Fullerene monosaccharide derivative using carbon atoms as connection points and preparation method thereof
A technology of fullerene monosaccharides and derivatives, which is applied to the preparation of sugar derivatives, sugar derivatives, sugar derivatives, etc., can solve the problems that affect the promotion and treatment effect of fullerene derivative drugs and poor biocompatibility, and achieve Improving the level of medical care and the effect of good selectivity
Inactive Publication Date: 2015-03-11
三亚哈尔滨工程大学南海创新发展基地
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According to the principle that fullerene has good selectivity to the bladder and can generate singlet oxygen under laser irradiation conditions, researchers have also prepared fullerene derivatives for the treatment of bladder cancer (such as: fullerene poly Oxyethylene derivatives, Polyethyleneglycol), but most of them have not achieved the desired effect due to poor biocompatibility or other side effects, which has affected the promotion of fullerene-derived drugs and the treatment of certain cancers Effect
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[0019] Fullerene monosaccharide derivatives of the present invention are prepared in the following manner:
[0020] 1. Preparation of fullerene acetyl chloride derivatives:
[0021] 1) Butane bromoacetate (19.5 g, 0.10 mol) and dimethyl sulfide (6.21 g, 0.10 mol) were dissolved in 50 mL of acetone, and stirred at room temperature for 24 hours. After filtration and washing with acetone, Me 2 SCO 2 t Bu bromide salt (white powder (16.8g, 0.095mol); Me 2 SCO 2 t Bu bromide salt (100 mg, 0.56 mmol) was dissolved in 5 mL of dichloromethane, while stirring in an ice bath, 0.34 mL of saturated potassium carbonate solution and 25 μL of 50% NaOH solution were added dropwise, stirred for 10 minutes, and continued at room temperature Stir for 20 minutes. Remove the clarified solution and add CaH 2 , until no bubbles occur, dry and filter the system to remove CaH 2 , Me was obtained after distillation under reduced pressure 2 SCO 2 t Bu salt colorless oil (180mg).
[0022] Th...
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The invention provides a fullerene monosaccharide derivative using carbon atoms as connection points and a preparation method thereof. The method comprises steps of: dissolving fullerene acetyl chloride derivative and acetylated glucosamine ethyl hydrochloride in a molar ratio of 1:1 in pyridine benzene; stirring for 12 hours while heating at 60 DEG C to obtain fullerene acetyl glucose; drying in vacuum and dissolving in a mixed solvent containing methanol and chloroform in a ratio of 1:1; adding sodium methoxide and stirring for 30 minutes; neutralizing by acetic acid; and removing the solvent to obtain the fullerene monosaccharide derivative using carbon atoms as connection points. The fullerene monosaccharide derivative provided by the invention has good selectivity on bladder and no toxicity to human, and can efficiently generate singlet oxygenin under laser irradiation; therefore, the fullerene monosaccharide derivative has high expectations in effective treatment of bladder cancer.
Description
technical field [0001] The invention relates to an organic polymer material, and also relates to a preparation method of the organic polymer material. Specifically, it relates to a fullerene monosaccharide derivative with carbon atoms as connection points and a preparation method thereof. Background technique [0002] Fullerene is the fourth crystalline form of carbon discovered in 1985 after diamond, graphite and linear carbon (carbyne). It has excellent mechanical, optical, electrical, and chemical properties, and is one of the new materials that has attracted much attention. Its properties have been widely used in aviation, aerospace, electronic devices, and chemical industries. In addition, researchers have found that it also has some functions of drugs. For example, R.F. Schinazi, a virologist at the Emory University School of Medicine in Atlanta, USA, and his colleagues found that fullerene spheres have some functions on drugs. A key HIV (AIDS) viral enzyme kills wit...
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IPC IPC(8): C07H15/04C07H1/00
Inventor 沈贤德徐泽宇矢野重信觉知丰次赤司治夫鸣海敦
Owner 三亚哈尔滨工程大学南海创新发展基地