-8 beta,14 beta-epoxy-12-hydroxy-11-oxototaran-19-oic acid: 2). together with three known sesquiterpenoids, were isolated from the Chinese medicinal herb Callicarpa pedunculata R. BROWN. Their structures were elucidated by spectroscopic analyses, including 1 D-and 2D-NMR, and by high-resolution mass spectrometry.
- Published
- 2006
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27. New tirucallane-type triterpenoid saponins from Sapindus mukorossi Gaetn
- Author
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Yun-Cheung Kong, Yan Hua, Rong-Wei Teng, Wei Ni, and Chang-Xiang Chen
- Subjects
Magnetic Resonance Spectroscopy ,Stereochemistry ,Saponin ,Pharmaceutical Science ,Pharmacognosy ,Plant Roots ,Sapindus ,Analytical Chemistry ,Triterpenoid ,Triterpene ,Drug Discovery ,Humans ,Triterpenoid saponin ,Pharmacology ,chemistry.chemical_classification ,Plant Extracts ,Chemistry ,Organic Chemistry ,Glycoside ,General Medicine ,Saponins ,Triterpenes ,Terpenoid ,Complementary and alternative medicine ,Molecular Medicine ,Sapindus mukorossi ,Phytotherapy - Abstract
Two new tirucallane-type triterpenoid saponins, sapimukoside C ( 1 ) and sapimukoside D ( 2 ), have been isolated from the roots of Sapindus mukorossi Gaetn. Their structures have been determined, on the basis of spectral and chemical analysis, as 3- O -alpha- L -rhamnopyranosyl-(1-->2)-[alpha- L -arabinopyranosyl-(1-->3)]-beta- D -glucopyranosyl (21,23 R )-epoxyl tirucalla-7,24-diene-(21 S )-ethoxyl-3beta-ol ( 1 ) and 3- O -alpha- L -rhamnopyranosyl-(1-->2)-[alpha- L -arabinopyranosyl-(1-->3)]-beta- D -glucopyranosyl (21,23 R )-epoxyl tirucall-7, 24-diene-(21 S )-methoxyl-3beta-ol ( 2 ).
- Published
- 2004
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28. Six Novel 5α-Adynerin-Type Cardenolides fromParepigynum funingense
- Author
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Chang Xiang Chen, Yan Hua, and Li Da Han
- Subjects
Inorganic Chemistry ,chemistry.chemical_classification ,chemistry ,Stereochemistry ,Organic Chemistry ,Drug Discovery ,Glycoside ,Physical and Theoretical Chemistry ,Type (model theory) ,Biochemistry ,Catalysis - Abstract
Six novel 5alpha-adynerin-type cardenolides, funingenosides K (1), L (2), M (3), N (4), 0 (5), and P (6), have been isolated from the roots of Parepigynum funingense. Their structures were elucidated on the basis of 1D-and 2D-NMR techniques.
- Published
- 2004
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29. Tetranortriterpenoids fromClausena excavata
- Author
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Chang Xiang Chen, Hongping He, Yuemao Shen, Jian-Xin Zhang, Yi Neng He, and Xiao-Jiang Hao
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biology ,Traditional medicine ,Chemistry ,Stereochemistry ,Organic Chemistry ,Clausena excavata ,biology.organism_classification ,Biochemistry ,Catalysis ,Inorganic Chemistry ,Rutaceae ,Clausena ,Genus ,Drug Discovery ,Physical and Theoretical Chemistry - Abstract
Five new tetranortriterpenoids, (11beta)-21,23-dihydro-11,21-dihydroxy-23-oxoobacunone (=21,23-dihydro-21-hydroxy-231-oxozapoterin: 2), (11beta)-21,23-dihydro-11,23-dihydroxy-21-oxoobacunone (=21,23-dihydro-23-hydroxy-21-oxozapoterin; 3), (1alpha,11beta)-1,2,21,23-tetrahydro-1,11,23-trihydroxy-21-oxoobacunone (=21,23-dihydro-23-hydroxy-21-oxoclausenarin; 4), (1alpha,11beta)-23-ethoxy-1,2,21,23-tetrahydro-1,11-dihydroxy-21-oxoobacunone (=23-ethoxy-21,23-dihydro-21-oxoclausenarin; 5); (11beta)-1,2,21,23-tetrahydro-11,23-dihydroxy-21-oxoobacunoic acid; 6), were isolated from the aerial part of Clausena excavata BURM. F. (Rutaceae). All compounds possessed 3,4-seco skeletons. Their structures were established by spectroscopic studies. Tetranortriterpenoids with a 4-hydroxybut-2-eno-4-lactone moietv are rarely found in the genus Clausena.
- Published
- 2002
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30. Two New Steroidal Saponins from Ypsilandra thibetica
- Author
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Zhenhua Liu, Yong-Ai Si, Hai-Yang Liu, Ting-Xiang Lu, Wei Ni, Chang-Xiang Cheng, and Huan Yan
- Subjects
Pharmacology ,chemistry.chemical_classification ,biology ,Stereochemistry ,Liliaceae ,Organic Chemistry ,Pharmacology toxicology ,Plant Science ,Toxicology ,biology.organism_classification ,Biochemistry ,Analytical Chemistry ,Nitric oxide ,chemistry.chemical_compound ,Ypsilandroside T ,chemistry ,Ypsilandroside S ,Ypsilandra thibetica ,Plant biochemistry ,Monosaccharide ,Original Article ,Two-dimensional nuclear magnetic resonance spectroscopy ,Food Science - Abstract
Two new monosaccharide steroidal saponins, named ypsilandroside S (1) and ypsilandroside T (2), have been isolated from the whole plants of Ypsilandra thibetica. Their structures were elucidated as heloniogenin 3-O-β-D-apiofuranoside (1) and pregna 5,16-dien-3β,12α-diol-20-one-3-O-β-D-apiofuranoside (2) by spectroscopic techniques (1D and 2D NMR, MS). Compounds 1 and 2 were tested for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Graphical Abstract
- Published
- 2014
31. Triterpenoid Saponins from Clematis tangutica
- Author
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Yu Xin Chui, Hui Min Zhong, Yaozu Chen, Xuan Tian, and Chang Xiang Chen
- Subjects
Clematis ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Clematis tangutica ,Saponin ,Pharmaceutical Science ,Ranunculaceae ,Pharmacognosy ,Analytical Chemistry ,Magnoliopsida ,chemistry.chemical_compound ,Triterpene ,Drug Discovery ,Medicine, Chinese Traditional ,Pharmacology ,chemistry.chemical_classification ,Plants, Medicinal ,Molecular Structure ,biology ,Organic Chemistry ,Saponins ,biology.organism_classification ,Triterpenes ,Terpenoid ,Hederagenin ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Drugs, Chinese Herbal ,Phytotherapy - Abstract
Two new triterpenoid saponins, tanguticoside A and B along with seven known saponins vitalboside B, alpha -hederin, saponin PK, beta -hederin, saponin Pl(3), saponin PE, and ciwujianoside A were isolated from aerial part of Clematis tangutica. By chemical and spectral evidences methods, the structures of tanguticoside A and B were elucidated as 3-O-beta -D-glucopyrano-sylhederagenin 28-O-alpha -L-rhamnopyranosyl-(1 -->4)-beta -D-glucopyranosyl-(1 -->2)-beta -D- -glucopyranoside and 3-O-beta -D-glucopyranosyl-1 -->2)-beta -D-glucopyranosylhederagen in 28-O-alpha -L-rhamnopyranosyl-(1 -->4)-beta -D-glucopyranosyl-(1 -->6)-beta -D-glucopyranoside, respectively.
- Published
- 2001
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32. An Expeditious Synthetic Route to Carnosic Acid Type Diterpenes
- Author
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Chang-Xiang Chen, Ning Chen, Xiao-Jiang Hao, Xinfu Pan, Y. Tian, and Hui Wang
- Subjects
chemistry.chemical_compound ,chemistry ,Organic Chemistry ,Organic chemistry ,Carnosic acid - Abstract
2-Oxo-10-carboxy-8,11,13-podocarpatriene 7, a model for carnosic acid type diterpenes has been synthesized by an expeditious synthetic route.
- Published
- 1997
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33. 5α-Steroidal Glycosides from Parepigynum funingense
- Author
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Chang-Xiang Chen, Cheng Wang, Hai-Yang Liu, Yan Hua, Wei Ni, Yang Lu, and Qi-Tai Zheng
- Subjects
China ,Ketone ,Stereochemistry ,medicine.medical_treatment ,Molecular Conformation ,Saponin ,Pharmaceutical Science ,Pharmacognosy ,Crystallography, X-Ray ,Plant Roots ,Analytical Chemistry ,Steroid ,Drug Discovery ,medicine ,Glycosides ,Trisaccharide ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,chemistry.chemical_classification ,Molecular Structure ,Hydrolysis ,Organic Chemistry ,Glycoside ,Stereoisomerism ,Apocynaceae ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Steroids ,Two-dimensional nuclear magnetic resonance spectroscopy ,Lactone - Abstract
Four new 5alpha-steroidal glycosides with an unusual framework, funingenosides A (1), B (2), C (3), and D (4), were isolated from the roots of Parepigynum funingense. Their structures were elucidated on the basis of 1D and 2D NMR techniques. The structure and relative stereochemistry of compound 1 were demonstrated by X-ray crystallographic analysis.
- Published
- 2003
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34. Steroidal saponins with antimicrobial activity from stems and leaves of Paris polyphylla var. yunnanensis
- Author
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Dong-Jie Sun, Hai-Yang Liu, Xu-Jie Qin, Wei Ni, Chang-Xiang Chen, Yan Hua, and Li He
- Subjects
food.ingredient ,Clinical Biochemistry ,Saponin ,Sapogenin ,Microbial Sensitivity Tests ,Biochemistry ,Magnoliopsida ,Endocrinology ,food ,Botany ,Propionibacterium acnes ,Sugar ,Molecular Biology ,Pharmacology ,chemistry.chemical_classification ,Traditional medicine ,biology ,Plant Stems ,Organic Chemistry ,Paris polyphylla ,Glycoside ,Saponins ,biology.organism_classification ,Antimicrobial ,Anti-Bacterial Agents ,Plant Leaves ,chemistry ,Herb ,Trilliaceae ,Steroids - Abstract
Rhizoma Paridis, the root of Paris polyphylla var. yunnanensis (Trilliaceae), is a Chinese traditional medicine, which resources become less and less. However, the aerial parts of this herb, which can regenerate every year, were discarded. In order to expand the resources, detailed chemical investigation on the stems and leaves of Paris polyphylla var. yunnanensis led to isolation of one sapogenin and 24 steroidal saponins (1-25). including 6 new glycosides, named chonglouosides SL-1-SL-6 (1-6). Their structures were elucidated on the basis of detailed analyses of their 1D and 2D NMR spectra and acid hydrolysis. Among them, compounds 3 and 4 are the first 23,27-dihydroxydiosgenin saponin having a sugar chain attached to C-23 or C-27, while compound 6 is the first 27-hydroxyruscogenin glycoside bearing 1, 27-di-O-sugar chains. The known compounds 10, 12, 14, 19, 20, 22, and 25 were isolated from the genus Paris for the first time. Antimicrobial testing activities of the selected compounds showed that compound 2, 3, 6, 8, 9, 11, 13, 17, 18, 21, and 24 were active against Propionibacterium acnes with MIC values of 62.5, 62.5, 3.9, 16.5, 17.2, 7.8, 39.0, 17.2, 31.3, 62.5, and 31.3 mu g/ml, respectively. (c) 2012 Elsevier Inc. All rights reserved.
- Published
- 2012
35. Tigliane-type diterpenoid glycosides from Euphorbia fischeriana
- Author
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Yong-Tang Zheng, Chang-Tian Li, Hai-Yang Liu, Wei Ni, Chang-Xiang Chen, Xing-Jie Zhang, Xiao-Jiang Hao, Ping-Lei Fang, Liu-Meng Yang, Lei Li, and Li-Li Pan
- Subjects
Stereochemistry ,Anti-HIV Agents ,Pharmaceutical Science ,Pharmacognosy ,Analytical Chemistry ,chemistry.chemical_compound ,Glucosides ,Euphorbia ,Drug Discovery ,Prostratin ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,chemistry.chemical_classification ,biology ,Molecular Structure ,Organic Chemistry ,Euphorbiaceae ,Glycoside ,Biological activity ,biology.organism_classification ,Terpenoid ,Complementary and alternative medicine ,chemistry ,HIV-1 ,Molecular Medicine ,Acid hydrolysis ,Diterpene ,Diterpenes ,Drugs, Chinese Herbal - Abstract
Investigation of whole plants of Euphorbia fischeriana afforded three new tigliane-diterpenoid glycosides, fischerosides A-C (1-3), together with 11 known diterpenoids. Fischerosides A-C (1-3) are the first tigliane-type diterpenoid glucosides. Their structures were determined by a combination of 1D and 2D NMR, MS, and acid hydrolysis. Inhibitory activity against HIV-1 was assessed for compounds 1-5. The new compound 3 showed an EC(50) value of 0.02 mu M and a therapeutic index (TI) of 17.50, while prostratin (4) and 12-deoxyphorbol-13,20-diacetate (5) showed significantly greater anti-HIV-1 activity.
- Published
- 2011
36. Taccasubosides A-D, four new steroidal glycosides from Tacca subflabellata
- Author
-
Hai-Yang Liu, Lei Li, Wei Ni, Ping-Lei Fang, Ling-Mei Kong, Yan Hua, Chang-Xiang Chen, Li-Li Pan, Xing-Rao Li, and Yan Li
- Subjects
Pharmacology ,chemistry.chemical_classification ,Magnetic Resonance Spectroscopy ,Steroidal glycosides ,Molecular Structure ,Chemistry ,Stereochemistry ,Organic Chemistry ,Clinical Biochemistry ,Glycoside ,Sapogenin ,Biochemistry ,Sterol ,Hydrolysis ,Endocrinology ,Tacca subflabellata ,Cell Line, Tumor ,Organic chemistry ,Humans ,Dioscoreaceae ,Glycosides ,Cytotoxicity ,Molecular Biology ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
By analyzing the steroidal content of fresh whole plants of Tacca subflabellata (Taccaceae), we isolated one sapogenin and eight glycosides with four kinds of steroidal skeletons including four new glycosides, named taccasubosides A-D (1-4), together with five known compounds. Among them, compound 1 is the first pentacyclic sterol glycoside with 6-6-6-5-6 fused rings. The structures of 1-4 were elucidated on the basis of extensive spectroscopic analysis, including that of 2D NMR data, and the results of acidic hydrolysis. The cytotoxicity of the selected steroidal glycosides (1-4, 8, and 9) was evaluated in vitro against five human cancer cell lines. Compound 9 showed significant inhibitory activity against all five cell lines. (C) 2011 Elsevier Inc. All rights reserved.
- Published
- 2010
37. ChemInform Abstract: An Expeditious Synthetic Route to Carnosic Acid Type Diterpenes
- Author
-
Y. Tian, Chang-Xiang Chen, Xinfu Pan, Hui Wang, Xiao-Jiang Hao, and Ning Chen
- Subjects
Terpene ,chemistry.chemical_compound ,Chemistry ,Organic chemistry ,Carnosic acid ,General Medicine - Abstract
2-Oxo-10-carboxy-8,11,13-podocarpatriene 7, a model for carnosic acid type diterpenes has been synthesized by an expeditious synthetic route.
- Published
- 2010
- Full Text
- View/download PDF
38. Chloramultiols A-F, lindenane-type sesquiterpenoid dimers from Chloranthus multistachys
- Author
-
Chang-Xiang Chen, Hai-Yang Liu, Gang Wei, Xiao-Jiang Hao, Fei Teng, and Xin-Hui Ran
- Subjects
Stereochemistry ,Plant composition ,Chemical structure ,Pharmaceutical Science ,Tumor cells ,HL-60 Cells ,Mass spectrometry ,Ring (chemistry) ,Analytical Chemistry ,Inhibitory Concentration 50 ,Magnoliopsida ,Tetracyclic triterpenoids ,Drug Discovery ,Humans ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,Plants, Medicinal ,Molecular Structure ,Chemistry ,Organic Chemistry ,Chloranthus multistachys ,Antineoplastic Agents, Phytogenic ,Complementary and alternative medicine ,Molecular Medicine ,Female ,Drug Screening Assays, Antitumor ,Two-dimensional nuclear magnetic resonance spectroscopy ,Sesquiterpenes ,Drugs, Chinese Herbal - Abstract
Six new highly complex lindenane-type sesquiterpenoid dimers, chloramultiols A-F (1-6), along with six known analogues, were isolated from the whole plant of Chloranthus multistachys. The structures of 1-6 were elucidated on the basis of mass spectrometry (MS) and 1 D and 2D NMR spectroscopic analysis. Among them, compounds 1 and 6 contain a unique 18-membered macrocyclic triester ring. All compounds isolated were evaluated for the inhibition of the growth of live tumor cell lines.
- Published
- 2010
39. Spirostanol tetraglycosides from Ypsilandra thibetica
- Author
-
Chang-Xiang Chen, Wei Ni, Yi Lu, Hai-Yang Liu, and Yan Hua
- Subjects
Magnetic Resonance Spectroscopy ,Stereochemistry ,Chemical structure ,Clinical Biochemistry ,Saponin ,Tumor cells ,Antineoplastic Agents ,Biochemistry ,Magnoliopsida ,Endocrinology ,Cell Line, Tumor ,Ypsilandra thibetica ,Spirostans ,Organic chemistry ,Humans ,Glycosides ,Molecular Biology ,Pharmacology ,chemistry.chemical_classification ,biology ,Liliaceae ,Organic Chemistry ,Glycoside ,biology.organism_classification ,chemistry ,Phytochemical ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Phytochemical reinvestigation on the whole plants of Ypsilandra thibetica obtained five new spirostane glycosides, ypsilandrosides H-L (1-5), and a known saponin polyphylloside III (6). Among them, 1 and 2 are the first spirostane glycosides which possess novel 5(6 -> 7) abeo-steroidal aglycones. Compounds 3 and 4 are rare saponins whose aglycones contain a hydroxyl group at C-7. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analysis and chemical evidences. The isolated compounds were evaluated for their cytotoxic activity on five tumor cell lines. (C) 2010 Elsevier Inc. All rights reserved.
- Published
- 2010
40. Steroidal saponins from Lysimachia Paridiformis
- Author
-
Chang-Xiang Chen, Fu-Quan Xu, Hai-Yang Liu, Hai-Qing Liu, and Hui-Min Zhong
- Subjects
Magnetic Resonance Spectroscopy ,Stereochemistry ,Molecular Sequence Data ,Saponin ,Pharmaceutical Science ,Sapogenin ,Pharmacognosy ,Analytical Chemistry ,Drug Discovery ,Primulaceae ,Pharmacology ,chemistry.chemical_classification ,Folk medicine ,Traditional medicine ,Plant Extracts ,Organic Chemistry ,Glycoside ,General Medicine ,Saponins ,Complementary and alternative medicine ,chemistry ,Carbohydrate Sequence ,Molecular Medicine ,Lysimachia paridiformis ,Paridiformoside ,Steroids - Abstract
A new steroidal saponin, paridiformoside B (1), was obtained from the EtOH extract of the whole plant of Lysimachia Paridiformis Franch, togerher with one steroidal sapogenin (7) and seven known steroidal saponins (2-6, 8-9). Their structures were elucidated using extensive spectroscopic techniques including 1D and 2D NMR spectra.
- Published
- 2007
41. New Eudesmane and Cadalane Sesquiterpenes from Parepigynum funingense
- Author
-
Jun Zhou, Yan Hua, Chang-Xiang Chen, and Hai-Yang Liu
- Subjects
Terpene ,chemistry.chemical_classification ,chemistry.chemical_compound ,chemistry ,Stereochemistry ,Cyclic ether ,Organic chemistry ,Glycoside ,General Chemistry ,General Medicine ,Sesquiterpene - Abstract
A new eudesmane sesquiterpene glycoside, named funingensin A (1), together with a novel cyclic ether based on the cadalane skeleton, named funingensin B (2), were isolated from the roots of Parepigynum funingense. Their structures were elucidated by spectroscopic methods, including oneand two-dimensional NMR (COSY, HMQC, HMBC and ROESY).
- Published
- 2007
- Full Text
- View/download PDF
42. Two new xanthones from Polygala crotalarioides
- Author
-
Yan Hua, Chang-Xiang Chen, Yu-Qing Liu, and Jun Zhou
- Subjects
Pharmacology ,Folk medicine ,Magnetic Resonance Spectroscopy ,Traditional medicine ,biology ,Polygala ,Chemistry ,Xanthones ,Organic Chemistry ,Pharmaceutical Science ,General Medicine ,Pharmacognosy ,biology.organism_classification ,Analytical Chemistry ,Complementary and alternative medicine ,Chemical constituents ,Drug Discovery ,Molecular Medicine ,Polygalaceae - Abstract
Two new xanthones, 1,6,8-trihydroxy-7-methoxy-2,3-methylenedioxyxanthone (1) and 1,6-dihydroxy-7,8-dimethoxy-2,3-methylenedioxyxanthone (2), have been isolated from the roots of Polygala crotalarioides. Their structures were elucidated by spectral and chemical methods.
- Published
- 2007
43. Five New Steroidal Compounds from Ypsilandra thibetica
- Author
-
Qi-Tai Zheng, Hai-Yang Liu, Yang Lu, Li Wu, Chang-Xiang Chen, Wei Ni, and Bai-Bo Xie
- Subjects
Antifungal ,Models, Molecular ,Antifungal Agents ,Magnetic Resonance Spectroscopy ,Sapogenins ,medicine.drug_class ,Stereochemistry ,Chemistry, Pharmaceutical ,Bioengineering ,Sapogenin ,Biochemistry ,Magnoliopsida ,X-Ray Diffraction ,Ypsilandra thibetica ,medicine ,Organic chemistry ,Furans ,Molecular Biology ,Plants, Medicinal ,Ethanol ,Plant Extracts ,Chemistry ,General Chemistry ,General Medicine ,Saponins ,Anti-Bacterial Agents ,Models, Chemical ,Molecular Medicine ,Steroids - Abstract
Five new steroids, including the four new steroidal saponins ypsilandroside B (1), ypsilandroside A (2), isoypsilandroside A (4), and isoypsilandroside B (5), as well as the new steroidal sapogenin isoypsilandrogenin (3), were isolated from the whole plant of Ypsilandra thibetica FRANCH. Their structures were determined on the basis of spectroscopic analyses, including extensive 2D-NMR techniques. The structure and relative configuration of ypsilandroside B (=(3 beta,12 alpha,25R)-3-[(alpha-L-rhamnopyranosyl-(1 -> 2)-beta-D-apiofuranosyl)oxy]spirost-5-ene-12,27-diol; 1) was unequivocally determined by single-crystal X-ray diffraction. The antifungal and antibacterial activities of 1-5 towards various types of fungi and bacteria are reported.
- Published
- 2007
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44. A New Neolignan Glycoside from the Leaves of Acer truncatum
- Author
-
Jun-Zhu Li, Wei Ni, Lang-Ping Dong, Chang-Xiang Chen, Hai-Yang Liu, and Jin-Yang Dong
- Subjects
Magnetic Resonance Spectroscopy ,Stereochemistry ,Pharmaceutical Science ,Acer ,Microbial Sensitivity Tests ,Acer truncatum ,Lignans ,Analytical Chemistry ,lcsh:QD241-441 ,chemistry.chemical_compound ,antibacterial activity ,lcsh:Organic chemistry ,Chlorogenic acid ,Drug Discovery ,Glycosides ,Physical and Theoretical Chemistry ,chemistry.chemical_classification ,Carbon Isotopes ,Neochlorogenic acid ,Schizandriside ,biology ,Bacteria ,Aceraceae ,Communication ,Organic Chemistry ,Absolute configuration ,neolignan glycosides ,Glycoside ,biology.organism_classification ,Anti-Bacterial Agents ,Plant Leaves ,chemistry ,Chemistry (miscellaneous) ,Molecular Medicine ,Protons ,Antibacterial activity - Abstract
A new neolignan glycoside, (7R,8R)-7,8-dihydro-9′-hydroxyl-3′-methoxyl- 8-hydroxymethyl-7-(4-hydroxy-3-methoxyphenyl)-1′-benzofuranpropanol 9′-O-β-D- glucopyranoside (1) was isolated from the leaves of Acer truncatum along with (7R,8R)-7,8-dihydro-9′-hydroxyl-3′-methoxyl-8-hydroxymethyl-7-(4-O-α-L-rhamno- pyranosyloxy-3-methoxyphenyl)-1′-benzofuranpropanol (2), schizandriside (3), lyoniresinol (4), berchemol (5), (-)-pinoresinol-4-O-β-D-glucopyranoside (6), hecogenin (7), chlorogenic acid (8) and neochlorogenic acid (9). Their structures were elucidated on the basis of extensive spectroscopic data. The absolute configuration of compounds 1 was established by its CD spectrum. The antibacterial activities of compounds 1-7 were evaluated.
- Published
- 2006
45. Eudesmane sesquiterpene glycosides from Parepigynum funingense
- Author
-
Yan Hua, Jan Xi, Chang-Xiang Chen, and Ling-Yun Zhou
- Subjects
Pharmacology ,chemistry.chemical_classification ,Parepigynum ,Magnetic Resonance Spectroscopy ,biology ,Stereochemistry ,Plant Extracts ,Glycoside ,General Medicine ,biology.organism_classification ,Sesquiterpene ,Plant Roots ,Apocynaceae ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,Organic chemistry ,Humans ,Sesquiterpenes, Eudesmane ,Glycosides ,Phytotherapy - Abstract
A new eudesmane sesquiterpene glycoside, pterodontriol D-6-O-beta-D-glucopyranoside (1), together with a known compound, ainsliaside E (2), was isolated from the roots of Parepigynum funingense. The structure of 1 was determined by 1D and 2D-NMR spectroscopy. Compound 2 was isolated from this plant for the first time. (C) 2003 Elsevier B.V. All rights reserved.
- Published
- 2003
46. Three novel 3,4-seco-podocarpane trinorditerpenoids from Aleurites moluccana
- Author
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Ying-Tong Di, Wei Ni, Fei Teng, Jun-Yun Yang, Hai-Yang Liu, Chang-Xiang Chen, Yi Lu, and Xiao-Jiang Hao
- Subjects
biology ,Chemistry ,Stereochemistry ,Organic Chemistry ,Drug Discovery ,Euphorbiaceae ,Organic chemistry ,Aleurites ,biology.organism_classification ,Biochemistry ,Aleurites moluccana ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Three novel 3,4-seco-podocarpane-type trinorditerpenoids, moluccanic acid (1), moluccanic acid methyl ester (2), and 6,7-dehydromoluccanic acid (3), were isolated from the twigs and leaves of Aleurites moluccona. Their Structures were elucidated by spectroscopic methods including 2D NMR analysis. The cytotoxicity of compounds 1-3 was evaluated. (C) 2008 Elsevier Ltd. All rights reserved.
- Published
- 2008
- Full Text
- View/download PDF
47. New Steroidal Glycosides from Parepigynum funingense
- Author
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Chang Xiang Chen, Yan Hua, and Hui Min Zhong
- Subjects
Pharmacology ,Parepigynum ,biology ,Steroidal glycosides ,Apocynaceae ,Chemistry ,Stereochemistry ,Organic Chemistry ,General Medicine ,biology.organism_classification ,Analytical Chemistry ,Organic chemistry ,Spectral analysis ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Six new steroidal glycosides with an unusual framework, funingenosides E (1), F (2), G (3), H (4), 1 (5) and J (6) were isolated from the roots of Parepigynum funingense. Their structures were elucidated by a combination of 1D and 2D NMR spectral analysis.
- Published
- 2003
- Full Text
- View/download PDF
48. A New Type of Hybrid Magnetic Semiconductor Based upon Polymeric lodoplumbate and Metal—Organic Complexes as Templates.
- Author
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Zhang-Jing Zhang, Sheng-Chang Xiang, Yong-Fan Zhang, A-Qing Wu, Li-Zhen Cai, Guo-Cong Guo, and Jin-Shun Huang
- Subjects
- *
MAGNETIC semiconductors , *ORGANOMETALLIC compounds , *ORGANIC compounds , *CARBON compounds , *ORGANIC chemistry , *SEMICONDUCTORS , *FERROMAGNETISM , *ANTIFERROMAGNETISM - Abstract
A new type of one-dimensional organic-inorganic hybrid [M(en)3]Pb2]6 [M = Mn (1), Fe (2), Zn (3), Ni (4); en = ethylenediamine] has been obtained and structurally characterized by X-ray crystallography, which opens a new approach to construct hybrid magnetic semiconductors. The results of optical absorption spectra and theoretical calculations for compounds 1–3 reveal a quantum confinement effect, and the variable-temperature magnetic susceptibility measurements for 1, 2, and 4 indicate ferromagnetic, antiferromagnetic, and paramagnetic behavior, respectively. [ABSTRACT FROM AUTHOR]
- Published
- 2006
- Full Text
- View/download PDF
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