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Multi-shell rhzomorph derivative, preparation and uses thereof

A technology of myriocin and its derivatives, which is applied to measurement devices, instruments, scientific instruments, etc., can solve the problems of low content of myriocin, low sensitivity, complicated operation, etc., and achieve the effect of reliable measurement results.

Inactive Publication Date: 2009-08-19
CHONGQING ACAD OF CHINESE MATERIA MEDICA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is that: myriocin is a compound without chromophoric groups, and the detection wavelength needs to be selected at the ultraviolet end, and the determination of the ultraviolet end is subject to much interference and the sensitivity is not high; the chemical composition of the sample is complex, multi-sphere The content of chitosin is low, and it needs to be separated and purified before it can be analyzed by HPLC, which is cumbersome to operate

Method used

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  • Multi-shell rhzomorph derivative, preparation and uses thereof
  • Multi-shell rhzomorph derivative, preparation and uses thereof
  • Multi-shell rhzomorph derivative, preparation and uses thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0029] The preparation of embodiment 1 formula (I) compound

[0030] Preparation of fluorenylmethoxycarbonyl chloride (Fmoc-Cl) solution: Accurately weigh about 5.0 mg of Fmoc-Cl, dissolve it in 50 mL of tetrahydrofuran solution, and prepare a derivatizer solution containing 0.1 mg of Fmoc-Cl per 1 mL, and store in a refrigerator at 4°C spare.

[0031] Preparation of myriocin solution: Accurately weigh about 2.5mg of myriocin, put it in a 50mL measuring bottle, dissolve it with pyridine and dilute to the mark, shake well, and make 0.05mg of myriocin per 1mL The solution was stored in a 4°C refrigerator for later use.

[0032] Measure 100.0 μl of the above-mentioned Fmoc-Cl solution and 50.0 μl of the myriocin solution respectively, put them in a 1.5mL Eppendorf tube, mix well, and the reaction temperature is 40° C., and the reaction time is 10 minutes to obtain the reactant containing the compound of formula (I). Dry the solvent in the reaction product, and the residue is pu...

Embodiment 2

[0033] The preparation of embodiment 2 formula (I) compound

[0034] Preparation of fluorenylmethoxycarbonyl chloride (Fmoc-Cl) solution: Accurately weigh about 20.0 mg of Fmoc-Cl, dissolve it in 100 mL of tetrahydrofuran solution, and prepare a derivative solution containing 0.2 mg of Fmoc-Cl per 1 mL, and store in a refrigerator at 4°C spare.

[0035] Preparation of myriocin solution: Accurately weigh about 2.0 mg of myriocin, put it in a 10 mL measuring bottle, dissolve it with pyridine and dilute to the mark, shake well, and make 0.2 mg of myriocin per 1 mL The solution was stored in a 4°C refrigerator for later use.

[0036] Measure 100.0ml of the above-mentioned Fmoc-Cl solution and 10.0ml of the myriocin solution respectively, put them in a 500mL round-bottomed flask, and mix them well. The reaction temperature is 50°C, and the reaction time is 20min to obtain the reactant containing the compound of formula (I). Dry the solvent in the reaction product, and the residue...

Embodiment 3

[0037] Embodiment 3 High performance liquid chromatography-mass spectrometry qualitative analysis formula (I) compound

[0038] 10 μL of the reactant prepared in Example 1 was injected into a high-performance liquid chromatography-electrospray ionization-mass spectrometer (HPLC-ESI-MS) for analysis. Chromatographic column: C8 chromatographic column; mobile phase: volume ratio of acetonitrile to water 70:30; flow rate 1.0mL / min; column temperature 35°C, detection by mass spectrometer.

[0039] In ESI positive ion full scan mode, [M+H] can be obtained + Be the quasi-molecular ion peak of 606.4, the molecular weight of formula (I) compound is 605, speculate [M+H] + The quasi-molecular ion peak of 606.4 is the quasi-molecular ion peak of the compound of formula (I). Select m / z606.4 to carry out secondary mass spectrometry analysis, obtain its secondary mass spectrum, can observe that m / z is the fragmentation peak of 384.3 and 410.3, and the m / z that can also be cracked under the...

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Abstract

The invention discloses a myriocin derivative and a preparation method thereof. The preparation method comprises the following steps: 9-fluorenylmethoxycarbonyl chloride is added to myriocin under the condition that pyridine and tetrahydrofuran solution provide a reaction environment, the 9-fluorenylmethoxycarbonyl chloride reacts with the myriocin to generate the myriocin derivative, the derivative introduces a group with ultraviolet characteristic absorption peaks to amino groups of the myriocin, and quantitative analysis can be carried out by high performance liquid chromatography, thus further quantitatively characterizing the myriocin. The method has reliable and accurate determination results, and can be used for determining myriocin content of traditional Chinese herbal medicines such as cicada fungus, Chinese caterpillar fungus and the like, determining preparations containing the cicada fungus or the Chinese caterpillar fungus and extracts thereof, and determining the myriocin content of biological samples.

Description

technical field [0001] The present invention relates to a myriocin derivative, in particular to a myriocin derivative introduced into the amino group with a characteristic ultraviolet absorption peak group and a preparation method thereof, and also relates to the quantitative determination of the derivative of the myriocin Application of contocin in biological products. Background technique [0002] Myriocin has a variety of pharmacological effects. Studies by Fujita et al. have shown that myriocin has a significant two-way immunoregulatory effect, can block the pathway below the interleukin-2 receptor, inhibit the activity of serine palmitoyltransferase, and thus specifically inhibit the proliferation of T cells; Myriocins have a strong inhibitory activity on the induction of the same kind of cell barrier T cells, which is 10 to 100 times stronger than cyclosporin A in these aspects; in the mixed reaction of the same kind of mixed lymphocytes, myriocin is also It shows st...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/33G01N30/02
Inventor 毛先兵余佳文朱华李徐红娟陈仕江马开森钟国跃
Owner CHONGQING ACAD OF CHINESE MATERIA MEDICA
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