CN105503841A - Amino-carbazole furfural derivative and application thereof - Google Patents

Amino-carbazole furfural derivative and application thereof Download PDF

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Publication number
CN105503841A
CN105503841A CN201510907297.4A CN201510907297A CN105503841A CN 105503841 A CN105503841 A CN 105503841A CN 201510907297 A CN201510907297 A CN 201510907297A CN 105503841 A CN105503841 A CN 105503841A
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China
Prior art keywords
furfural derivative
carbazole
amino
application
aminocarbazole
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CN201510907297.4A
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CN105503841B (en
Inventor
钱永
沈文婧
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Suzhou University of Science and Technology
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Suzhou University of Science and Technology
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention discloses an amino-carbazole furfural derivative and application thereof. The molecular structural formula of the amino-carbazole furfural derivative is as shown in figure I. The amino-carbazole furfural derivative is applied in antibiosis. The amino-carbazole furfural derivative has different degrees of antibacterial effects on staphylococcus aureus, escherichia coli and bacillus subtilis. The formula I is shown in the description.

Description

A kind of aminocarbazole furfural derivative and application thereof
Technical field
The present invention relates to a kind of aminocarbazole furfural derivative and the application in antibacterial field thereof.
Background technology
Itrofurans and furans Schif bases antiseptic-germicide are important antiseptic-germicide kinds, have extensive use at agriculture, field of medicaments, are all the study hotspots of synthetic class antimicrobial drug all the time.
Summary of the invention
The object of the invention is to provide a kind of aminocarbazole furfural derivative and application thereof.
The molecular structural formula of this aminocarbazole furfural derivative is as follows:
Described aminocarbazole furfural derivative is applied to antibacterial.
Aminocarbazole furfural derivative of the present invention has antibacterial effect in various degree for streptococcus aureus, intestinal bacteria, Bacillus subtilus and Pseudomonas aeruginosa.
Embodiment
Embodiment:
(1) molecular structural formula of aminocarbazole furfural derivative is:
(2) preparation method of aminocarbazole furfural derivative:
In 100ml four-hole boiling flask, take 5mmol (0.4806g) 2-furfural and add 25mL dehydrated alcohol and fully dissolve, the reaction units such as agitator, thermometer, reflux condensing tube and dropping funnel are installed.Separately take 2.5mmol (0.5688g) N-ethyl-3,6-diaminocarbazole 25mL dehydrated alcohol heating for dissolving, it is dropwise instilled in reaction flask, drip and finish, continue back flow reaction 4h.After completion of the reaction, evaporated under reduced pressure, crude product methylene dichloride dissolves, and drips sherwood oil wherein and produces to there being solid, and suction filtration also with the repeatedly drip washing of appropriate dehydrated alcohol, is dried, obtained brown powder product aminocarbazole furfural derivative 0.6859g.Ultimate analysis w% (experimental value/calculated value): C (75.48/75.59), N (10.97/11.02), H (5.02/4.99). 1hNMR (DMSO-d6,400MHz, TM8): δ 8.64 (s, 2H ,-N=CH-); δ 8.21 (d, 2H, the H on furan nucleus in-O-CH=); δ 7.50-7.96 (m, 6H, ph-H); δ 6.73-7.14 (m, 4H, on furan nucleus=CH-CH=in H); δ 4.45-4.50 (m, 2H ,-CH 2-); δ 1.32-1.35 (t, 3H ,-CH 3).Meet the molecular structure of desired amino carbazole furfural derivative.
(3) application of aminocarbazole furfural derivative:
Antibacterial experiment adopts agar diffusion method of the paper to carry out.Preparation aminocarbazole furfural derivative is respectively the DMF solution of 0.1,0.25,0.5 and 1.0mg/mL tetra-concentration levels.By beef-protein medium sterilizing 20min at 120 DEG C, aseptically be dispensed in culture dish, 6mm is immersed in the solution of above-mentioned each concentration through the circular filter paper sheet of sterilizing, with aseptic nipper, filter paper is placed on the flat board of each bacteria suspension of even spread after fully soaking.Be inverted in 37 DEG C of incubators after cultivating 24h.Adopt right-angled intersection method to measure antibacterial circle diameter, each concentration parallel test of each bacterial classification 3 times, averages.Make blank sample simultaneously and do reference.The fungistatic effect of larger this compound of explanation of antibacterial circle diameter is better.Found that the aminocarbazole furfural derivative of the present embodiment all has antibacterial effect in various degree to streptococcus aureus, intestinal bacteria, Bacillus subtilus and Pseudomonas aeruginosa by antibacterial experiment, table 1 is antibacterial experiment result.
According to China " disinfection technology standard) judgement criteria to fungistatic effect in (version in 2002): the antibacterial circle diameter of anti-bacteria is greater than 20mm and represents to have strong fungistatic effect, be moderate antibacterial effect at 10 ~ 20mm, and to be less than 10mm be weak fungistatic effect.From the antibacterial data of table 1, in the present embodiment, the aminocarbazole furfural derivative of different concns has different antibacterial effects to streptococcus aureus, intestinal bacteria, Bacillus subtilus and Pseudomonas aeruginosa, and the higher antibacterial effect of concentration is more remarkable.To above-mentioned bacterial classification, all there is reasonable antibacterial effect higher than during 1.0mg/mL in concentration.
The chemical reagent purity used in embodiment is analytical pure or the above reagent of analytical pure.
Table 1 antibacterial experiment effect (antibacterial circle diameter, mm)

Claims (2)

1. aminocarbazole furfural derivative and an application thereof, is characterized in that the molecular structural formula of this compound is:
2. the application of aminocarbazole furfural derivative according to claim 1, is characterized in that described aminocarbazole furfural derivative is for antibacterial.
CN201510907297.4A 2015-12-08 2015-12-08 A kind of aminocarbazole furfural derivative and its application Expired - Fee Related CN105503841B (en)

Priority Applications (1)

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CN201510907297.4A CN105503841B (en) 2015-12-08 2015-12-08 A kind of aminocarbazole furfural derivative and its application

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Application Number Priority Date Filing Date Title
CN201510907297.4A CN105503841B (en) 2015-12-08 2015-12-08 A kind of aminocarbazole furfural derivative and its application

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CN105503841A true CN105503841A (en) 2016-04-20
CN105503841B CN105503841B (en) 2018-08-14

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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1045466A (en) * 1996-07-30 1998-02-17 Kyocera Corp Porcelain sintered compact

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1045466A (en) * 1996-07-30 1998-02-17 Kyocera Corp Porcelain sintered compact

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
OZDE DENIZ IS ET AL.: "A new imine coupled pyrroleecarbazoleepyrrole polymer: Electro-optical properties and electrochromism", 《POLYMER》 *
ZUBI SADIQ，ET AL.: "SYNTHESIS AND ANTIMICROBIAL ASSESSMENT OF EFFICACIOUS CARBAZOLE DERIVATIVES", 《INT J PHARM BIO SCI》 *

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