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KR-20260065156-A - COMPOSITION FOR INHIBITING BIOFILM FORMATION OF VIBRIO BACTERIAL COMPRISING TRIFLUOROMETHYL ANILINE DERIVATIVE

KR20260065156AKR 20260065156 AKR20260065156 AKR 20260065156AKR-20260065156-A

Abstract

The present invention relates to a composition for inhibiting Vibrio biofilm formation and an antimicrobial composition comprising a trifluoromethylaniline derivative as an active ingredient, wherein the trifluoromethylaniline derivative or a pharmaceutically/foodically acceptable salt thereof has excellent antimicrobial activity against Vibrio bacteria and can inhibit biofilm formation or cell growth by inhibiting the swimming and genocidal motility, proteolytic enzymes, indole production, or erythrocyte hemolysis of Vibrio bacteria.

Inventors

  • 이진태
  • 이진형
  • 에자베니사트야무르티

Assignees

  • 영남대학교 산학협력단

Dates

Publication Date
20260508
Application Date
20241101

Claims (12)

  1. A composition for inhibiting Vibrio biofilm formation, comprising as an active ingredient a compound represented by the following chemical formula 1 or a pharmaceutically acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.
  2. In Article 1, The above compound or its salt is, A composition characterized by being selected from the group consisting of 2-iodo-4-(trifluoromethylaniline) (2-iodo-4-(trifluoromethylaniline; ITFMA) and 4-amino-3-chloro-5-nitrobenzotrifluoride (4-amino-3-chloro-5-nitrobenzotrifluoride; ACNBTF).
  3. In Article 1, The above composition is, A composition characterized by inhibiting the swimming and genus motility of Vibrio bacteria, proteolytic enzymes, indole production, or erythrocyte hemolysis to inhibit biofilm formation and cell growth.
  4. In Article 1, The above Vibrio bacteria are, A composition characterized by being one or more selected from the group consisting of Vibrio parahaemolyticus , Vibrio harveyi, Vibrio vulnificus, Vibrio cholerae, and Vibrio alginolyticus .
  5. Coating composition for inhibiting Vibrio biofilm formation, comprising as an active ingredient a compound represented by the following chemical formula 1 or a pharmaceutically acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.
  6. In Article 5, The above coating composition is, A coating composition characterized by being coated on a food manufacturing machine, a food packaging container, a medical device, a medical material, or a medical implant.
  7. An antimicrobial composition for Vibrio bacteria containing, as an active ingredient, a compound represented by the following chemical formula 1 or a pharmaceutically acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.
  8. In Article 7, The above antibacterial composition is, An antibacterial composition characterized by being a pharmaceutical, cosmetic, health food, animal feed, or feed additive composition.
  9. A pharmaceutical composition for the prevention or treatment of infections caused by Vibrio biofilms, comprising as an active ingredient a compound represented by the following chemical formula 1 or a pharmaceutically acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.
  10. In Article 9, The above-mentioned infection is, A pharmaceutical composition characterized by having one or more selected from the group consisting of enteritis, Vibrio food poisoning, cholera, Vibrio sepsis, and fish Vibrio infection.
  11. A health functional food composition for preventing or improving infections caused by Vibrio biofilms, containing as an active ingredient a compound represented by the following chemical formula 1 or a food-grade acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.
  12. A food additive composition for preventing spoilage caused by Vibrio infection, containing as an active ingredient a compound represented by the following chemical formula 1 or a food-grade acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may be the same or different, respectively, and are selected from hydrogen, halogen, or nitro.

Description

Composition for inhibiting biofilm formation of Vibrio bacteria comprising a trifluoromethylaniline derivative as an active ingredient The present invention relates to a composition for antibacterial action against microorganisms and inhibition of biofilm formation, and more specifically, to a composition for inhibiting biofilm formation of Vibrio bacteria comprising a trifluoromethylaniline derivative as an active ingredient. Vibrio bacteria are pathogens that infect humans, including Vibrio cholerae , the cause of cholera, and Vibrio vulnificus, the cause of sepsis. Vibrio cholerae causes acute diarrheal disease; if not treated properly, it can lead to death within hours due to dehydration caused by rapid fluid loss and subsequent shock. Therefore, it is necessary to administer antibiotics, especially to patients with severe dehydration. Vibrio sepsis is primarily contracted by consuming raw seafood containing Vibrio bacteria or through open wounds. Primary sepsis is the most fatal infection caused by Vibrio vulnificus; fulminant infection results in death within 48 hours of infection, with an average mortality rate exceeding 50%. Antibiotics are the primary treatment for Vibrio sepsis. However, since Vibrio bacteria are susceptible to most various antibiotics and the indiscriminate use of existing antibiotics can kill other beneficial bacteria residing in the human body and poses a risk of damaging human cells, there is an urgent need to develop antibiotics that act specifically on pathogenic Vibrio bacteria. Most Vibrio bacteria increase their pathogenicity by producing various virulence factors; examples include motility, ciliary activity, surface hydrophobicity, proteolytic activity, and the ability to produce indole. Furthermore, Vibrio bacteria form biofilms, which are mucilaginous membranes composed of polysaccharides or proteins, surrounding the cells and adhering to the surfaces of medical devices and human body parts to grow. Consequently, Vibrio biofilms play a role in sustaining pathogenic infections by restricting nutrients and protecting the colony from host defense systems and antimicrobial agents. Since existing antimicrobial agents are primarily designed to inhibit cell growth, the problem of drug resistance is emerging. Therefore, there is a need for the development of agents that control biofilm formation by pathogenic Vibrio bacteria. Furthermore, dried and semi-dried forms account for the majority of squid and processed seafood products. Since most semi-dried seafood is distributed frozen, and processed seafood is frequently exposed to room temperature during distribution due to Vibrio infection, spoilage occurs, leading to an increasing number of products being discarded before their expiration date. Therefore, there is a need to develop preservative food additives to prevent spoilage caused by microbial infection. Figure 1 shows the results of analyzing the biofilm formation inhibitory activity of aniline and its derivatives against Vibrio bacteria. Figure 2 shows the biofilm formation inhibitory activity of aniline and its derivatives against Vibrio bacteria through microscopic analysis, Figure 2A is the result of optical microscopy and Figure 2B is the result of scanning electron microscopy analysis. Figure 3 shows the results of analyzing the antibacterial and cell growth inhibitory activities of aniline and its derivatives against Vibrio bacteria. Figure 4 shows the results of analyzing the swimming and swarm motility inhibitory activity of aniline and its derivatives on Vibrio bacteria, Figures 4A and 4C show the swimming motility and distance traveled in the swimming analysis, and Figures 4B and 4D show the results of analyzing swarm motility and distance traveled in the swarm analysis. Figure 5 shows the results of analyzing the proteolytic enzyme inhibitory activity (Figure 5A), indole production inhibitory activity (Figure 5B), and erythrocyte hemolytic activity (Figure 5C) of aniline and its derivatives against Vibrio bacteria. The present invention will be described in detail below. The inventors completed the present invention by confirming excellent antimicrobial biofilm activity and antibacterial activity against Vibrio bacteria in trifluoromethylaniline derivative compounds. The present invention provides a composition for inhibiting Vibrio biofilm formation, comprising as an active ingredient a compound represented by the following chemical formula 1 or a pharmaceutically acceptable salt thereof: <Chemical Formula 1> In the above chemical formula 1, R1 and R2 may each be the same or different and may be selected from hydrogen, halogen, or nitro. Preferably, the compound or its salt may be selected from the group consisting of 2-iodo-4-(trifluoromethylaniline) (2-iodo-4-(trifluoromethylaniline; ITFMA) and 4-amino-3-chloro-5-nitrobenzotrifluoride (4-amino-3-chloro-5-nitrobenzotrifluoride; ACNBTF), but is not limited thereto. In this specification, "pharmaceutical or fo