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

Derivant of new type sweetsop lactone as well as preparation method and usage

A technology of annua lactone and derivatives, which is applied in the field of novel annua lactone derivatives, can solve the problems of difficult chemical synthesis, many chiral centers, complex structures and the like, and achieves the effect of strong cytotoxicity

Inactive Publication Date: 2003-10-08
SOUTH CHINA PLANT INST CHINESE ACAD OF SCI
View PDF7 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the structural patterns of these patented compounds, there are tetrahydrofuran rings, many chiral centers, and complex structures, which are difficult to chemically synthesize. Therefore, people have carried out a lot of researches based on the structure-activity relationship of the annona lactone compound. Simplify Synthetic Research
In China, Wu Yulin and others removed the carbon bridge of the tetrahydrofuran ring and retained the ether oxygen group, and successively synthesized two kinds of non-THF ring-type annona lactone derivatives with anticancer activity, but the structure is relatively complicated (CN97106368.0; CN99125750.2)

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
  • Derivant of new type sweetsop lactone as well as preparation method and usage
  • Derivant of new type sweetsop lactone as well as preparation method and usage
  • Derivant of new type sweetsop lactone as well as preparation method and usage

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] The present invention is further described below in conjunction with embodiment, but does not constitute limitation to the present invention. Embodiment one: the extraction and the separation of anemone diesterin

[0021] The dry powder of custard apple seeds (1 kg) is soaked in 95% ethanol three times, each time for 2 days, and the ethanol extract is concentrated to dryness under reduced pressure to obtain a syrupy ethanol extract. Dissolve the ethanol extract in 300mL 80% dilute ethanol, extract three times with petroleum ether, 100mL each time, wash the petroleum ether extract three times with 80% ethanol, 100mL each time, and merge the washing liquid into the dilute ethanol solution after petroleum ether extraction middle. After the dilute ethanol solution was evaporated to remove ethanol under reduced pressure, water was added to 200 mL to form an aqueous suspension. The aqueous suspension was extracted three times with 100 mL of chloroform. The chloroform extra...

Embodiment 2

[0023] Embodiment two: structural identification

[0024] No. δ H (J in Hz) δ C

No. δ H (J in Hz) δ C

1 173.9

2 134.3

3 2.22t(7.6) 25.1

4 1.51br 27.4

5-12 1.25br 29.1-29.4

13 1.25br 25.4

14 1.51br 32.9

15 3.54m 73.6

16 4.39m 82.9

17a 2.09m 24.1

17b 2.22m

18a 2.52m 28.7

18b 2.57m

19 177.2

20 6.96d(1.2) 148.9

21 4.96dq (6.8, 77.4

1.2)

22 1.37d(6.8) 19.2

[0025] Human cancer cell lines: human liver cancer cell line (Bel-7402) and human nasopharyngeal carcinoma cell line (CNE2).

[0026] Main reagents and instruments: RPMI-1640 culture medium, thiazole blue powder (MTT), cisplatin (DDP), enzyme-linked detector

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

A novel annonaceous acetogenin derivative used for treating cancer and preventing and eliminating diseases and pests of agricultural crops is prepared through extracting from annonaceous plant and separation, or chemical synthesis.

Description

technical field [0001] The invention relates to a novel annona lactone derivative, further relates to its preparation method, and further relates to its use in cancer treatment and agricultural disease and insect pest control. Background technique [0002] Annonaceous acetogenins are a kind of long-chain fatty acid γ-lactone derivatives unique to some plants of Annonaceae. The structural characteristics of this kind of substance are: there is a methyl-substituted α, β-unsaturated γ-lactone ring at one end of a long fatty chain, 1-3 tetrahydrofuran rings and other oxygen-containing substituents on the fatty chain , such as hydroxyl, acetoxy, ketone, epoxy, etc., and carbon-carbon double bonds. In recent years, some tetrahydropyran ring and tetrahydrofuran ring-free annona lactone derivatives have also been discovered. Annonaceolide compounds have been paid attention to because of their strong biological activity. In 1988 and 1989, Mikolajczak et al. obtained two invention ...

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
IPC IPC(8): A01N43/08A61K31/34A61K47/22A61P35/00C07D307/58
Inventor 魏孝义谢海辉徐志防杨仁洲
Owner SOUTH CHINA PLANT INST CHINESE ACAD OF SCI
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