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Abietane-type diterpene enantiomer compound and its preparation method and use

A compound, rosinane technology, applied in the field of medicine, can solve the problems of chemical composition and biological activity without any reports, etc.

Active Publication Date: 2018-07-24
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Folks use the root as medicine, which has the functions of expelling wind and cold, relaxing tendons and strengthening bones, promoting blood circulation and dissipating blood stasis, reducing swelling and relieving pain, but its chemical composition and biological activity have not been reported yet.

Method used

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  • Abietane-type diterpene enantiomer compound and its preparation method and use
  • Abietane-type diterpene enantiomer compound and its preparation method and use
  • Abietane-type diterpene enantiomer compound and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] 6.8 kg of the whole plant of Sichuan Chrysanthemum orchids was soaked in 20L of pure methanol at room temperature for 24 hours, a total of 3 times. Combine 3 extracts afterwards, concentrate under reduced pressure, obtain 463 grams total extract. The obtained extract was dispersed with 2L of water, and then extracted with petroleum ether, ethyl acetate and n-butanol in sequence. 248 grams of all ethyl acetate fractions were preliminarily segmented with a large silica gel column (10×80cm; 100-200mesh), and the eluent was petroleum ether and acetone (from 9:1 to 0:1, v / v ), to obtain 6 components Fr.A-Fr.F. After Fr.A was separated by silica gel column for many times, it was finally purified by semi-preparative HPLC to obtain sessilifolF (1.8mg, t R =19.1min) and sessilifol I (1.7mg, t R = 22.8 min). Fr.D was further fractionated using MCI column (6.0×30cm), and the eluents were methanol and water (from 50% to 100%, v / v). The 70-80% methanol part was gradient eluted ...

Embodiment 2

[0022] Example 2: Anti-neuroinflammatory activity test

[0023] Mouse microglial BV-2 cells were purchased from the American Type Culture Collection (Manassas, VA, USA) and cultured in DMEM (Dulbecco's modified Eagle's medium) medium (including 1800 mg / L NaHCO 3 , 10% (v / v) heat-inactivated fetal bovine serum (FBS), 100unit / mL penicillin G sodium salt and 100μg / mL streptomycin), 37°C, 5% CO 2 environment, in the incubator. The amount of NO produced was determined by Griess kit (Beyotime Biotechnology, China), that is, BV-2 cells were pretreated with different concentrations of test compounds for 4 h, and then added lipopolysaccharide (LPS, 1 μg / ml, Sigma-Aldrich) for 24 h (blank group without LPS). Aspirate the culture supernatant, mix it with an equal amount of Griess reagent, and let it stand in the dark for 10 minutes at room temperature. Use a microplate reader (M200, TECAN, Austria GmbH, Austria) to measure the OD value of each group at a wavelength of 540nm, and use Na...

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Abstract

The present invention relates to the field of medical technology, and relates to a new abietane-type diterpene enantiomer compound and its preparation method and use, in particular to the diterpene compound sessilifols F, I and P and its preparation method and its use in the preparation of neurodegenerative diseases For use in medicine, the present invention extracts and separates the novel abietane-type diterpene enantiomer compounds sessilifols F, I and P of the following structural formula from the plant Chloranthus sessilifolius, and pharmacological experiments prove that the diterpene The compound has significant neuroinflammation inhibitory activity (IC50 is less than 10 μM), and has no toxic effect on cell survival, and can be used for the preparation of drugs for the prevention and / or treatment of neurodegenerative diseases, and the neurodegenerative diseases include but are not limited to Alzheimer's disease (AD) and Parkinson's disease (Parkinson's disease, PD).

Description

technical field [0001] The present invention relates to the field of medical technology, and relates to a new abietane-type diterpene enantiomer compound and its preparation method and use, in particular to the diterpene compound sessilifols F, I and P and its preparation method and its use in the preparation of neurodegenerative diseases Uses in medicine, including neurodegenerative diseases Alzheimer's disease, Parkinson's disease, stroke, etc. Background technique [0002] The pathological mechanisms of neurodegenerative disorders (ND) are still not well understood, but nonetheless it is characterized by degeneration and loss of neurons in the brain, which is beyond doubt. Neuroinflammation is complex in the pathological process of neurological disorders (ND), such as familial neuroautonomia (dysautonomia), Alzheimer's disease (AD), Parkinson's disease (PD) and stroke (stroke). Studies have found that inflammation plays an important role in central nervous system degener...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/753C07C49/737C07C45/78C07C39/23C07C37/70A61P25/28A61P25/16A61P9/00
Inventor 胡金锋王立军潘礼龙熊娟杨国勋
Owner FUDAN UNIV
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