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Preparation method of spermacoce latifolia triterpenoids and application of spermacoce latifolia triterpenoids in preparation of glycosidase inhibitor drug

The technology of a glycosidase inhibitor and a compound is applied to the preparation of the triterpenoid compound of A. chinensis and its application field in the preparation of a glycosidase inhibitor medicine, and achieves the effects of easy storage, abundant sources and high safety.

Inactive Publication Date: 2017-05-10
SOUTH CHINA BOTANICAL GARDEN CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0006] Six triterpenoids mesembryanthemoidigenic acid(1), 29-hydroxyhederagenin(2), 3β,6β-dihydroxy-olean-12-ene-28-oic acid(3), scutellaric acid(4), arjunicacid(5), 3β ,6β,23-trihydroxy-olean-12-en-28-oic acid(6) were isolated from other plants (see literature for details: Magina et al., Quim Nova, 2012,35:1184-1188; Huu et al., J Chem, 2007, 45:363-367; Kuo et al., Chem Pharm Bull, 1988, 36:3619-3622; Ponoue et al., ChemBiodivers, 2011, 8:1301-1309; Lavaud et al. , Phytochemistry, 2001, 57:469-478; Khanet al., J Nat Prod, 1993, 56: 2163-2165), their chemical structural formula is shown in the following formula (I), and these compounds have not been seen so far to have glycosidase Inhibitor activity reports, and no reports of its isolation from Spermacocelatifolia plants

Method used

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  • Preparation method of spermacoce latifolia triterpenoids and application of spermacoce latifolia triterpenoids in preparation of glycosidase inhibitor drug
  • Preparation method of spermacoce latifolia triterpenoids and application of spermacoce latifolia triterpenoids in preparation of glycosidase inhibitor drug
  • Preparation method of spermacoce latifolia triterpenoids and application of spermacoce latifolia triterpenoids in preparation of glycosidase inhibitor drug

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Experimental program
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Effect test

Embodiment 1

[0028] Embodiment 1: Preparation of six kinds of triterpenoids in broad-leaved abundant flowers and plants

[0029] 1.1 Plant source and identification

[0030] The whole plant of Spermacoce latifolia Aubl.K.Schum. was collected from South China Botanical Garden, Guangzhou City, Guangdong Province in September 2012, and was identified by Xing Fuwu, a researcher of South China Botanical Garden, Chinese Academy of Sciences.

[0031] 1.2 Extraction and separation

[0032] The whole plant (5.0Kg) of the dried Herba chinensis (5.0Kg) was crushed and extracted at room temperature with 95% ethanol aqueous solution, the extracts were combined and concentrated under reduced pressure to obtain an alcohol-free extract. The extract was suspended in water, and extracted four times with petroleum ether and ethyl acetate in turn; after concentration under reduced pressure, petroleum ether extract (330 g) and ethyl acetate extract (202 g) were obtained. The obtained petroleum ether extract ...

Embodiment 2

[0040] Embodiment 2: α-glucosidase inhibitory activity detection of described six kinds of triterpenoids

[0041] 2.1 Instruments and reagents

[0042] Experimental instrument: Genois microplate reader (Tecan GENios, Switzerland).

[0043]Reagent samples: α-glucosidase was purchased from Sigma Chemical Co. (Sigma-Aldrich, St.Louis, USA); Acarbose was purchased from Tokyo Chemical Industry Co., Ltd. (Japan); Phenol-α-D-glucopyranoside (PNPG) was purchased from Tokyo Chemical Industry Co., Ltd. (Japan); six triterpenoid mesembryanth emoidigenic acid (compound 1), 29-hydroxyhederagenin (compound 2), 3β ,6β-dihydroxy-olean-12-en e-28-oic acid (compound 3), scutellaric acid (compound 4), arjunic acid (compound 5), 3β,6β,23-tr ihydroxy-olean-12-en- 28-oic acid (compound 6) is prepared by the method of Experimental Example 1 above, and can also be prepared according to the literature Magina et al., Quim Nova, 2012, 35:1184-1188; Huu et al., J Chem, 2007, 45: 363-367; Ku o et al., ...

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Abstract

The invention provides a preparation method of spermacoce latifolia triterpenoids and application of the spermacoce latifolia triterpenoids in preparation of a glycosidase inhibitor drug. In the invention, six compounds with strong alpha-glycosidase inhibitory activity are natural compounds which have high safety and can be quickly and naturally degraded with no residue in environment, and the six compounds can be obtained by separation from plant materials such as spermacoce latifolia and the like, so that the source of the plant materials is rich, and the preparation process is easy to operate. Monomers of the six compounds are all stable and easy to store, the alpha-glycosidase inhibitory activity of the six compounds is obviously higher than that of a clinical medicine acarbose, and the six compounds are extremely possibly developed into an alpha-glycosidase inhibitor drug for effectively and safely preventing and treating type-II diabetes, thereby having the relatively good prospect.

Description

[0001] This application is a divisional application of patent application number: 201410718340.8, application date: December 1, 2014, invention name: preparation method of broad-leaved Fenghuacao triterpenoid compound and its application in the preparation of glycosidase inhibitor drugs. technical field [0002] The invention belongs to the field of natural medicinal chemistry, and in particular relates to six triterpenoids, namely mesembryanthemoidigenic acid (1), 29-hydroxyhederagenin (2), 3β, 6β-dihydroxy-olean-12-ene-28-oic acid (3), scutellaric acid (4), arjunic acid (5), 3β, 6β, 23-trihydroxy-olean-12-en-28-oic acid (6) or pharmaceutically acceptable salts thereof in the preparation of glycosidase inhibitors or drugs applications, and their preparation methods. [0003] Background of the invention [0004] Diabetes is a clinically common endocrine and metabolic disorder disease, which has an important correlation with the annual increase in cardiovascular diseases and c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/56A61P3/10
CPCA61K31/56C07J63/008
Inventor 谭建文罗应周忠玉任慧徐巧林
Owner SOUTH CHINA BOTANICAL GARDEN CHINESE ACADEMY OF SCI
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