A kind of application and preparation method of morusignin L and its derivatives

A technology of derivatives and reactions, applied in the field of application and preparation of MorusigninL and its derivatives, can solve the problems of limited sources of extraction and separation, low content of natural products, and limitations of druggability research, and achieve cheap synthesis of raw materials and simple and easy operation , the effect of good air stability

Inactive Publication Date: 2018-08-28
GUIZHOU UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The applicant team of this patent discovered for the first time that Morusignin L, a component of Morus alba, has a strong anti-tumor activity. In view of the low content of natural products and limited sources of extraction and isolation, further druggability research is subject to certain restrictions
After checking the literature, it was found that there was no report on the total synthesis of Morusignin L and the synthesis of Morusignin L derivatives

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of application and preparation method of morusignin L and its derivatives
  • A kind of application and preparation method of morusignin L and its derivatives
  • A kind of application and preparation method of morusignin L and its derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] Pharmacological Example 1: Morusignin L and its derivatives 5a, 5b, 5c, 5d, 5e, 6a, 6c-1, 6c-2, 6e-1, 6e-2, 6e-3, 7c or 7e on A549 cells Cytotoxicity

[0088] A549 (human non-small cell lung cancer) was cultured in DMEM medium containing 10% fetal bovine serum, 100U / mL penicillin and 100U / mL streptomycin. Cells were added to 96 wells at a concentration of 4000 cells per well at 37°C with 5% CO 2 Incubate for 24 hours in a humidified incubator.

[0089]Cell viability was determined by the modified MTT method. After the cells were incubated for 24 hours, the newly formulated compound Morusignin L and its derivatives 5a, 5b, 5c, 5d, 5e, 6a, 6c-1, 6c-2, 6e-1, 6e-2, 6e- The dimethyl sulfoxide solution of 3, 7c or 7e was added to each well with a concentration gradient, so that the final concentration of the compound in the well was 6.25 μmol / L, 12.5 μmol / L, 25 μmol / L, 50 μmol / L and 100 μmol / L, respectively. μmol / L. After 48 hours, 10 μL of MTT (5 mg / mL) in phosphate buf...

Embodiment 2

[0091] Pharmacological Example 2: The effect of Morusignin L and its derivatives 5a, 5b, 5c, 5d, 5e, 6a, 6c-1, 6c-2, 6e-1, 6e-2, 6e-3, 7c or 7e on K562 cells Cytotoxicity

[0092] K562 (human chronic myeloid leukemia cells) were cultured in RPMI-1640 medium containing 10% fetal bovine serum, 100 U / mL penicillin and 100 U / mL streptomycin. Cells were added to 96 wells at a concentration of 5000 cells per well at 37°C with 5% CO 2 Incubate for 24 hours in a humidified incubator.

[0093] Cell viability was determined by the modified MTT method. The specific method is as in Pharmacological Example 1. IC of Morusignin L on K562 tumor cells 50 was 10.24 μmol / L; the IC of compound 5a on K562 tumor cells 50 was 28.54 μmol / L; the IC of compound 5b on K562 tumor cells 50 was 15.40 μmol / L; the IC of compound 5c on K562 tumor cells 50 It was 17.31 μmol / L; the IC of compound 5d on K562 tumor cells 50 was 25.15 μmol / L; the IC of compound 5e on K562 tumor cells 50 It was 28.12 μmol / ...

Embodiment 3

[0095] Pharmacological Example 3: Morusignin L and its derivatives 5a, 5b, 5c, 5d, 5e, 6a, 6c-1, 6c-2, 6e-1, 6e-2, 6e-3, 7c or 7e against PC-3 cytotoxicity of cells

[0096] PC-3 (human prostate cancer) cells were cultured in RPMI-1640 medium containing 10% fetal bovine serum, 100U / mL penicillin and 100U / mL streptomycin. Cells were added to 96 wells at a concentration of 5000 cells per well, at 37 o C with 5% CO 2 Incubate for 24 hours in a humidified incubator.

[0097] Cell viability was determined by the modified MTT method. The specific method is as in Pharmacological Example 1. IC of Morusignin L on PC-3 tumor cells 50 9.14 μmol / L; the IC of Morusignin L on PC-3 tumor cells 50 It was 15.71 μmol / L; the IC of compound 5a on PC-3 tumor cells 50 was 47.54 μmol / L; the IC of compound 5b on PC-3 tumor cells 50 It was 37.12 μmol / L; the IC of compound 5c on PC-3 tumor cells 50 It was 25.32 μmol / L; the IC of compound 5d on PC-3 tumor cells 50 is 25.75 μmol / L; the IC of co...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses application and preparation method of Morusignin L and derivatives thereof. According to the invention, by employing a Morusignin L total synthesis technological route, or in a process of Morusignin L total synthesis, structure modification is carried out on Morusignin L by replacing a substituent of a reaction substrate, and then Morusignin L and a series of derivatives can be synthesized. The Morusignin L is a kind of important anti-tumor activity lead compounds, a compound source can be provided for anti-tumor activity screening by synthesis of the derivatives, and Morusignin L and a series of derivatives have important meaning for searching the novel anti-tumor activity lead compounds. The preparation method of Morusignin L and the derivatives thereof has the advantages that operation is simple, raw material synthesis is low in cost and easy to perform and can be carried out in various organic solvents, the stability in air is good, the application is wide, and compatibility for various substituents is good. The derivatives have certain inhibition capability for the tumor cells growth activity, and can be used as an antitumor drug or an antitumor drug lead compound.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry, in particular to an application and preparation method of Morusignin L and its derivatives. Background technique [0002] Mori Cortex (Mori Cortex) is the dried root bark of Morusalba L., a plant of the Moraceae family. It was first recorded in "Shen Nong's Materia Medica" and listed as a traditional Chinese medicine. , sweet and cold in taste, descending in nature, mainly enters the lungs, and is specialized in purging lung heat and relieving asthma. The chemical composition of Morus alba is mainly Diels-Alder adducts and flavonoids, in addition to terpenes, coumarins, sugars, sterols, and volatile oils. Pharmacological studies have shown that Morus alba has various pharmacological activities, including anticancer activity. However, through literature inspection, it is found that no further research has been carried out on the anticancer active ingredients of Morus alba. [0003] ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/352A61P35/00C07D493/04
CPCA61K31/352C07D493/04
Inventor 周英陆毅黄俊飞刘雄利周根巩艺林冰俸婷婷郭丰敏
Owner GUIZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap