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Compound 4(S)-4,5-dihydroxy-alpha-tetralone 5-O-beta-D-glucopyranose (1->6)-beta-D-glucopyranoside, and preparation method and application thereof

A technology of glucopyranoside and glucopyranose, which is applied to the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., can solve the problems of wasting medicinal resources and polluting the environment, and achieve the prevention of shortages and the rational use of resources , expanding the effect of drug sources

Active Publication Date: 2016-07-27
HEILONGJIANG UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the walnut green skins are discarded as waste every year, which not only pollutes the environment but also wastes precious medicinal resources.

Method used

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  • Compound 4(S)-4,5-dihydroxy-alpha-tetralone 5-O-beta-D-glucopyranose (1->6)-beta-D-glucopyranoside, and preparation method and application thereof
  • Compound 4(S)-4,5-dihydroxy-alpha-tetralone 5-O-beta-D-glucopyranose (1->6)-beta-D-glucopyranoside, and preparation method and application thereof
  • Compound 4(S)-4,5-dihydroxy-alpha-tetralone 5-O-beta-D-glucopyranose (1->6)-beta-D-glucopyranoside, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0032] Compound Identification:

Embodiment 1

[0033] The compound obtained in Example 1 is a yellow amorphous powder (MeOH). UV spectrum (MeOH) exhibits maximum absorption at 254 nm. Positive HR-ESI-MS spectra, such as figure 2 As shown, [M+Na] can be seen at m / z525.1657 + Ion peak, indicating that the molecular weight of the compound is 502. combine 1 H-NMR, 13 C-NMR and DEPT spectra speculate that its molecular formula is C 22 h 30 o 13 , calculate its degree of unsaturation to be 8.

[0034] in the compound 1 H-NMR (CD 3 OD,400MHz) spectrum, such as image 3 As shown, the low field area δ7.58 (1H, dd, J=8.0,0.9Hz), 7.45 (1H, t, J=8.0Hz) and 7.66 (1H, dd, J=8.0,0.9Hz) is a group Aromatic proton signals of the ABX coupled system. In the high field region δ2.26 (2H, m), 3.00 (1H, ddd, J=17.0, 12.4, 5.6Hz) and 2.51 (1H, brd, J=17.0Hz) are two methylenes on the naphthalene ring Primary proton signal. At δ5.33brs is a methine proton signal. At δ4.98 (1H, d, J=7.5Hz) and 4.37 (1H, d, J=7.6Hz), there are two si...

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Abstract

The invention discloses a compound with tumor inhibition activity, and a preparation method and application thereof. The compound is diglucoside; one position is simultaneously connected with two molecules of saccharide; a concrete structural formula is 4(S)-4,5-dihydroxy-alpha-tetralone 5-O-beta-D-glucopyranose (1->6)-beta-D-glucopyranoside. Experiments show that the compound provided by the invention has a better inhibition effect on human cervical carcinoma cells and lung cancer cells.

Description

technical field [0001] In particular, the present invention relates to a novel compound having an inhibitory effect on cancer cells. Background technique [0002] So far, the common treatment method for cancer is chemotherapy. According to the classification of their chemical sources, they can generally be divided into alkylating agents, antimetabolites, antibiotics, hormones, etc. These drugs have therapeutic effects on primary tumors, metastatic tumors and subclinical metastatic tumors, but their shortcomings are also very obvious, such as non-specificity to cells, strong toxic and side effects, and drug resistance. Therefore, it is a very urgent task for medical workers to develop new effective drugs to meet the needs of clinical treatment. In recent years, a large number of clinical experiments have confirmed that walnut green bark can relieve the symptoms and pain of tumor patients, which is of great significance for improving the quality of life, prolonging life and ...

Claims

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Application Information

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IPC IPC(8): C07H15/203C07H1/08A61P35/00A61P11/00A61P15/00
CPCC07H1/08C07H15/203
Inventor 周媛媛郑秀茜付蕾
Owner HEILONGJIANG UNIV OF CHINESE MEDICINE
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