Lindenrane-type dimerization sesquiterpenoids, preparation method and applications thereof in pharmacy

A technology of terpenoids and uranine, which is applied to uranane-type dimerized sesquiterpenes and pharmaceutical compositions thereof, and the application field in the preparation of functional foods, and can solve adverse reactions, gastrointestinal discomfort, and no unpleasant symptoms. Urbolane-type dimerized sesquiterpenes, etc.

Active Publication Date: 2010-03-17
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main treatment for type 2 diabetes is oral hypoglycemic drugs, such as sulfonylureas, biguanides, α-glucosidase inhibitors, thiazolidinediones and non-sulfonylurea insulin secretagogues, etc. The efficacy of these chemical drugs is clear , but there are some limitations and adverse reactions, such as: hypoglycemia caused by sulfonylureas, lactic acidosis caused by biguanides, gastroi

Method used

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  • Lindenrane-type dimerization sesquiterpenoids, preparation method and applications thereof in pharmacy
  • Lindenrane-type dimerization sesquiterpenoids, preparation method and applications thereof in pharmacy
  • Lindenrane-type dimerization sesquiterpenoids, preparation method and applications thereof in pharmacy

Examples

Experimental program
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Effect test

Embodiment 1

[0059] Preparation of six compounds of silvergrass alcohol B-D, caprolactone A-B and chloramultilide C:

[0060] Chloranthus serratus (Chloranthus serratus) whole plant 8kg was pulverized, extracted with 70% acetone-water cooling for 3 times, each time for 48 hours, the extracts were combined, and the solvent was recovered under reduced pressure to obtain 200 g of extract. The extracted extract is dispersed in water, extracted three times with ethyl acetate and n-butanol successively, and the solvent is recovered to obtain ethyl acetate and n-butanol extract. Ethyl acetate extract (120g) was mixed with silica gel (80-100 mesh), followed by silica gel (200-300 mesh) column chromatography (eluent petroleum ether: acetone 10:1→1:2) gradient elution, TLC The detection was combined to obtain 6 fractions (Fr.1-6). Fr.4 and Fr.5 were subjected to Rp-18 reverse phase column chromatography (MeOH-H 2 O 3:7→7:3), Saphadex LH-20, normal phase silica gel column chromatography (CHCl 3 -M...

Embodiment 2

[0062] Preparation of ten compounds of silvergrass alcohol C-D, chloramultilide C-D and spicranol A-F:

[0063] Chloranthus multistachys (Chloranthus multistachys) whole plant 20kg crushed, reflux extracted with methanol 3 times, combined extracts, recovered solvent under reduced pressure to obtain extract. The extracted extract is dispersed in water, extracted three times with ethyl acetate and n-butanol successively, and the solvent is recovered to obtain ethyl acetate and n-butanol extract. Ethyl acetate extract (1300g) was passed through

[0064] MCI gel column chromatography (eluent 30% MeOH, 50% MeOH, 75% MeOH, 100% MeOH) obtains 4 parts, and 75% MeOH elution part is through silica gel column chromatography (eluent sherwood oil: acetone= 10:1 → 1:1) was divided into 4 parts, the third part was taken, after repeated Saphadex LH-20, normal phase silica gel column chromatography (CHCl 3 -MeOH 100:1 → 30:1), and HPLC reversed-phase semi-preparation, to obtain 10 buyalane-t...

Embodiment 3

[0094] According to the method of Example 1, six compounds of silverwort B-D, caprolactone A-B and chloramultilide C were first prepared, and water for injection was added as usual, finely filtered, potted and sterilized to make an injection.

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Abstract

The invention relates to a lindenrane-type dimerization sesquiterpenoids (structural format I and II) separated from chloranthus plant, a preparation method and applications thereof on medicament in curing type 2 diabetes mellitus, adiposity and other complications caused thereby. In the formula I and II, R1-R17 is hydrogen or oxygen or hydroxy group or acyl (acetyl, angelica acyl, hydroxyl angelica acyl, tigloxyl, senecioyl, hydroxyl senecioyl, carboxyl senecioyl and 1, 4-carboxybutyryl group) or double bond or alkyl (methyl) or macrolide can be formed between R16 and R17, wherein X is oxygenor nitrogen. The biological experiment proves that the compound has stronger insulin-sensitizing activity.

Description

Technical field: [0001] The present invention belongs to the field of medicaments, in particular, it relates to the isolation of cugonine-type dimer sesquiterpenes comprising formulas (I and II) and pharmaceutical compositions thereof from plants of the genus Chloranthus, which are used in the preparation and treatment of type 2 diabetes mellitus , obesity and other complications caused by their application in medicine, and their application in the preparation of functional foods. Background technique: [0002] Diabetes mellitus is a metabolic disorder characterized by chronic hyperglycemia caused by various etiologies. With the aging of the population and changes in people's lifestyles, the incidence of diabetes is increasing day by day, and it has become a major disease that seriously threatens human health. According to the WHO report, diabetes has become the third major disease after cardiovascular and tumors. At present, my country is the second largest country in the...

Claims

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Application Information

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IPC IPC(8): C07D493/10C07D493/20C07D307/94A61K31/365A61P3/10A61P3/04A23L1/29A23L33/00
Inventor 刘海洋李玲陈昌祥孙玲藤菲黄年旭冉新辉倪伟郝小江高锁
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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