Статья журнала

Солёнова Е.А., Николаевна Величковска Л.Н.

Флавоноиды. Перспективы применения в антимикробной терапии

Ключевые слова: антимикробная терапия, резистентность, чувствительность, Escherichia Coli, Staphylococcus Aureus

Представлены результаты литературного обзора антимикробной активности флавоноидов, выделенных из лекарственных растений. Проведен анализ литературных источников на предмет поиска антимикробных свойств флавоноидов в отношении E. Coli, S. Aureus как наиболее быстро развивающих резистентность микроорганизмов в современных условиях. Проведена сравнительная характеристика чувствительности данных микроорганизмов к флавоноидам, оценена перспектива внедрения в качестве средств, дополняющих антимикробную терапию.

Solyenova E., NikolaevnА Velichkovska L.

Flavonoids. prospects of their use in antimicrobial therapy

Keywords: antimicrobial therapy, resistance, sensitivity, Escherichia Coli, Staphylococcus Aureus

The results of literature review on antimicrobial activity of flavonoids extracted from medicinal plants are presented. An analysis of literature sources with respect to searching antimicrobial properties of flavonoids against E. Coli, S. Aureus as microorganisms the most rapidly developing resistance in modern conditions was carried out. A comparative analysis of the given microorganisms’ sensitivity to flavonoids was carried out, and the prospects of their introduction as a complement to antimicrobial therapy were evaluated.

Литература

  1. Балаев Т.А., Молдавер Б.Л. Технология галенофиллипта – нового противомикробного препарата, содержащего эуглобали и феофитинаты меди // Здоровье – основа человеческого потенциала: проблемы и пути их решения. 2010. Вып. 1, т. 5. С. 396–407.
  2. Гусев Н.Ф., Докучаева Ю.А., Сычёва М.В., Немерешина О.Н. Биохимические особенности и антибактериальное действие препаратов Fragaria viridis // Известия Оренбургского государственного аграрного университета. 2016. № 4(60). С. 206–209.
  3. Гусев Н.Ф., Докучаева Ю.А., Немерешина О.Н. Влияние настоев листа земляники зеленой на рост золотистого стафилококка // Медицинский альманах. 2016. Вып. № 5(45). С. 215–217.
  4. Гусев Н.Ф., Немерешина О.Н. Антибактериальное исследование препаратов из видов Veronica L. Предуралья // Известия Оренбургского государственного аграрного университета. 2005. Т. 4, № 8-1. С. 43–47.
  5. Денисова Г. Р. Онтогенез Dracocephalum Moldavica L. (Lamiaceae) в условиях Восточного Забайкалья // Ученые записки Забайкальского государственного университета. Сер. Естественные науки. 2011. № 1. С. 166–169.
  6. Кутасевич Я.Ф., Олейник И.А. Адъювантная терапия больных хроническими дерматозами с применением крема «Бедан» // Здоровье ребенка. 2016. № 1(69). С. 110–113.
  7. Пластун В.О., Дурнова Н.А., Райкова С.В. Противомикробное действие экстрактов очитков пурпурного (Sedum Telephium L.) и большого (S. Maximum (L.) HOFFM.) // Бюллетень Ботанического сада Саратовского государственного университета. 2014. № 12. С. 64–71.
  8. Плеханов А.А., Дамбаев, А.Б. Оценка эффективности применения растительных лекарственных средств в комплексном лечении инфекций мочевыводящих путей // Бюллетень Восточно-Сибирского научного центра Сибирского отделения Российской академии медицинских наук. 2015. № 6(106). С. 48–52.
  9. Шеина Н.Ю. Особенности влияния на человеческий организм фитонцидов некоторых дикорастущих растений Оренбургской области // Вестник Оренбургского государственного университета. 2008. № 5-2. 2008. С. 157–160.
  10. Шоболова Н.А., Бальжиров Д.Б., Прокаева Т.А., Назарова-Рыгдылон А.Н., Жигаев Г.Ф. Поражение почек у больных сахарным диабетом II типа // Сибирский медицинский журнал (Иркутск).  Т. 100, № 1. С. 158–161.
  11. Arakawa H., Maeda M., Okubo S., Shimamura T. Role of hydrogen peroxide in bactericidal action of catechin. Pharm. Bull., 2004, vol. 27, pp. 277–281.
  12. Bernal P., Lemaire S., Pinho M.G., Mobashery S., Hinds J., Taylor P.W. Insertion of epicatechin gallate into the cytoplasmic membrane of methicillin-resistant Staphylococcus aureus disrupts penicillin-binding protein (PBP) 2a-mediated beta-lactam resistance by delocalizing PBP2. Biol. Chem., 2010, vol. 285, pp. 24055–24065.
  13. Brown A.K., Papaemmanouil A., Bhowruth V., Bhatt A., Dover L.G., Besra G.S. Flavonoid inhibitors as novel antimycobacterial agents targeting Rv0636, a putative dehydratase enzyme involved in Mycobacterium tuberculosis fatty acid synthase II. Microbiology, 2007, vol. 153, pp. 3314–3322.
  14. Chinnam N., Dadi P.K., Sabri S.A., Ahmad M., Kabir M.A., Ahmad Z. Dietary bioflavonoids inhibit Escherichia coli ATP synthase in a differential manner. J. Biol. Macromol., 2010, vol. 6, pp. 478–486.
  15. Cushnie T.P., Lamb A.J. Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss. Ethnopharmacol., 2005, vol. 101, pp. 243–248.
  16. Eumkeb G., Sakdarat S., Siriwong S. Reversing beta-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. Phytomedicine, 2010, vol. 18, pp. 40–45.
  17. Ferrazzano G.F., Amato I., Ingenito A., Zarrelli A., Pinto G., Pollio A. Plant polyphenols and their anti-cariogenic properties: a review. Molecules, 2011, vol. 16, pp. 1486–1507.
  18. Gould K.S., Lister C. Flavonoid functions in plants, in Ande-sen. Chemistry, biochemistry and applica-tions, Boca Raton, 2006, vol. 8, pp. 397–441.
  19. Gradisar H., Pristovsek P., Plaper A., Jerala R. Green tea catechins inhibit bacterial DNA gyrase by interaction with its ATP binding site. Med. Chem., 2007, vol. 50, pp. 264–271.
  20. Haraguchi H., Tanimoto K., Tamura Y., Mizutani K., Kinoshita T. Mode of antibacterial action of retrochalcones from Glycyrrhiza inflate. Phytochemistry, 1998, vol. 48, pp. 125–129.
  21. Hatano T., Shintani Y., Aga Y., Shiota S., Tsuchiya T., Yoshida T. Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus. Chem Pharm. Bull. (Tokyo), 2000, vol. 48, pp. 1286–1292.
  22. Hemaiswarya S., Kruthiventi A.K., Doble M. Synergism between natural products and antibiotics against infectious diseases. Phytomedicine, 2008, vol. 15, pp. 639–652.
  23. Hendrich A.B., Malon R., Pola A., Shirataki Y., Motohashi N., Michalak K. Differential interaction of Sophora isoflavonoids with lipid bilayers. J. Pharm. Sci., 2002, vol. 16, pp. 201–208.
  24. Jeong K.W., Lee J.Y., Kang D.I., Lee J.U., Shin S.Y., Kim Y. Screening of flavonoids as candidate antibiotics against Enterococcus faecalis. Nat. Prod., 2009, vol. 72, pp. 719–724.
  25. Khokhar S., Magnusdottir S.G. Total phenol, catechin, and caffeine contents of teas commonly consumed in the United kingdom. Agric. Food Chem., 2002, vol. 50, pp. 565–570.
  26. Kromann H., Larsen M., Boesen T., Schonning K., Nielsen S.F. Synthesis of prenylated benzaldehydes and their use in the synthesis of analogues of licochalcone A. J. Med. Chem., 2004, vol. 39, pp. 993–1000.
  27. Li-Weber M. New therapeutic aspects of flavones: the anticancer properties of Scutellaria and its main active constituents Wogonin, Baicalein and Baicalin. Cancer Treat. Rev., 2009, vol. 35, pp. 57–68.
  28. Oktyabrsky O., Vysochina G., Muzyka N., Samoilova Z., Kukushkina T., Smirnova G. Assessment of anti-oxidant activity of plant extracts using microbial test systems. Appl. Microbiol., 2009, vol. 106, pp. 1175–1183.
  29. Rios J.L., Recio M.C. Medicinal plants and antimicrobial activity. Ethnopharmacol., 2005, vol. 100, pp. 80–84.
  30. Sahu N.K., Balbhadra S.S., Choudhary J., Kohli D.V. Exploring pharmacological significance of chalcone scaffold: a review. Med. Chem., 2012, vol. 19, pp. 209–225.
  31. Saleem M., Nazir M., Ali M.S., Hussain H., Lee Y.S., Riaz N., Jabbar A. Antimicrobial natural products: an update on future antibiotic drug candidates. Prod. Rep., 2010, vol. 27, pp. 238–254.
  32. Schmieder R., Edwards R. Insights into antibiotic resistance through metagenomic approaches. Microbiol., 2012, vol. 7, pp. 73–89.
  33. Smirnova G.V., Samoylova Z.Y., Muzyka N.G., Oktyabrsky O.N. Influence of polyphenols on Escherichia coli resistance to oxidative stress. Free Radic. Biol. Med., 2009, vol. 46, pp. 759–768.
  34. Tamura M., Saito H., Kikuchi K., Ishigami T., Toyama Y., Takami M., Ochiai K. Antimicrobial activity of Gel-entrapped catechins toward oral microorganisms. Pharm. Bull., 2011, vol. 34, pp. 638–643.
  35. Valentova K., Stejskal P. Biosafety, antioxidant status, and metabolites in urine after consumption of dried cranberry juice in healthy women: a pilot double-blind placebo-controlled trial. Agric. Food Chem., 2007, vol. 55(8), pp. 3217–3224.
  36. Wang Q., Wang H., Xie M. Antibacterial mechanism of soybean isoflavone on Staphylococcus aureus. Microbiol., 2010, vol. 192, pp. 893–898.
  37. Williams C. Healthy eating: clarifying advice about fruit and vege-tables. BMJ, 1995, vol. 310, pp. 1453–1455.
  38. Wu D., Kong Y., Han C., Chen J., Hu L., Jiang H., Shen X. D-Alanine:D-alanine ligase as a new target for the flavonoids quercetin and apigenin. J. Antimicrob. Agents, 2008, vol. 32, pp. 421–426.
  39. Yang J., Li L., Jin H., Tan S., Qiu J., Yang L., Ding Y., Jiang Z. H., Jiang S., Liu S. Vaginal gel formulation based on theaflavin derivatives as a microbicide to prevent HIV sexual transmission. AIDS Res. Hum. Retroviruses, 2012, vol. 28, pp. 1498–1508.
  40. Zhang F., Luo S.Y., Ye Y.B., Zhao W.H., Sun X.G., Wang Z.Q., Li R., Sun Y.H., Tian W.X., Zhang Y.X. The antibacterial efficacy of an aceraceous plant [Shantung maple (Acer truncatum Bunge)] may be related to inhibition of bacterial beta-oxoacyl-acyl carrier protein reductase (FabG). Appl. Biochem., 2008, vol. 51, pp. 73–78.

References

  1. Balaev T.A., Moldaver B.L. Tekhnologiya galenofillipta – novogo protivomikrobnogo preparata, soderzhashchego euglobali i feofitinaty medi [Technology of galenofillipt – new antimicrobial drug containing euglobals and pheophytinates copper]. Zdorov’e – osnova chelovecheskogo potenciala: problemy i puti ikh resheniya [Health – the basis of human potential: problems and ways to solve them 5]. 2010, Issue. 1, vol. 5, pp. 396–407.
  2. Gusev N.F., Dokuchaeva Yu.A., Sycheva M.V., Nemereshina O.N. Biokhimicheskie osobennosti i antibakterial’noe deistvie preparatov Fragaria viridis [Biochemical features and antibacterial action of preparations Fragaria viridis]. Izvestiya Orenburgskogo gosudarstvennogo agrarnogo universiteta [Proceedings of the Orenburg State Agrarian University], 2016, iss. 4, pp. 206–209.
  3. Gusev N.F., Dokuchaeva Yu.A., Nemereshina O.N. Vliyanie nastoev lista zemlyaniki zelenoi na rost zolotistogo stafilokokka [Influence of infusions of a leaf of a wild strawberry green on growth of a Staphylococcus aureus]. Medicinskii al’manakh [Medical almanac], 2016, iss. 5(45), pp. 215–217.
  4. Gusev N.F., Nemereshina O.N. Antibakterial’noe issledovanie preparatov iz vidov Veronica L. Predural’ya [Antibacterial study of drugs from species Veronica L. of the Ural]. Izvestiya Orenburgskogo gosudarstvennogo agrarnogo universiteta [Proceedings of the Orenburg State Agrarian University], 2005, no. 4(60), pp. 43–47.
  5. Denisova G.R. Ontogenez Dracocephalum Moldavica L. (Lamiaceae) v usloviyakh Vostochnogo Zabaikal’ya [Ontogenesis by Dracocephalus Moldavica L. (Lamiaceae) in the Eastern Transbaikalia]. Uchenye zapiski Zabaikal’skogo gosudarstvennogo universiteta. Ser. Estestvennye nauki [Scientific notes of Transbaikalian State University. Series: Natural Sciences], 2011, no. 1, pp. 166–169.
  6. Kutasevich Ya.F., Oleynik I.A. Adyuvantnaya terapiya bol’nykh khronicheskimi dermatozami s primeneniem krema «Bedan» [Adjuvant therapy for patients with chronic dermatoses with the use of «Bedan» cream]. Zdorov’e rebenka [Child’s health], 2016, no. 1(69), pp. 110–113.
  7. Plastun V.O., Durnova N.A., Raykova S.V. Protivomikrobnoe deistvie ekstraktov ochitkov purpurnogo (Sedum Telephium L.) i bol’shogo (S. Maximum (L.) HOFFM.) [Antimicrobial action of extracts of purple purple (Sedum Telephium L.) and large (S. Maximum (L.) HOFFM)]. Byulleten’ Botanicheskogo sada Saratovskogo gosudarstvennogo universiteta [Bulletin of the Botanical Garden of Saratov State University], 2014, no. 12, pp. 64–71.
  8. Plehanov A.A., Dambaev, A.B. Ocenka effektivnosti primeneniya rastitel’nykh lekarstvennykh sredstv v kompleksnom lechenii infekcii mochevyvodyashchikh putei [Evaluation of the effectiveness of the use of herbal medicines in the complex treatment of urinary tract infections]. Byulleten’ Vostochno-Sibirskogo nauchnogo centra Sibirskogo otdeleniya Rossiiskoi akademii medicinskikh nauk [Bulletin of the East Siberian Scientific Center of the Siberian Branch of the Russian Academy of Medical Sciences], 2015, iss. 6(106), pp. 48–52.
  9. Sheina N.Yu. Osobennosti vliyaniya na chelovecheskii organizm fitoncidov nekotorykh dikorastushhikh rastenii Orenburgskoi oblasti [Features of the influence on the human body of phytoncides of some wild plants of the Orenburg region]. Vestnik Orenburgskogo gosudarstvennogo universiteta [Proceedings of the Orenburg State Agrarian University], 2008, no. 5-2, pp. 157–160.
  10. Shobolova N.A., Bal’zhirov D.B., Prokaeva T.A., Nazarova-Rygdylon A.N., Zhigaev G.F. Porazhenie pochek u bol’nykh sakharnym diabetom II tipa [Kidney damage in patients with type 2 diabetes mellitus]. Sibirskii medicinskii zhurnal (Irkutsk) [Siberian Medical Journal (Irkutsk)], 2011, vol. 100, iss. 1, pp. 158–161.
  11. Arakawa H., Maeda M., Okubo S., Shimamura T. Role of hydrogen peroxide in bactericidal action of catechin. Pharm. Bull., 2004, vol. 27, pp. 277–281.
  12. Bernal P., Lemaire S., Pinho M.G., Mobashery S., Hinds J., Taylor P.W. Insertion of epicatechin gallate into the cytoplasmic membrane of methicillin-resistant Staphylococcus aureus disrupts penicillin-binding protein (PBP) 2a-mediated beta-lactam resistance by delocalizing PBP2. Biol. Chem., 2010, vol. 285, pp. 24055–24065.
  13. Brown A.K., Papaemmanouil A., Bhowruth V., Bhatt A., Dover L.G., Besra G.S. Flavonoid inhibitors as novel antimycobacterial agents targeting Rv0636, a putative dehydratase enzyme involved in Mycobacterium tuberculosis fatty acid synthase II. Microbiology, 2007, vol. 153, pp. 3314–3322.
  14. Chinnam N., Dadi P.K., Sabri S.A., Ahmad M., Kabir M.A., Ahmad Z. Dietary bioflavonoids inhibit Escherichia coli ATP synthase in a differential manner. J. Biol. Macromol., 2010, vol. 6, pp. 478–486.
  15. Cushnie T.P., Lamb A.J. Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss. Ethnopharmacol., 2005, vol. 101, pp. 243–248.
  16. Eumkeb G., Sakdarat S., Siriwong S. Reversing beta-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. Phytomedicine, 2010, vol. 18, pp. 40–45.
  17. Ferrazzano G.F., Amato I., Ingenito A., Zarrelli A., Pinto G., Pollio A. Plant polyphenols and their anti-cariogenic properties: a review. Molecules, 2011, vol. 16, pp. 1486–1507.
  18. Gould K.S., Lister C. Flavonoid functions in plants, in Ande-sen. Chemistry, biochemistry and applica-tions, Boca Raton, 2006, vol. 8, pp. 397–441.
  19. Gradisar H., Pristovsek P., Plaper A., Jerala R. Green tea catechins inhibit bacterial DNA gyrase by interaction with its ATP binding site. Med. Chem., 2007, vol. 50, pp. 264–271.
  20. Haraguchi H., Tanimoto K., Tamura Y., Mizutani K., Kinoshita T. Mode of antibacterial action of retrochalcones from Glycyrrhiza inflate. Phytochemistry, 1998, vol. 48, pp. 125–129.
  21. Hatano T., Shintani Y., Aga Y., Shiota S., Tsuchiya T., Yoshida T. Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus. Chem Pharm. Bull. (Tokyo), 2000, vol. 48, pp. 1286–1292.
  22. Hemaiswarya S., Kruthiventi A.K., Doble M. Synergism between natural products and antibiotics against infectious diseases. Phytomedicine, 2008, vol. 15, pp. 639–652.
  23. Hendrich A.B., Malon R., Pola A., Shirataki Y., Motohashi N., Michalak K. Differential interaction of Sophora isoflavonoids with lipid bilayers. J. Pharm. Sci., 2002, vol. 16, pp. 201–208.
  24. Jeong K.W., Lee J.Y., Kang D.I., Lee J.U., Shin S.Y., Kim Y. Screening of flavonoids as candidate antibiotics against Enterococcus faecalis. Nat. Prod., 2009, vol. 72, pp. 719–724.
  25. Khokhar S., Magnusdottir S.G. Total phenol, catechin, and caffeine contents of teas commonly consumed in the United kingdom. Agric. Food Chem., 2002, vol. 50, pp. 565–570.
  26. Kromann H., Larsen M., Boesen T., Schonning K., Nielsen S.F. Synthesis of prenylated benzaldehydes and their use in the synthesis of analogues of licochalcone A. J. Med. Chem., 2004, vol. 39, pp. 993–1000.
  27. Li-Weber M. New therapeutic aspects of flavones: the anticancer properties of Scutellaria and its main active constituents Wogonin, Baicalein and Baicalin. Cancer Treat. Rev., 2009, vol. 35, pp. 57–68.
  28. Oktyabrsky O., Vysochina G., Muzyka N., Samoilova Z., Kukushkina T., Smirnova G. Assessment of anti-oxidant activity of plant extracts using microbial test systems. Appl. Microbiol., 2009, vol. 106, pp. 1175–1183.
  29. Rios J.L., Recio M.C. Medicinal plants and antimicrobial activity. Ethnopharmacol., 2005, vol. 100, pp. 80–84.
  30. Sahu N.K., Balbhadra S.S., Choudhary J., Kohli D.V. Exploring pharmacological significance of chalcone scaffold: a review. Med. Chem., 2012, vol. 19, pp. 209–225.
  31. Saleem M., Nazir M., Ali M.S., Hussain H., Lee Y.S., Riaz N., Jabbar A. Antimicrobial natural products: an update on future antibiotic drug candidates. Prod. Rep., 2010, vol. 27, pp. 238–254.
  32. Schmieder R., Edwards R. Insights into antibiotic resistance through metagenomic approaches. Microbiol., 2012, vol. 7, pp. 73–89.
  33. Smirnova G.V., Samoylova Z.Y., Muzyka N.G., Oktyabrsky O.N. Influence of polyphenols on Escherichia coli resistance to oxidative stress. Free Radic. Biol. Med., 2009, vol. 46, pp. 759–768.
  34. Tamura M., Saito H., Kikuchi K., Ishigami T., Toyama Y., Takami M., Ochiai K. Antimicrobial activity of Gel-entrapped catechins toward oral microorganisms. Pharm. Bull., 2011, vol. 34, pp. 638–643.
  35. Valentova K., Stejskal P. Biosafety, antioxidant status, and metabolites in urine after consumption of dried cranberry juice in healthy women: a pilot double-blind placebo-controlled trial. Agric. Food Chem., 2007, vol. 55(8), pp. 3217–3224.
  36. Wang Q., Wang H., Xie M. Antibacterial mechanism of soybean isoflavone on Staphylococcus aureus. Microbiol., 2010, vol. 192, pp. 893–898.
  37. Williams C. Healthy eating: clarifying advice about fruit and vege-tables. BMJ, 1995, vol. 310, pp. 1453–1455.
  38. Wu D., Kong Y., Han C., Chen J., Hu L., Jiang H., Shen X. D-Alanine:D-alanine ligase as a new target for the flavonoids quercetin and apigenin. J. Antimicrob. Agents, 2008, vol. 32, pp. 421–426.
  39. Yang J., Li L., Jin H., Tan S., Qiu J., Yang L., Ding Y., Jiang Z. H., Jiang S., Liu S. Vaginal gel formulation based on theaflavin derivatives as a microbicide to prevent HIV sexual transmission. AIDS Res. Hum. Retroviruses, 2012, vol. 28, pp. 1498–1508.
  40. Zhang F., Luo S.Y., Ye Y.B., Zhao W.H., Sun X.G., Wang Z.Q., Li R., Sun Y.H., Tian W.X., Zhang Y.X. The antibacterial efficacy of an aceraceous plant [Shantung maple (Acer truncatum Bunge)] may be related to inhibition of bacterial beta-oxoacyl-acyl carrier protein reductase (FabG). Appl. Biochem., 2008, vol. 51, pp. 73–78.

Сведения об авторах

Солёнова Елена Александровна
ассистент кафедры фармакологии, клинической фармакологии и биохимии, Чувашский государственный университет, Россия, Чебоксары (elensoul@mail.ru)
Николаевна Величковска Людмила Николаевна
кандидат медицинских наук, доцент кафедры факультетской и госпитальной терапии, Чувашский государственный университет, Россия, Чебоксары (lyuda_belchusova@mail.ru)

Ссылка на статью

Солёнова Е.А., Николаевна Величковска Л.Н. Флавоноиды. Перспективы применения в антимикробной терапии [Электронный ресурс] // Acta medica Eurasica. – 2017. – №3. – С. 50-57. – URL: http://acta-medica-eurasica.ru/single/2017/3/7/.