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Triterpene compound for preparing drug for treating cranial glia tumour

A glioma and compound technology, applied in the field of natural medicines against glioma, can solve the problems of undiscovered high-efficiency and low-toxicity chemotherapy drugs, unsatisfactory treatment effects, etc.

Inactive Publication Date: 2007-04-25
广州中医药大学热带医学研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unsatisfactory results even with a combination of surgery, radiation therapy and chemotherapy drugs
One of the key issues is that chemotherapy drugs with high efficiency and low toxicity have not been found

Method used

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  • Triterpene compound for preparing drug for treating cranial glia tumour
  • Triterpene compound for preparing drug for treating cranial glia tumour

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1 extraction and separation

[0035] Crumble 1.2Kg of dried Padang Guoluhuang into powder, impregnate 3 times with 95% ethanol for 24 hours each time, combine the impregnating liquid, concentrate under reduced pressure to remove ethanol, obtain extract, suspend with warm water, and dilute the suspension with ethyl acetate The ester was extracted three times, and the extracted aqueous layer was extracted three times with n-butanol. The n-butanol part was put on a silica gel column, and the chloroform-methanol system was used as the eluent for gradient elution, and the chloroform-methanol (80:20, v / v) eluted part was subjected to repeated silica gel column chromatography to obtain compounds 1 and 2.

Embodiment 2

[0036] The structure identification of embodiment 2 compound 1

[0037] Compound 1: colorless crystals, mp 239-240°C, the molecular formula is C as determined by high-resolution mass spectrometry (HRESIMS) 53 h 86 o 22 (C 53 h 86 o 22 Tested value for Na m / z: 1097.5480, theoretical value: 1097.5503). Positive ion ESI-MSm / z: 1097.6[M+Na] + , 951.5[M+Na-rha] + , 789.4 [M+Na-rha-glucose] + ;Negative ion ESI-MSm / z: 1072.8[M-H] + , 927.0 [M-H-rha] + , 910.3 [M-H-glucose] + , 764.8 [M-H-rha-glucose] + . The 1D NMR spectrum shows that compound 1 is a plurality of glycosyl triterpene saponins, heated to reflux with 4mol / L hydrochloric acid-50% methanol solution for 4 hours, after the reaction solution was cooled and neutralized, D- Glucose (Glc), L-arabinose (Ara) and L-rhamnose (Rha). Positive ion ESI-MSm / z: 1097.6 [M+Na] + , 951.5 [M+Na-rha] + , 789.4 [M+Na-rha-glucose] + And negative ion ESI-MSm / z: 1072.8 [M-H] + , 927.0 [M-H-rha] + , 910.3 [M-H-glucose] + , 764...

Embodiment 3

[0038] The structure identification of embodiment 3 compound 2

[0039] Colorless crystals, mp 238-239°C, C 52 h 84 o 22 , Positive ion ESI-MSm / z: 1097.6[M+K] + , 1083.6[M+Na] + , 951.5[M+Na-xylose] + , 789.4 [M+Na-xylose-glucose] + ; Negative ion ESI-MS m / z: 1058.6[M-H] + , 926.5 [M-H-xylose] + , 896.5 [M-H-glucose] + , 764.4 [M-H-xylose-glucose] + . 1 H NMR (DMSO-d 6 , 400 MHz): 0.72 (3H, s, H-24), 0.79 (3H, s, H-25), 0.90 (3H, s, H-29), 0.94 (3H, s, H-23), 1.05 (3H, s, H-26), 1.16 (3H, s, H-27), 4.38 (1H, d, J=7.4, Glc inner -1″), 4.40 (1H, d, J=7.6, Glc terminal -1″″), 4.44 (1H, d, J=7.6, Ara-1′), 5.00 (1H, dd, J=7.6, Xyl-1), 9.38 (1H, s, H-30); 13 C NMR (DMSO-d 6 .100 MHz): 38.5(C-1), 25.7(C-2), 88.1(C-3), 38.8(C-4), 54.8(C-5), 17.8(C-6), 33.5(C -7), 43.6(C-8), 49.4(C-9), 36.1(C-10), 18.2(C-11), 31.8(C-12), 85.4(C-13), 41.6(C- 14), 35.6(C-15), 77.5(C-16), 42.9(C-17), 52.3(C-18), 32.4(C-19), 47.4(C-20), 29.5(C-21 ), 31.3(C-22), 27.4(C-23), 15.9(C-24), 15...

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Abstract

The invention discloses a triterpenes drug to prevent cranial nerves glioma, which is named as cyclamiretin a derivant or structural similarity.

Description

technical field [0001] The invention belongs to the technical field of traditional Chinese medicines and herbal medicines, and in particular relates to natural medicines capable of resisting glioma. Background technique [0002] Brain gliomas are infiltrative growth, serious harm and difficult to treat. The main drugs currently used in the first-line clinical practice are alkylating anticancer drugs, such as lomustine or temozolomide, which are nitrosourea drugs, which have toxic side effects including carcinogenicity and teratogenicity. Even with the combination of surgery, radiation therapy and chemotherapy drugs, the treatment effect is unsatisfactory. One of the key problems is that chemotherapy drugs with high efficiency and low toxicity have not been found yet. Contents of the invention [0003] The purpose of the present invention is to overcome the deficiencies of the prior art and provide a triterpenoid compound with high efficiency, low toxicity and significant...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J71/00A61K31/7048A61K9/00A61K36/185A61P35/00
Inventor 黄新安胡英杰符林春邓文娣
Owner 广州中医药大学热带医学研究所
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