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51.
H. Aldawsari A. Altaf Z. Banjar M. Okubo D. Iohara M. Anraku F. Hirayama K. Uekama 《Journal of inclusion phenomena and macrocyclic chemistry》2014,80(1-2):61-67
Despite recent advances in the formulation of orally disintegrating tablets (ODTs), the efforts to enhance the swallowing of the drug after disintegration have been limited. In this study, the feasibility of the combined use of cyclodextrins (CyDs) and a functional drug carrier, hydroxypropylmethylcellulose stearoxy ether (Sangelose®) was investigated to improve usability of ODTs. Glimepiride, a potent third generation hypoglycemic agent for type 2 diabetes was used as a model drug, because it is poorly water-soluble and elimination half life is fairly short. The direct compression method was employed for the preparation of glimepiride tablets, containing CyDs and Sangelose®, and various characteristics of the tablets were examined. In the cases of α-CyD and β-CyD, a short disintegration time with an appropriate hardness was obtained, complying with ODT criteria. On the other hand, γ-CyD, HP-β-CyD and HB-β-CyD increased in the hardness and disintegration time of the tablets. The rheological evaluation revealed that CyDs, except γ-CyD, significantly reduced the viscosity of the fluids after disintegration of the tablets, suggesting an ease of swallowing. This was ascribable to the complexation of the hydrophobic stearoyl moiety of Sangelose® with CyDs after dissolution, leading to the inhibition of the polymer–polymer interaction of Sangelose® and to the decrease in viscosity of the solution. The interaction of glimepiride with α- and β-CyDs was studied by the solubility method, demonstrating that glimepiride formed water-soluble complexes with these CyDs. Results obtained here suggested that α-CyD and β-CyD can be particularly useful for the Sangelose®-based ODT formulation, compared to γ-CyD, HP-β-CyD and HB-β-CyD, because of the short disintegration time of the tablets containing α-CyD and β-CyD, their shear-thinning effect on Sangelose® solutions and their solubility enhancing effect on the drug. 相似文献
52.
Because of the multi-functional characteristics and bioadaptability, cyclodextrin (CyD) is capable of alleviating the undesirable properties of drug molecules through the formation of inclusion complexes. This paper outlines the current application of natural and chemically modified CyDs in the various pharmaceutical formulations including peptide and protein drugs. Furthermore, potential use of CyD/drug conjugates in site-specific drug delivery is discussed. 相似文献
53.
Takayuki Anno Keiichi Motoyama Taishi Higashi Fumitoshi Hirayama Kaneto Uekama Hidetoshi Arima 《Journal of inclusion phenomena and macrocyclic chemistry》2011,70(3-4):339-344
The purpose of this study is to evaluate the potential use of polyamidoamine (PAMAM) starburst dendrimer (generation 2, G2) conjugates with 6-O-??-(4-O-??-d-glucuronyl)-d-glucosyl-??-cyclodextrin (GUG-??-CDE (G2)) having glucose as a spacer between dendrimer and cyclodextrin (CyD) as a novel gene transfer carrier. GUG-??-CDE (G2) was found to have lower hemolytic activity than dendrimer (G2), suggesting that GUG-??-CDE (G2) had lower local irritation than dendrimer (G2). Of GUG-??-CDEs (G2) having the various average degree of substitution (DS) of a glucuronylglycoside group, GUG-??-CDE (G2, DS 1.8) possessed much higher gene transfer activity than ??-CDE (G2, DS 1.2) and ??-CDE (G2, DS 1.3) in A549 and RAW264.7 cells, suggesting the crucial role of a spacer between dendrimer and CyD for high gene transfer activity of GUG-??-CDE (G2, DS 1.8). In sharp contrast to linear polyethyleneimine (10 kDa, PEI), GUG-??-CDE (G2, DS 1.8) had negligible cytotoxicity. These results suggest that GUG-??-CDE (G2, DS 1.8) could have the potential for a novel gene transfer carrier, compared to ??-CDE (G2, DS 1.2), ??-CDE (G2, DS 1.3) and PEI. 相似文献
54.
Kohji Inaba Tohru Wakuda Kaneto Uekama 《Journal of inclusion phenomena and macrocyclic chemistry》1984,2(3-4):467-474
Generally, prostaglandins (PG) are unstable and insoluble in water, though they exhibit strong biological activities in minute amount. The most difficult problem in developing PG preparations is how to stabilize and solubilize PG without loss of their activities. We have successfully developed the pharmaceutical preparations contaning PG complexes with cyclodextrins (CD). These preparations are already on the market, namely PGE2 ·-CD Tablet and PGE1 ·-CD Injection. Moreover, PG and PGI2 derivatives are now under development as a form of CD complex. 相似文献
55.
56.
Reducing sugars, such as glucose and fructose, are known to play a role in the initiation of apoptosis in pancreatic beta-cells. The data collected in this study show that fructose increases H2O2 levels and lipid peroxidation of hamster islet tumor (HIT) cells, which originated from hamster pancreatic beta-cells. In an attempt to clarify the mechanism of this oxidative stress, we were able to show that glutathione peroxidase (GPx) is inactivated by fructose, and that mRNA expression of GPx is suppressed by fructose. Nitric oxide (NO) is also known to bring about apoptosis. The presence of NO increases intracellular peroxide levels in HIT cells as judged by flow cytometric analysis. These data suggest that fructose and nitric oxide suppress the activity or expression of GPx, and, as a result, permit an increase in intracellular peroxides or lipid peroxidation. This represents a major contribution to the main mechanism of apoptosis by fructose and NO. 相似文献
57.
58.
Anzai K Mizoguchi J Yanagi T Hirayama F Arima H Uekama K 《Chemical & pharmaceutical bulletin》2007,55(10):1466-1470
The interaction of a newly developed Helicobacter pylori eradicating agent (TG44, 4-methylbenzyl-4'-[trans-4-(guanidinomethyl)cyclohexylcarbonyloxy]biphenyl-4-carboxlylate monohydrochloride) with beta-cyclodextrin (beta-CyD) in aqueous solution and in solid state was studied to gain insight into the high in-vivo H. pylori eradicating activity of TG44/beta-CyD complex. The interaction was studied by the solubility method, spectroscopic methods, powder X-ray diffractometry and differential scanning colorimetry (DSC). TG44 gave A(L)-type phase solubility diagram with beta-CyD in water, showing a linear increase in solubility of the drug up to 8 mM beta-CyD concentration. The solubility of TG44 (0.04 mM in water at 25 degrees C) increased about 70-folds at 8 mM beta-CyD. Ultraviolet, circular dichroism, fluorescence and (1)H-nuclear magnetic resonance spectroscopic studies indicated that TG44 forms the inclusion complex with beta-CyD in a 1:1 stoichiometry and the biphenyl moiety of TG44 is preferably included in the beta-CyD cavity in water. The Giordano plot made by monitoring changes in the fusion enthalpy of TG44 (about 184 degrees C) suggested that TG44 forms the 1:1 complex with beta-CyD in the solid state. The TG44/beta-CyD solid complex in a 1:1 stoichiometry was prepared by the grinding and spray-drying methods and confirmed by powder X-ray diffractometry and DSC that the complex is in an amorphous state. The initial dissolution rate of TG44/beta-CyD complex was significantly faster than those of the drug alone and the physical mixture of both components, maintaining higher supersaturated concentrations of the drug for a long time. The results suggested that the higher eradicating activity of TG44/beta-CyD complex to Helicobacter pylori, compared with that of the drug alone, is attributable at least partly to the faster dissolving property of the complex and its ability to maintain the supersaturated state of the drug in the gastric fluid. 相似文献
59.
Keiichi Motoyama Yoshimasa Mori Shogo Yamashita Yuya Hayashi Hirofumi Jono Yukio Ando Fumitoshi Hirayama Kaneto Uekama Hidetoshi Arima 《Journal of inclusion phenomena and macrocyclic chemistry》2011,70(3-4):333-338
The purpose of this study is to evaluate in vitro gene delivery efficiency of polyamidoamine (PAMAM) starburst dendrimer (generation 3, G3) conjugates with ??-cyclodextrin (??-CDE (G3)) bearing lactose (Lac-??-CDE) with various degrees of substitution of the lactose moiety (DSL) as a novel hepatocyte-selective carrier. Lac-??-CDE (G3, DSL 1.2) was found to have much higher gene transfer activity than ??-CDE (G3), Lac-??-CDE (G2, DSL 2.6) and Lac-??-CDEs (G3, DSL 2.6, 4.1 and 6.1) in HepG2 cells, which are dependent on the expression of cell-surface asialoglycoprotein receptor (ASGP-R). Lac-??-CDE (G3, DSL 1.2) provided negligible cytotoxicity up to a charge ratio of 100 (carrier/pDNA) in HepG2 cells. These results suggest the potential use of Lac-??-CDE (G3, DSL 1.2) as a non-viral vector for gene delivery toward hepatocytes. 相似文献
60.
Electrical resistivity of (SN)x crystal along the b-axis increases in Na ion solution by several times in a few tens of minutes. Temperature dependence of resistivity and transverse magnetoresistance at 4.2 K in Na-doped (SN)x do not change remarkably from the pristine (SN)x. These experimental results are discussed in terms of electron transfer from the dopant (Na) to (SN)x into consideration, comparing with the case of halogen doping. 相似文献