• Title/Summary/Keyword: Phenylphenol

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Synthesis and Antibacterial Activities of 4-Hydroxy-o-phenylphenol and 3,6-Diallyl-4-hydroxy-o-phenylphenol against a Cariogenic Bacterium Streptococcus mutans OMZ 176

  • Bae, Ki-Hwan;Koo, Sung-Hyun;Seo, Won-Jun
    • Archives of Pharmacal Research
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    • v.14 no.1
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    • pp.41-43
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    • 1991
  • For the purpose of survey of the antibacterial activity against a cariogenic bacterium Streptococcus mutans OMZ 176 with the introduction of hydroxyl and allyl groups to o-phenylphenol (Fig. 2, 1), 4-hydroxy-o-phenylphenol (2), and 3,6-diallyl-4-hydroxy-o-phenylphenol (4) were synthesized, sucessively. The synthesized compounds, 2 and 4 showed more potent antibacterial activity than the starting material, 1. The hydroxyl group was supposed to the essential element for the antibacterial activity and the introduction of allyl group to phenolic ring to be another element to increase the activity.

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Antimicrobial Activities of Hydroxybiphenyl Derivatives (III) - The Antibacterial Activities of p-Phenylphenol Derivatives against a Cariogenic Bacterium Streptococcus mutans (Hydroxybiphenyl 유도체의 항균작용 (III) - 충치균 Streptococcus mutans에 대한 p-Phenylphenol 유도체의 항균작용)

  • 배기환;서원준;박종태
    • YAKHAK HOEJI
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    • v.35 no.1
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    • pp.7-10
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    • 1991
  • For the purpose of developing of anticariogenic agents, P-phenylphenol derivatives were synthesized and determined their antibacterial activities against a cariogenic bacterium, Streptococcus mutans. Among synthetic compounds, 2-nitro-6-bromo-p-phenylphenol showed as potent antibacterial activity as magnolol and honokiol.

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Evaluation of Lactic Acid Bacteria for the Resistance to Endocrine Disruptors

  • Kim, Su-Won;Min, Byung-Tae;Yoo, Min
    • Biomedical Science Letters
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    • v.8 no.2
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    • pp.95-99
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    • 2002
  • Endocrine disruptors are chemicals which can be found in our normal daily life. They can be easily ingested through plastic food containers, pesticides, etc. They include DDT, bisphenol A, benzophenone and phenylphenol, etc. Endocrine disruptor can be very harmful and toxic because it disrupts the normal function of the endogenous endocrine system. It has been reported that endocrine disruptor can cause the fatal strike in reproductive system central nervous system and the other part of the body. We have examined if the growth of lactic acid bacteria could be resistant to the endocrine disruptor. We have used Lactobacillus delbruekii as an experimental strain and benzophenone and phenylphenol for the comparison purpose. Experiments included the evaluation of turbidity, absorbance and actual cell counts. Although Lactobacillus delbruekii showed the higher resistance to benzophenone than phenylphenol it was still resistant to both benzophenone and phenylphenol. Because the experimental concentrations of benzophenone and phenylphenol were so high to compare with the actual concentration we meet in daily life, Lactobacillus delbruekii was considered to be sufficient to survive in the environmental concentration of these endocrine disruptors. This study should contribute to the development of fermented beverage with beneficial effect by lactic acid bacteria.

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Synthesis and Characterization of Polymers with the Moiety of 2-Phenylphenol as a Microbicide (항균제로서 2-페닐페놀의 Moiety를 가지는 고분자의 합성과 특성)

  • 현석희;김민우;전일련;김우식
    • Polymer(Korea)
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    • v.27 no.5
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    • pp.443-448
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    • 2003
  • 2-Biphenylyl acrylate (BPA) was synthesized by the reaction of 2-phenylphenol as a microbicide with acryloyl chloride, and copolymers with the moiety of 2-phenylphenol were prepared by the radical terpolymerization of BPA-methylmethacrylate-acrylic acid. The contents of BPA unit in the poly mers were found to be 4.2 mol% and 9.1 mol% from their nuclear magnetic resonance spectra. The number average molecular weights of the polymers were in the range of 15000 to 16000. 2-Phenylphenol was released through the hydrolysis of the polymers. The release rate of the microbicide increased with increasing pH of the release medium. The released solution showed higher microbicidal activity for E. coli as a negative microbe than S. aureus as a positive microbe.

Toxicity of Phenols to the Nematode Caenorhabditis elegans (Caenorhabditis elegans를 이용한 phenol류의 독성 연구)

  • Jung Kang-Sik;Hyun Sun-Hee;Choung Se-Young
    • Environmental Analysis Health and Toxicology
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    • v.21 no.3 s.54
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    • pp.239-244
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    • 2006
  • Caenorhabditis elegans(C. elegans) is a free-living soil nematode that commonly used as a biological model and recently, much work has been done using C. elegans as a toxicity model. To evaluate the acute toxicity of phenols to C. elegans, worms were subsequently exposed to nine different xenobiotics. This study described lethal toxicity, reproductive toxicity and movement inhibition using 2-propylphenol, 4-propylphenol, 2-tert-butylphenol, 3-tert-butylphenol, 4-tert-butylphenol, 2-phenylphenol, 4-phenylphenol, nonylphenol and 4-dodecylphenol to C. elegans for 24 hr or 72 hr. We found that phenols used in this study were very toxic to C. elegans. The order of lethal toxicity, reproductive toxicity and movement inhibition is as follows. 4-propylphenol > 2-phenylphenol > 2-tert-butylphenol > 2-propylphenol > nonylphenol > B-tert-butylphenol > 4-dodefylphenol > 4-tert-butylphenol > 4-phenylphenol.

Preparation of Poly(2-biphenylyl acrylate-co-methacrylic acid) and Release of 2-Phenylphenol (2-비페닐릴아크릴레이트와 메타크릴산의 공중합체 제조와 2-페닐페놀의 방출)

  • Hyun Seok-Hee;Kim Min-Woo;Jeon Il-Ryon;Son Seog-Ho;Baek Chang-Hoon;Kim Woo-Sik
    • Polymer(Korea)
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    • v.30 no.1
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    • pp.80-84
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    • 2006
  • 2-Biphenylyl acrylate(BPA) was synthesized by the reaction of acryloyl chloride with 2-phenylphenol (2PP). Hydrophilic copolymers with the moiety of the microbicide, 2PP, were prepared by the radical copolymerization of BPA and methacrylic acid (MA). From the compositions of the BPA unit and the MA unit in the copolymers, the monomer reactivity ratios were determined to be 0.86 for BPA and 1.21 for MA by means of Kelen-Tudos plot. This result indicates that the copolymers have a random structure. The amount of 2PP released through the hydrolysis of the copolymers was examined by UV spectrometry. The result showed that the release of 2PP increased with an increase in the hydrophilic MA content in the copolymers and with an increase in the pH of the release medium. Therefore, these results indicate that the hydrophilic polymers bearing 2-phenylphenol moiety can be controlled release microbicides.

Virucidal efficacy of a fumigant containing orth-phenylphenol against classical swine fever virus and porcine reproductive and respiratory syndrome virus (Ortho-phenylphenol을 주성분으로 하는 훈증소독제의 돼지열병바이러스와 돼지생식기호흡기증후군바이러스에 대한 살바이러스 효과)

  • Cha, Chun-Nam;Park, Eun-Kee;Jung, Ji-Youn;Yoo, Chang-Yeul;Kim, Suk;Lee, Hu-Jang
    • Korean Journal of Veterinary Service
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    • v.39 no.2
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    • pp.117-124
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    • 2016
  • In this study, the virucidal efficacy of a fumigant containing 20% ortho-phenylphenol against classical swine fever virus (CSFV) and porcine reproductive and respiratory syndrome virus (PRRSV) was examined. After each carrier deposited with CSFV and PRRSV suspensions was exposed to the fumigant in a $25-m^3$ test room for 15 h, all carriers were neutralized and diluted, and each diluted suspension was inoculated into each proper cell line. After incubation, CSFV and PRRSV viability in each cell line was examined and 50% tissue culture infectious dose $(TCID_{50})/mL$ was calculated. In the results, the concentration of viable virus in all of pathogen control-carriers was more than $2{\times}10^5TCID_{50}/mL$, and there were no cytotoxicity in all of toxicity control-carriers. In addition, the fumigant inactivated ${\geq}4.8{\log}_{10}(TCID_{50}/mL)$ of both CSFV and PRRSV. These findings will be useful for preventing the spread of CSFV and PRRSV infection.

Fungicidal Efficacy of a Fumigation Disinfectant with Ortho-phenylphenol as an Active Ingredient against Trichophyton mentagrophytes, Candida albicans and Aspergillus niger (Ortho-phenylphenol을 주성분을 하는 훈증소독제의 Trichophyton mentagrophytes, Candida albicans 그리고 Aspergillus niger에 대한 살진균 효과)

  • Park, Eun-Kee;Lee, Soo-Ung;Cho, Ki-Yung;Kim, Yongpal;Yoo, Chang-Yeol;Kim, Suk;Lee, Hu-Jang
    • Journal of Environmental Health Sciences
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    • v.40 no.3
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    • pp.255-263
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    • 2014
  • Objectives: This study evaluated the fungicidal efficacy of a fumigant containing 20% ortho-phenylphenol against Trichophytone mentagrophytes (T. mentagrophytes), Candida albicans (C. albicans) and Aspergillus niger (A. niger). Methods: Five replicates of each carrier were contaminated by depositing 0.05 mL of each fungal suspension. After drying, two carriers without exposure to the fumigant and three carriers with exposure to the fumigant were left in a sealed room ($25m^3$) at $21{\pm}0.5^{\circ}C$ and $60{\pm}10%$ relative humidity for 15 hours. Immediately after removal from the test room, each carrier was transferred into recovery diluent and suspended, diluted and inoculated. After incubation, the numbers of each colony were counted, and the parameter values (N, T, d) were calculated. Results: The working culture suspension number (N value) of T. mentagrophytes, C. albicans and A. niger were $1.0{\times}10^8$, $1.2{\times}10^8$ and $5.7{\times}10^7CFU/mL$, respectively. All the colony numbers on the carriers exposed to the fumigant (n1, n2, n3) were higher than 0.5N1 (the number of fungal test suspensions by pour plate method), 0.5N2 (the number of fungal test suspensions by filter membrane method) and 0.5N1, respectively. In addition, all mean numbers of test strains recovered on the control-carriers (T value) were over $10^6CFU/mL$. For the fungicidal effect of the fumigant, all numbers of fungal reductions after exposure of the fumigant (d value) were 4 logCFU/mL. Conclusions: The present study showed that fumigant containing 20% ortho-phenylphenol has effective fungicidal activity against T. mentagrophytes, C. albicans and A. niger.

Antimicrobial Activities of Hydroxybiphenyl Derivatives (II) - Synthesis and Antibacterial Activities of Allylhydroxybiphenyl Compounds against a Cariogenic Bacterium Streptococcus mutans ATTCC OMZ176

  • Seo, Won-Jun;Koo, Sung-Hyen;Bae, Ki-Hwan
    • Archives of Pharmacal Research
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    • v.9 no.3
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    • pp.127-130
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    • 1986
  • Naturally occurring diallyldihydroxybiphenyl compounds, magnolol and honokiol were reported to have potent antibacterial activities against most of Gram positive bacteria (1-4). To developmore potent antibacterial agents, some allyhydroxybiphenyl derivatives were synthesized from the starting compounds, p-phenyl-phenol (I) p-phenylphenol (IV), o, o-biphenol (VII) and p. p'-biphenol (XII). Among the newly synthesized compounds (III, VI, IX, XI, XIV and XVI), the antibacterial activities of 2-allyl-p-phenylphenol (VI), 6-ally-o, 0'-biphenol (IX), 2, 2'-diallyl-o, o'-biphenol (XIV) and 2, 2', 6-triallyl-p, p'-biphenol (XIV) were more potent than those of magnolol and bonokiol against a cariogenic bacterium, Stroptococcus matans ATCC OMZ 176.

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Bactericidal Efficacy of a Fumigation Disinfectant with Ortho-phenylphenol as an Active Ingredient Against Pseudomonas Aeruginosa and Enterococcus Hirae (Ortho-phenylphenol을 주성분을 하는 훈증소독제의 Pseudomonas aeruginosa와 Enterococcus hirae에 대한 살균효과)

  • Cha, Chun-Nam;Park, Eun-Kee;Kim, Yongpal;Yu, Eun-Ah;Yoo, Chang-Yeol;Hong, Il-Hwa;Kim, Suk;Lee, Hu-Jang
    • Journal of Food Hygiene and Safety
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    • v.29 no.1
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    • pp.60-66
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    • 2014
  • This test was performed to evaluate the bactericidal efficacy of a fumigation disinfectant containing 20% ortho-phenylphenol against Pseudomonas aeruginosa (P. aeruginosa) and Enterococcus hirae (E. hirae). In preliminary tests, P. aeruginosa and E. hirae working culture suspension number (N value) were $2.8{\times}10^8$ and $4.0{\times}10^8CFU/mL$, respectively. And all the colony numbers on the carriers exposed to the fumigant (n1, n2, n3) were higher than 0.5N1 (the number of bacterial test suspentions by pour plate method), 0.5N2 (the number of bacterial test suspentions by filter membrane method) and 0.5N1, respectively. In addition, the mean number of P. aeruginosa and E. hirae recovered on the control-carriers (T value) was $2.8{\times}10^8$ and $3.4{\times}10^6CFU/mL$, respectively. In the bactericidal effect of the fumigant, the reduction number of $2.8{\times}10^8$ (d value) was 6.46 and 5.19 logCFU/mL, respectively. According to the French standard for the fumigant, the d value for the effective bactericidal fumigant should be over than 5 logCFU/mL. With the results from this study, the fumigation disinfectant containing 20% ortho-phenylphenol has an effective bactericidal activity, then the fumigant can be applied to disinfect food materials and kitchen appliances contaminated with the pathogenic bacteria.