WO2019028937A1 - Applications d'huile de clou de girofle/eugénol dans l'inhibition de bactéries pathogènes conditionnelles buccales - Google Patents

Applications d'huile de clou de girofle/eugénol dans l'inhibition de bactéries pathogènes conditionnelles buccales Download PDF

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Publication number
WO2019028937A1
WO2019028937A1 PCT/CN2017/098568 CN2017098568W WO2019028937A1 WO 2019028937 A1 WO2019028937 A1 WO 2019028937A1 CN 2017098568 W CN2017098568 W CN 2017098568W WO 2019028937 A1 WO2019028937 A1 WO 2019028937A1
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WIPO (PCT)
Prior art keywords
eugenol
clove oil
oral
pathogenic bacteria
mic value
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PCT/CN2017/098568
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English (en)
Chinese (zh)
Inventor
杜卓
谭淑仪
刘芳
张丽华
林树辉
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佛山科学技术学院
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Publication of WO2019028937A1 publication Critical patent/WO2019028937A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/075—Ethers or acetals
    • A61K31/085—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/61—Myrtaceae (Myrtle family), e.g. teatree or eucalyptus

Definitions

  • the invention relates to the use of eugenol/clove oil, in particular to the application of eugenol/clove oil in inhibiting oral pathogenic bacteria.
  • 2-Methoxy-4-(2-propenyl)phenol also known as eugenol, has a molecular formula of C 10 H 12 O 2 , is a colorless or pale yellow liquid, has a strong clove aroma, and is insoluble in water. It is naturally found in many essential oils, especially in clove oil, and eugenol accounts for 84% to 95% of clove oil. At present, research on 2-methoxy-4-(2-propenyl)phenol has been intensively and has been applied to various fields.
  • 2-methoxy-4-(2-propenyl) phenol can also be used as a chemical intermediate to synthesize other chemical products; promote transdermal absorption, 2-methoxy-4-(2-propenyl) Phenol extract promotes transdermal absorption of 5-fluorourea; it has a mosquito-repellent effect and can effectively repel mosquitoes for up to 6 hours. It can be developed as a natural plant mosquito.
  • the invention discloses the application of eugenol/clove oil in inhibiting pathogenic bacteria of oral conditions, including Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus aureus, Staphylococcus aureus, Streptococcus aureus, Streptococcus B, Candida albicans.
  • the invention adopts the multiple dilution method to determine the minimum inhibitory concentration MIC of each strain.
  • the test tube of the liquid medium showed no turbidity to the naked eye, and the lowest concentration of eugenol/clove oil contained therein was the lowest inhibitory concentration MIC of the oral pathogenic bacteria.
  • the MIC value of eugenol against Staphylococcus aureus is 0.062 ug/ml
  • the MIC value for Staphylococcus aureus is 1.973 ug/ml
  • the MIC value for Staphylococcus aureus is 0.986 ug/ml, against Streptococcus aureus.
  • the MIC value is 7.881 ug/ml
  • the MIC value for Streptococcus mutans is 3.945 ug/ml
  • the MIC value for Pseudomonas aeruginosa is 15.78 ug/ml
  • the MIC value for Candida albicans is 0.062 ug/ml
  • the MIC value of oil against Staphylococcus aureus is 0.007 ug/ml
  • the MIC value for Staphylococcus aureus is 0.453 ug/ml
  • the MIC value for Staphylococcus aureus is 7.250 ug/ml
  • the MIC value for Streptococcus A is 7.881 ug/ml
  • the MIC value for Streptococcus mutans is 3.945 ug/ml
  • the MIC value for Pseudomonas aeruginosa is 15.78 ug/ml
  • the MIC value for Streptococcus mutans was 0.227 ug/ml
  • the MIC value for Pseudomonas aeruginosa was 0.906 ug/ml
  • the MIC value for Candida albicans was 0.007 ug/ml.
  • the present invention is based on Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus aureus, Staphylococcus aureus, Streptococcus aureus, Streptococcus mutans, Candida albicans, and investigates the common conditions of eugenol/clove oil in oral cavity.
  • the minimum inhibitory concentration of the bacteria was investigated for its application value in oral disinfection and disinfection. This will help to expand the range of applications of eugenol/clove oil.
  • Example 1 Determination of minimum inhibitory concentration MIC of eugenol against oral pathogenic bacteria
  • Reagent ethanol.
  • inoculum Preparation of inoculum: The same type of colonies were inoculated into the broth medium on the purely tested bacteria plate; the streptococci were inoculated into the blood broth medium, cultured at 35 degrees overnight, and the bacterial solution was adjusted to make it It is equivalent to 0.5 McPherson turbidity standard, and then diluted with 1:200 in broth culture medium for use. The diluted bacterial solution was inoculated within 15 min.
  • Species Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus aureus, Staphylococcus aureus, Streptococcus aureus, Streptococcus mutans, Candida albicans.
  • Instruments scale pipette, pipette, incubator, pressure cooker.
  • alcohol lamp nozzle
  • test tube test tube rack
  • inoculating ring inoculating ring
  • the tested suspensions with the corrected concentrations were sequentially added to each of the drug-containing tubes, 0.05 ml per tube, and mixed.
  • the tubes were incubated at 35 ° C for 18 h and the results were observed.
  • test tube of the liquid medium has no turbidity visible to the naked eye, that is, the lowest concentration of the eugenol contained is the minimum inhibitory concentration MIC of the pathogenic bacteria of the oral condition, as shown in Table 1:
  • Example 2 Determination of minimum inhibitory concentration MIC of clove oil on oral pathogenic bacteria
  • Reagent ethanol.
  • inoculum Preparation of inoculum: The same type of colonies were inoculated into the broth medium on the purely tested bacteria plate; the streptococci were inoculated into the blood broth medium, cultured at 35 degrees overnight, and the bacterial solution was adjusted to make it It is equivalent to 0.5 McPherson turbidity standard, and then diluted with 1:200 in broth culture medium for use. The diluted bacterial solution was inoculated within 15 min.
  • Species Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus aureus, Staphylococcus aureus, Streptococcus aureus, Streptococcus mutans, Candida albicans.
  • Instruments scale pipette, pipette, incubator, pressure cooker.
  • alcohol lamp nozzle
  • test tube test tube rack
  • inoculating ring inoculating ring
  • the tested suspensions with the corrected concentrations were sequentially added to each of the drug-containing tubes, 0.05 ml per tube, and mixed.
  • the tubes were incubated at 35 ° C for 18 h and the results were observed.
  • test tube of the liquid medium has no turbidity visible to the naked eye, that is, the lowest concentration of the clove oil contained is the minimum inhibitory concentration MIC of the pathogenic bacteria of the oral condition, as shown in Table 2:

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  • Health & Medical Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Medical Informatics (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

L'invention concerne des applications d'huile de clou de girofle/eugénol dans la préparation d'un médicament pour inhiber des bactéries pathogènes conditionnelles buccales. Les bactéries pathogènes conditionnelles buccales comprennent Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus albus, Staphylococcus citreus, Streptococcus de groupe A, Streptococcus de groupe B, et Candida albicans. Un procédé de dilution multiple est utilisé pour mesurer la concentration inhibitrice minimale (MIC) de chaque bactérie. La concentration minimale en huile de clou de girofle/eugénol sans opacité visible dans un tube à essai de milieu liquide à l'œil nu est la MIC de la bactérie pathogène conditionnelle buccale. Avec Pseudomonas aeruginosa, Staphylococcus aureus, Staphylococcus albus, Staphylococcus citreus, Streptococcus de groupe A, Streptococcus de groupe B, et Candida albicans servant d'objets, la MIC d'huile de clou de girofle/eugénol par rapport à des bactéries pathogènes conditionnelles communes dans la cavité buccale est observée, et la valeur d'application de celle-ci en termes de bactériostase et de désinfection buccales est observée. Ceci privilégie un champ d'application étendu de l'huile de clou de girofle/eugénol.
PCT/CN2017/098568 2017-08-08 2017-08-23 Applications d'huile de clou de girofle/eugénol dans l'inhibition de bactéries pathogènes conditionnelles buccales WO2019028937A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201710670556.5 2017-08-08
CN201710670556.5A CN107334755A (zh) 2017-08-08 2017-08-08 丁香酚/丁香油在抑制口腔条件致病菌的应用

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WO2019028937A1 true WO2019028937A1 (fr) 2019-02-14

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PCT/CN2017/098568 WO2019028937A1 (fr) 2017-08-08 2017-08-23 Applications d'huile de clou de girofle/eugénol dans l'inhibition de bactéries pathogènes conditionnelles buccales

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CN (1) CN107334755A (fr)
WO (1) WO2019028937A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4014973A1 (fr) * 2020-12-17 2022-06-22 Dusan Ninkov Liquide inhalé pour le traitement des infections respiratoires chez l'homme causées par des agents pathogènes résistants aux antibiotiques

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113967208A (zh) * 2021-11-12 2022-01-25 中国科学院兰州化学物理研究所 苯丙素类天然源化合物在作为抑菌剂在抑制人源病菌中的应用
CN114164150A (zh) * 2021-11-30 2022-03-11 上海交通大学 一种抑制葡萄球菌黄素合成的方法及其应用

Citations (2)

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Publication number Priority date Publication date Assignee Title
CN104824120A (zh) * 2015-05-11 2015-08-12 江苏天晟药业有限公司 丁香酚在食源性致病菌的体外抑制中的应用
CN107019138A (zh) * 2017-06-15 2017-08-08 佛山科学技术学院 一种丁香酚组合液及制备方法和应用

Patent Citations (2)

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Publication number Priority date Publication date Assignee Title
CN104824120A (zh) * 2015-05-11 2015-08-12 江苏天晟药业有限公司 丁香酚在食源性致病菌的体外抑制中的应用
CN107019138A (zh) * 2017-06-15 2017-08-08 佛山科学技术学院 一种丁香酚组合液及制备方法和应用

Non-Patent Citations (4)

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"Study on antibacterial activity of Eugenol in vitro", FOOD SCIENCE, vol. 29, no. 9, 31 December 2008 (2008-12-31) *
LI ET AL.: "Antibacterial evaluation of two natural essential oils and their application in oral care", 30 June 2015 (2015-06-30) *
QUI ET AL.: "Pharmacological effects of eugenol", vol. 28, no. 8, 31 December 2007 (2007-12-31), pages 101 - 103 *
YU ET AL.: "Pharmacological effects of Eugenol and it's research progress", JOURNAL OF CLINICAL STOMATOLOGY, 31 March 2009 (2009-03-31), pages 187 - 189 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4014973A1 (fr) * 2020-12-17 2022-06-22 Dusan Ninkov Liquide inhalé pour le traitement des infections respiratoires chez l'homme causées par des agents pathogènes résistants aux antibiotiques

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