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

7-Ethyl-20(s)-o-substituted benzoylcamptothecin compounds with antitumor activity

A technology for nitrobenzoyl camptothecin and benzoyl camptothecin, which is applied in the field of pharmaceutical compounds, can solve the problems of stagnation of clinical research, poor water solubility of natural camptothecin, and achieves low growth and metabolism and no weight gain. Inhibitory action, effect of low toxicity properties

Inactive Publication Date: 2015-10-14
NANJING UNIV OF TECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The water solubility of natural camptothecin is extremely poor, and the water-soluble sodium salt of camptothecin was used in early clinical trials, but because of its serious and unpredictable toxicity (such as hemorrhagic cystitis, etc.), clinical research was once stagnated

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
  • 7-Ethyl-20(s)-o-substituted benzoylcamptothecin compounds with antitumor activity
  • 7-Ethyl-20(s)-o-substituted benzoylcamptothecin compounds with antitumor activity
  • 7-Ethyl-20(s)-o-substituted benzoylcamptothecin compounds with antitumor activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0065] Instruments and reagents used in the following examples: X-4 type digital display micro melting point instrument (the thermometer is not calibrated); EssentiaLC-15C type high performance liquid chromatography (Luna octadecyl silica gel column, mobile phase is methanol- Water 80:20, 267nm); BRUKERAVANCE AV-500 nuclear magnetic resonance spectrometer (CDCl 3 as solvent, TMS as internal standard); Thermo Nicolet iS10 infrared spectrometer (KBr pellet); Waters Q-TOF MicroTM mass spectrometer.

[0066] Camptothecin was provided by Chengdu Lanqi Pharmaceutical Co., Ltd., EDCI and DMAP were provided by Suzhou Haofan Biotechnology Co., Ltd. Other raw materials and reagents used were analytically pure, CH 2 Cl 2 CaH 2 Reflux drying treatment, n-propanal redistilled before use.

[0067] Synthesis of 7-ethylcamptothecin (2):

[0068] Dissolve 3.00 g (8.60 mmol) of camptothecin (1) in 80 mL of glacial acetic acid, slowly add 20 mL of 98% sulfuric acid dropwise at 5-10°C, and st...

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 a 7-ethyl-20(S)-O-substituted benzoyl camptothecin compound with anticancer activity, having the structural formula (3), wherein R1 is hydrogen, nitro or trifluoromethyl; R2 is hydrogen, halogen, nitro, cyano group or trifluoromethyl; and R3 is hydrogen or nitro. The compound disclosed by the invention can be applied to preparation of anticancer medicines.

Description

technical field [0001] The invention belongs to the field of pharmaceutical compounds, and relates to antitumor pharmaceutical compounds, more specifically, to a new class of 7-ethyl-20(S)-O-substituted benzoylcamptothecin compounds with high-efficiency anticancer activity and its preparation method. Background technique [0002] Camptothecin is an alkaloid with strong anti-tumor activity that was first isolated from the Camptotheca involucrata plant by Wall et al. in 1966. The water solubility of natural camptothecin is extremely poor, and the water-soluble sodium salt of camptothecin was used clinically in the early stage, but because of its severe and unpredictable toxicity (such as hemorrhagic cystitis, etc.), clinical research was once stagnant. It was not until 1985 that Hsiang et al. discovered that the anti-tumor activity of camptothecin was inhibiting DNA replication and transcription by acting on topoisomerase I (Topo I), which brought the research on camptothecin...

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): C07D491/22A61K31/4745A61P35/00A61P35/02
Inventor 王浦海高鹏袁胜涛孙立严相平朱磊王佳乐
Owner NANJING UNIV OF TECH
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