Supercharge Your Innovation With Domain-Expert AI Agents!

Synergist for antifungal drugs, and preparation and application thereof

A technology of antifungal drugs and synergists, applied in the field of medicine, can solve the problems of transformation, no structure of forsythiaside, etc.

Inactive Publication Date: 2016-06-08
SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
View PDF2 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] At present, although there have been literature reports on the use of forsythiaside as a synergist for antifungal drugs (the applicant's Chinese patent CN201010157463.0, the invention name is "Use of forsythiaside as a synergist for antifungal drugs ", application publication number CN101816666A), but there are no reports on the structural modification of forsythiaside, the design and synthesis of its analogues

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
  • Synergist for antifungal drugs, and preparation and application thereof
  • Synergist for antifungal drugs, and preparation and application thereof
  • Synergist for antifungal drugs, and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] Example 1: (E)-N-(3-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-3-oxopropyl) - Preparation of 3-(3,4-dihydroxyphenyl)acrylamide (1)

[0084] step one: preparation of

[0085] Weigh the Boc-protected amino acid (10mmol), HOBt (1.35g, 10mmol) and DCC (2.06g, 10mmol) in a 100ml eggplant-shaped bottle, add THF (30ml) to dissolve it, weigh piperonyl ethylamine (1.65g, 10ml ) was dissolved in 10mlTHF and slowly dropped into the above-mentioned reaction solution. After the dropwise addition was completed, the reaction was stirred overnight at room temperature, and the reaction was detected by TLC. After the reaction was completed, the insoluble matter was removed by filtration. dissolved, washed three times with saturated aqueous sodium bicarbonate solution, three times with anhydrous sodium chloride, and dried over anhydrous sodium sulfate. Silica gel column chromatography gives product 1: tert-butyl-3-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino-3-oxopropylaminomethyl esters. ...

Embodiment 2

[0094] Example 2: (E)-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-(3-(3-dihydroxyphenyl)acryloyl )-4-formamide piperidine (2) preparation

[0095] step one: preparation of

[0096] Weigh the Boc-protected amino acid (10mmol), HOBt (1.35g, 10mmol) and DCC (2.06g, 10mmol) in a 100ml eggplant-shaped bottle, add THF (30ml) to dissolve it, weigh piperonyl ethylamine (1.65g, 10ml ) was dissolved in 10mlTHF and slowly dropped into the above-mentioned reaction solution. After the dropwise addition was completed, the reaction was stirred overnight at room temperature, and the reaction was detected by TLC. After the reaction was completed, the insoluble matter was removed by filtration. dissolved, washed three times with saturated aqueous sodium bicarbonate solution, three times with anhydrous sodium chloride, and dried over anhydrous sodium sulfate. Silica gel column chromatography obtains product 3: tert-butyl-4-(2-(benzo[d][1,3]dioxol-5-yl) ethylcarbamoyl) tert-butylpiperidine tert-Buty...

Embodiment 3

[0105] Example 3: (E)-N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-(3-(3-dihydroxyphenyl) Preparation of Acryloylpyrrolidine-2-Carboxamide (3)

[0106] step one: preparation of

[0107] Weigh the Boc-protected amino acid (10mmol), HOBt (1.35g, 10mmol) and DCC (2.06g, 10mmol) in a 100ml eggplant-shaped bottle, add THF (30ml) to dissolve it, weigh piperonyl ethylamine (1.65g, 10ml ) was dissolved in 10mlTHF and slowly dropped into the above-mentioned reaction solution. After the dropwise addition was completed, the reaction was stirred overnight at room temperature, and the reaction was detected by TLC. After the reaction was completed, the insoluble matter was removed by filtration. dissolved, washed three times with saturated aqueous sodium bicarbonate solution, three times with anhydrous sodium chloride, and dried over anhydrous sodium sulfate. Silica gel column chromatography gave product 5: tert-butyl-2-(2-(benzo[d][1,3]dioxol-5-yl)ethylcarbamoyl)pyrrolidine-1- tert-butyl for...

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 relates to the technical field of medicines, and specifically relates to a synergist for antifungal drugs, and preparation and application thereof. According to the invention, through analysis of the structure of forsythiaside A, six classes of forsythiaside analogues are designed and synthesized; meanwhile, clinically-separated candida albicans with resistance to fluconazole is selected as a testing strain to respectively determine inhibiting effects of forsythiaside analogues independently used and used by combining with fluconazole to the drug-resistant candida albicans. Partial compounds provided by the invention show antifungal and synergistic effects equivalent to or better than the antifungal and synergistic effects of the forsythiaside A.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a class of antifungal drug synergists—forsythiaside A analogs, a synthesis method thereof, and an application as an antifungal drug synergist. Background technique [0002] 随着癌症放疗、器官移植(Wisplinghoff,H.;Bischoff,T.;Tallent,S.M.;Seifert,H.;Wenzel,R.P.;Edmond,M.B.,NosocomialbloodstreaminfectionsinUShospitals:analysisof24,179casesfromaprospectivenationwidesurveillancestudy.Clinicalinfectiousdiseases:anofficialpublicationoftheInfectiousDiseasesSocietyofAmerica2004,39(3), 309-17.), AIDS patients increased (Fridkin, S.K.; Jarvis, W.R., Epidemiology of nosocomial fungal infections. Clinicalmicrobiologyreviews1996, 9(4), 499-511.), broad-spectrum antibiotics (Ascioglu, S.; Rex, J.H.; dePauw, B. ; Bennett, J.E.; Bille, J.; Crokaert, F.; Denning, D.W.; Donnelly, J.P.; Edwards, J.E.; ;Patterson,T.F.;Ritter,J.;Selleslag,D.;Shah,P.M.;Stevens,D.A.;Walsh,T.J.;InvasiveFungalInfectionsCooperative...

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): C07D317/58C07D401/12C07D403/12C07D333/20C07D233/90C07D491/056C07C313/06C07C303/36C07C235/34C07C231/02C07C235/40C07C231/12A61K31/36A61K31/4525A61K31/4025A61K31/4453A61K31/165A61K31/196A61K31/381A61K31/40A61K31/4164A61K31/4355A61K31/145A61P31/10A61K31/4196
Inventor 张大志姜远英倪廷峻弘蔡瞻代黎臧成旭刘伟安毛毛赵晶李冉谭善伦
Owner SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com