Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity and application thereof

A technology of tetrahydrofuran type, annua lactone, which is applied in the directions of antitumor drugs, organic chemistry, drug combination, etc., can solve the problems of large toxic and side effects, high price, limited antitumor activity, etc., and achieves strong antitumor activity and low toxicity. Effect

Inactive Publication Date: 2012-07-18
NANJING UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In many countries including China, especially moderately developed countries, the death caused by malignant tumors accounts for the first or second place among all causes of death, and the incidence rate is still on the rise worldwide. Among the four major therapies of chemotherapy, chemotherapy and biological therapy, chemotherapy is still the main treatment method, but as we all know, the existing chemotherapy drugs have limited anti-tumor activity, high toxicity and side effects, poor patient tolerance, and high prices

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
  • Single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity and application thereof
  • Single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity and application thereof
  • Single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1 Preparation of Monotetrahydrofuran Anemone Lactone Compounds (Annoscomolamine A and B)

[0036] Take 10 kilograms of dried custard apple seeds, percolate with chloroform after crushing, reclaim and combine the percolation liquid, filter, and reclaim the filtrate under reduced pressure to obtain 1 kg of concentrated solution, and the concentrated solution is separated by column chromatography with normal phase silica gel, and separated by petroleum ether-acetic acid Gradient elution with ethyl ester-methanol, a total of 400 fractions were collected, combined into five fractions (F1-F5) according to thin-layer chromatography, and F2 (63 g) was separated by normal-phase silica gel column chromatography, and petroleum ether -Ethyl acetate (20:1~0:1) gradient elution, divided into 8 parts (F6~F13) according to the thin layer chromatography, and the combined liquid precipitates of F8 and F10 were recrystallized by petroleum ether-ethyl acetate , to obtain the compou...

Embodiment 2

[0042] Example 2 Acute Toxicity Test of Anoxamophen A and B

[0043] Calculate the half lethal dose LD of mice according to Bliss method 50 value, and the measurement results are shown in Table 2:

[0044] Table 2 Acute Toxicity Test Data of Anoxamethoxamine A and B

[0045]

[0046] LD obtained from the experiments in Table 2 50 value, indicating that the acute toxicity of the compounds A and B provided by the present invention is relatively low, and the toxicity of the compounds A and B administered orally in the route of administration is minimal.

Embodiment 3

[0047] Example 3 Inhibitory Effects of Anoxetin A and B on Human Tumor Cells in Vitro

[0048] Using 5 tumor lines of human lung cancer (MCF-7), breast cancer (A-5408), human liver cancer (SMMC-7451), human cervical cancer (Hela) and human gastric cancer (SGC-7901), the thiazolyl blue reduction method ( MTT) was used for in vitro anti-tumor experiments. Compounds A and B were set at 5 concentrations each. Taxol (Taxol) was used as the positive control group, and the solvent of the sample, namely dimethyl sulfoxide, was used as the negative control group. The mice used were clean-grade Kunming mice. From the experimental results in Table 3, it can be seen that the compounds Anoxamolamine A and B have different inhibitory effects on 5 strains of human tumor cells, and the in vitro anti-tumor experimental data show that the compound Anoxamolamine A provided by the present invention He and B showed strong anti-tumor activity, and compared with the positive drug paclitaxel, it had...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention discloses new single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity. In the invention, based on systemic deep research on the chemical composition of anonaceae seed, wave spectrometric and mass spectrometric data analysis shows that two new single-tetrahydrofuran-type annonaceous acetogenin compounds (Annonacins I and II) are separated from anonaceae seed; in-vivo and in-vitro antitumor activity researches show that the single-tetrahydrofuran-type annonaceous acetogenin compounds provided by the invention have strong antitumor activity on various tumor cells including lung cancer, breast cancer, liver cancer, cervical carcinoma and gastric cancer; toxicity test researches show that the single-tetrahydrofuran-type annonaceous acetogenin compounds with antitumor activity, provided by the invention, have low toxicity and are expected to be developed into new antitumor drugs.

Description

technical field [0001] The invention relates to a compound with antitumor activity, in particular to a new monotetrahydrofuran type anemone lactone compound with antitumor activity and its application in preventing and treating tumor diseases, belonging to the technical field of medicine. Background technique [0002] Malignant tumors are frequent and common diseases that seriously endanger human health and life. As early as 2000-3000 years ago, there were records about tumors in Egypt and my country. In many countries including China, especially moderately developed countries, the death caused by malignant tumors accounts for the first or second place among all causes of death, and the incidence rate is still on the rise worldwide. Among the four major therapies of chemotherapy, chemotherapy, and biological therapy, chemotherapy is still the main treatment method, but as we all know, the existing chemotherapy drugs have limited anti-tumor activity, large toxic and side effe...

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): C07D307/58A61K31/365A61P35/00
Inventor 李祥陈勇陈建伟
Owner NANJING UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com