ISOLATION AND CHARACTERIZATION OF WATER SOLUBLE FRACTION OF PROPOLIS AND ITS ANTIBACTERIAL POTENTIAL ON BACTERIA CAUSING CONJUNCTIVITIS
Year 2024,
, 167 - 176, 18.11.2024
Ömer Ersin Muz
,
Şaban Keskin
,
Yakup Kara
,
Şengül Alpay Karaoğlu
,
Merve Keskin
Abstract
Propolis is a bee product with a variety of biological activities. Although chemical composition of propolis differs by the location but all propolis types possesses antimicrobial activity. The usage of propolis for apitherapeutic purposes has increased recently. But its ethanol solubility limits its usage in certain areas like ophthalmology. Main objective of this study is to isolate water soluble components of propolis and determination of its antimicrobial activity against two bacteria causing conjunctivitis namely Neisseria gonorrhoeae and Haemophilus influenzae. Isolation of water soluble fraction of propolis was carried out in two steps by using pectin-propolis micro beads. Isolated water soluble fraction and crude extract was examined by thin layer chromatography and HPLC analyses. Three main spots were screened on TLC plate after isolation. These spots could be explained by the presence of different class of compounds in the isolate. HPLC analyses showed that water soluble fraction contained phenolic acids, their esters and flavonoids like p-OH benzoic acid, t-cinnamic acid, pinocembrin and caffeic acid phenethyl ester. Low antimicrobial activity was achieved against tested microorganisms for the fraction. It can be concluded that isolation of water soluble fraction of the propolis extract could be a solution for its usage in restricted areas.
References
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- Azari AA, Arabi A. Conjunctivitis: a systematic review. Journal of ophthalmic & vision research, 2020; 15(3): 372. https://www.doi.org/10.18502/jovr.v15i3.7456
- Banks KC, Giuliano E A, Busi S B, Reinero C R, Ericsson A C. Evaluation of healthy canine conjunctival, periocular haired skin, and nasal microbiota compared to conjunctival culture. Frontiers in veterinary science, 2020; 7: 558. https://doi.org/10.3389/fvets.2020.00558
- Bouchelaghem S. Propolis characterization and antimicrobial activities against Staphylococcus aureus and Candida albicans: A review. Saudi journal of biological sciences, 2022; 29(4): 1936-1946. https://doi.org/10.1016/j.sjbs.2021.11.063
- Can Z, Yildiz O, Sahin H, Turumtay EA, Silici S, Kolayli S. An investigation of Turkish honeys: Their physico-chemical properties, antioxidant capacities and phenolic profiles. Food chemistry, 2015; 180: 133-141. https://doi.org/10.1016/j.foodchem.2015.02.024
- Chan VF, Yong AC, Azuara-Blanco A, Gordon I, Safi S, Lingham G, Keel S. A systematic review of clinical practice guidelines for infectious and non-infectious conjunctivitis. Ophthalmic Epidemiology, 2022; 29(5): 473-482. https://doi.org/10.1080/09286586.2021.1971262
- Chua, L. S., Chan, Y. L., Tay, Z. Y., & Soo, J. (2023). Water-soluble propolis extract as a natural preservative for jaboticaba juice. Food Bioscience, 53, 102651. https://doi.org/10.1016/j.fbio.2023.102651
- Devipriya CK. A Randomized Controlled Trial to Assess the Efficacy of Topical Besifloxacin 0.6% Versus Moxifloxacin 0.5% in Bacterial Conjunctivitis (Doctoral dissertation, Chengalpattu Medical College and Hospital, Chengalpattu), 2020.
- Guzmán-Gutiérrez S L, Nieto-Camacho A, Castillo-Arellano J I, Huerta-Salazar E, Hernández-Pasteur G, Silva-Miranda M, Reyes-Chilpa R. Mexican propolis: A source of antioxidants and anti-inflammatory compounds, and isolation of a novel chalcone and ε-caprolactone derivative. Molecules, 2018; 23(2): 334. https://doi.org/10.3390/molecules23020334
- Hossain R, Quispe C, Khan RA, Saikat A S M, Ray P, Ongalbek D, Cho W C. Propolis: An update on its chemistry and pharmacological applications. Chinese medicine, 2022; 17(1): 100. https://doi.org/10.1186/s13020-022-00651-2.
- Hostettmann K, Hostettmann M, Marston A. Preparative chromatography techniques. Applications in Natural Product Isolation 1986. https://doi.org/10.1007/978-3-662-02492-8.
- Ivanovska N D, Dimov V B, Bankova VS, Popov S S. Immunomodulatory action of propolis. VI. Influence of a water soluble derivative on complement activity in vivo. Journal of ethnopharmacology, 1995; 47(3): 145-147. https://doi.org/10.1016/0378-8741(95)01272-F.
- Keskin M, Kolaylı S. Propoliste standardizasyon mümkün mü?. Uludağ Arıcılık Dergisi, 2018; 18(2): 101-110. https://doi.org/10.31467/uluaricilik.485080.
- Keskin M, Keskin Ş, Kolayli S. Preparation of alcohol free propolis-alginate microcapsules, characterization and release property. Lwt, 2019; 108: 89-96. https://doi.org/10.1016/j.lwt.2019.03.036.
- Keskin M, Keskin Ş, Mayda N, Özkök A. Determination of biochemical profile of bilecik propolis. Hacettepe Journal of Biology and Chemistry, 2019; 47(4): 403-409. https://doi.org/10.15671/hjbc.593940.
- Kolayli S, Keskin M. Natural bee products and their apitherapeutic applications. Studies in Natural Products Chemistry, 2020; 66: 175-196. https://doi.org/10.1016/B978-0-12-817907-9.00007-6.
- Kolayli S, Palabiyik I, Atik D S, Keskin M, Bozdeveci A, Karaoglu SA. Comparison of antibacterial and antifungal effects of different varieties of honey and propolis samples. Acta Alimentaria, 2020; 49(4): 515-523. https://doi.org/10.1556/066.2020.49.4.18.
- Kubiliene L, Laugaliene V, Pavilonis A, Maruska, A, Majiene D, Barcauskaite, K, Kubilius R, Kasparaviciene G, Savickas A. Alterna-tive preparation of propolis extracts: comparison of their composition and biological activi-ties. BMC Complementary and Alternative Medicine, 2015; 15:156. https://doi.org/10.1186/s12906-015-0677-5.
- Medić-Šarić M, Jasprica I, Mornar A, Smolčić-Bubalo A, Golja P. Quantitative analysis of flavonoids and phenolic acids in propolis by two-dimensional thin layer chromatography. JPC-Journal of Planar Chromatography-Modern TLC, 2004; 17(100): 459-463. https://doi.org/10.1556/JPC.17.2004.6.12.
- Mohammed AA, Ali MM, Zenebe M. H. (2020). Bacterial etiology of ocular and periocular infections, antimicrobial susceptibility profile and associated factors among patients attending eye unit of Shashemene comprehensive specialized hospital, Shashemene, Ethiopia. BMC ophthalmology, 2020; 20: 1-8. https://doi.org/10.1186/s12886-020-01398-w.
- Nichitoi MM, Josceanu AM, Isopescu RD, Isopencu GO, Geana EI, Ciucure CT, Lavric V. Polyphenolics profile effects upon the antioxidant and antimicrobial activity of propolis extracts. Scientific Reports, 2021; 11(1): 20113. https://doi.org/10.1038/s41598-021-97130-9.
- Özkök A, Keskin M, Tanuğur Samancı A E, Yorulmaz Önder E, Takma Ç. Determination of antioxidant activity and phenolic compounds for basic standardization of Turkish propolis. Applied Biological Chemistry, 2021; 64: 1-10. https://doi.org/10.1186/s13765-021-00608-3.
- Pisano G, Giancipoli R G, Sammarco MG, Barbera G, Musarra T, Pagliara M M, Zagaria L. Sentinel node mapping in conjunctival and eyelid malignancies: a mini-review. Clinical and Translational Imaging, 2023; 11(6): 513-520. https://doi.org/10.1007/s40336-023-00557-5.
- Silva J C, Rodrigues S, Feás X, Estevinho LM. Antimicrobial activity, phenolic profile and role in the inflammation of propolis. Food and Chemical Toxicology, 2012; 50(5): 1790-1795. https://doi.org/10.1016/j.fct.2012.02.097.
- Stepanović S, Antić N, Dakić I, Švabić-Vlahović M. In vitro antimicrobial activity of propolis and synergism between propolis and antimicrobial drugs. Microbiological Research, 2003; 158(4): 353-357. https://doi.org/10.1078/0944-5013-00215.
- Stiles J. Ocular infections. In Greene's Infectious Diseases of the Dog and Cat WB Saunders, 2021; 1688-1709. https://doi.org/10.1016/B978-0-323-50934-3.00128-2.
- Tang T X, Guo W Y, Xu Y, Zhang S M, Xu X J, Wang D M, Yang D P. Thin layer chromatographic identification of Chinese propolis using chemometric fingerprinting. Phytochemical Analysis, 2014; 25(3): 266-272. https://doi.org/10.1002/pca.2502.
- Weis W A, Ripari N, Conte F L, da Silva Honorio M, Sartori A A, Matucci RH, Sforcin J M. An overview about apitherapy and its clinical applications. Phytomedicine plus, 2022; 2(2): 100239. https://doi.org/10.1016/j.phyplu.2022.100239.
- Wieczorek PP, Hudz N, Yezerska O, Horčinová-Sedláčková V, Shanaida M, Korytniuk O, Jasicka-Misiak I. Chemical variability and pharmacological potential of propolis as a source for the development of new pharmaceutical products. Molecules, 2022; 27(5): 1600. https://doi.org/10.3390/molecules27051600.
- Xu M, Fan R, Fan X, Shao Y, Li X. Progress and challenges of anti-VEGF agents and their sustained-release strategies for retinal angiogenesis. Drug design, development and therapy, 2023; 3241-3262. https://doi.org/10.2147/DDDT.S383101.
Propolisten Suda Çözünür Bir Fraksiyonun İzolasyonu, Karakterizasyonu ve Bakteriyel Konjonktivite Karşı Potansiyel Etkinliğinin Belirlenmesi
Year 2024,
, 167 - 176, 18.11.2024
Ömer Ersin Muz
,
Şaban Keskin
,
Yakup Kara
,
Şengül Alpay Karaoğlu
,
Merve Keskin
Abstract
Propolis farklı biyolojik aktivitelere sahip doğal bir arı ürünüdür. Propolisin kimyasal bileşimi lokasyona göre farklılık gösterse de tüm propolis türleri antimikrobiyal aktiviteye sahiptir. Propolisin apiterapötik amaçlarla kullanımı son zamanlarda artmıştır. Ancak propolisin etanolde çözünürlüğü, oftalmoloji gibi bazı alanlarda kullanımını sınırlamaktadır. Bu çalışmanın temel amacı propolisin suda çözünen bileşenlerini izole etmek ve izolatların konjonktivite neden olan iki bakteriye karşı antimikrobiyal aktivitesini tespit etmektir. Propolisin suda çözünür fraksiyonunun izolasyonu pektin-propolis mikro boncukları kullanılarak iki aşamada gerçekleştirildi. İzole edilmiş suda çözünür fraksiyon, ince tabaka kromatografisi ile incelendi ve ham ekstraktla karşılaştırıldı. İzolasyondan sonra TLC plakasında üç ana nokta tarandı. Bu lekeler izolatta fenolik asitler, flavonoidler ve kafeik asit esterleri gibi farklı sınıftaki bileşiklerin varlığıyla açıklanabilir. Suda çözünebilen fraksiyonun fenolik asitler, bunların esterleri ve p-OH benzoik asit, t-sinnamik asit, pinosembrin ve kafeik asit fenetil ester gibi flavonoidleri içerdiği belirlendi. Fraksiyon için test edilen mikroorganizmalara karşı düşük antimikrobiyal aktivite elde edildi. Propolis ekstraktının suda çözünen kısmının izolasyonunun kısıtlı alanlarda kullanımı için bir çözüm olabileceği sonucuna varılabilir.
References
- Aramă V. Topical antibiotic therapy in eye infections-myths and certainties in the era of bacterial resistance to antibiotics. Romanian Journal of Ophthalmology, 2020; 64(3): 245. https://www.doi.org/10.22336/rjo.2020.42
- Azari AA, Arabi A. Conjunctivitis: a systematic review. Journal of ophthalmic & vision research, 2020; 15(3): 372. https://www.doi.org/10.18502/jovr.v15i3.7456
- Banks KC, Giuliano E A, Busi S B, Reinero C R, Ericsson A C. Evaluation of healthy canine conjunctival, periocular haired skin, and nasal microbiota compared to conjunctival culture. Frontiers in veterinary science, 2020; 7: 558. https://doi.org/10.3389/fvets.2020.00558
- Bouchelaghem S. Propolis characterization and antimicrobial activities against Staphylococcus aureus and Candida albicans: A review. Saudi journal of biological sciences, 2022; 29(4): 1936-1946. https://doi.org/10.1016/j.sjbs.2021.11.063
- Can Z, Yildiz O, Sahin H, Turumtay EA, Silici S, Kolayli S. An investigation of Turkish honeys: Their physico-chemical properties, antioxidant capacities and phenolic profiles. Food chemistry, 2015; 180: 133-141. https://doi.org/10.1016/j.foodchem.2015.02.024
- Chan VF, Yong AC, Azuara-Blanco A, Gordon I, Safi S, Lingham G, Keel S. A systematic review of clinical practice guidelines for infectious and non-infectious conjunctivitis. Ophthalmic Epidemiology, 2022; 29(5): 473-482. https://doi.org/10.1080/09286586.2021.1971262
- Chua, L. S., Chan, Y. L., Tay, Z. Y., & Soo, J. (2023). Water-soluble propolis extract as a natural preservative for jaboticaba juice. Food Bioscience, 53, 102651. https://doi.org/10.1016/j.fbio.2023.102651
- Devipriya CK. A Randomized Controlled Trial to Assess the Efficacy of Topical Besifloxacin 0.6% Versus Moxifloxacin 0.5% in Bacterial Conjunctivitis (Doctoral dissertation, Chengalpattu Medical College and Hospital, Chengalpattu), 2020.
- Guzmán-Gutiérrez S L, Nieto-Camacho A, Castillo-Arellano J I, Huerta-Salazar E, Hernández-Pasteur G, Silva-Miranda M, Reyes-Chilpa R. Mexican propolis: A source of antioxidants and anti-inflammatory compounds, and isolation of a novel chalcone and ε-caprolactone derivative. Molecules, 2018; 23(2): 334. https://doi.org/10.3390/molecules23020334
- Hossain R, Quispe C, Khan RA, Saikat A S M, Ray P, Ongalbek D, Cho W C. Propolis: An update on its chemistry and pharmacological applications. Chinese medicine, 2022; 17(1): 100. https://doi.org/10.1186/s13020-022-00651-2.
- Hostettmann K, Hostettmann M, Marston A. Preparative chromatography techniques. Applications in Natural Product Isolation 1986. https://doi.org/10.1007/978-3-662-02492-8.
- Ivanovska N D, Dimov V B, Bankova VS, Popov S S. Immunomodulatory action of propolis. VI. Influence of a water soluble derivative on complement activity in vivo. Journal of ethnopharmacology, 1995; 47(3): 145-147. https://doi.org/10.1016/0378-8741(95)01272-F.
- Keskin M, Kolaylı S. Propoliste standardizasyon mümkün mü?. Uludağ Arıcılık Dergisi, 2018; 18(2): 101-110. https://doi.org/10.31467/uluaricilik.485080.
- Keskin M, Keskin Ş, Kolayli S. Preparation of alcohol free propolis-alginate microcapsules, characterization and release property. Lwt, 2019; 108: 89-96. https://doi.org/10.1016/j.lwt.2019.03.036.
- Keskin M, Keskin Ş, Mayda N, Özkök A. Determination of biochemical profile of bilecik propolis. Hacettepe Journal of Biology and Chemistry, 2019; 47(4): 403-409. https://doi.org/10.15671/hjbc.593940.
- Kolayli S, Keskin M. Natural bee products and their apitherapeutic applications. Studies in Natural Products Chemistry, 2020; 66: 175-196. https://doi.org/10.1016/B978-0-12-817907-9.00007-6.
- Kolayli S, Palabiyik I, Atik D S, Keskin M, Bozdeveci A, Karaoglu SA. Comparison of antibacterial and antifungal effects of different varieties of honey and propolis samples. Acta Alimentaria, 2020; 49(4): 515-523. https://doi.org/10.1556/066.2020.49.4.18.
- Kubiliene L, Laugaliene V, Pavilonis A, Maruska, A, Majiene D, Barcauskaite, K, Kubilius R, Kasparaviciene G, Savickas A. Alterna-tive preparation of propolis extracts: comparison of their composition and biological activi-ties. BMC Complementary and Alternative Medicine, 2015; 15:156. https://doi.org/10.1186/s12906-015-0677-5.
- Medić-Šarić M, Jasprica I, Mornar A, Smolčić-Bubalo A, Golja P. Quantitative analysis of flavonoids and phenolic acids in propolis by two-dimensional thin layer chromatography. JPC-Journal of Planar Chromatography-Modern TLC, 2004; 17(100): 459-463. https://doi.org/10.1556/JPC.17.2004.6.12.
- Mohammed AA, Ali MM, Zenebe M. H. (2020). Bacterial etiology of ocular and periocular infections, antimicrobial susceptibility profile and associated factors among patients attending eye unit of Shashemene comprehensive specialized hospital, Shashemene, Ethiopia. BMC ophthalmology, 2020; 20: 1-8. https://doi.org/10.1186/s12886-020-01398-w.
- Nichitoi MM, Josceanu AM, Isopescu RD, Isopencu GO, Geana EI, Ciucure CT, Lavric V. Polyphenolics profile effects upon the antioxidant and antimicrobial activity of propolis extracts. Scientific Reports, 2021; 11(1): 20113. https://doi.org/10.1038/s41598-021-97130-9.
- Özkök A, Keskin M, Tanuğur Samancı A E, Yorulmaz Önder E, Takma Ç. Determination of antioxidant activity and phenolic compounds for basic standardization of Turkish propolis. Applied Biological Chemistry, 2021; 64: 1-10. https://doi.org/10.1186/s13765-021-00608-3.
- Pisano G, Giancipoli R G, Sammarco MG, Barbera G, Musarra T, Pagliara M M, Zagaria L. Sentinel node mapping in conjunctival and eyelid malignancies: a mini-review. Clinical and Translational Imaging, 2023; 11(6): 513-520. https://doi.org/10.1007/s40336-023-00557-5.
- Silva J C, Rodrigues S, Feás X, Estevinho LM. Antimicrobial activity, phenolic profile and role in the inflammation of propolis. Food and Chemical Toxicology, 2012; 50(5): 1790-1795. https://doi.org/10.1016/j.fct.2012.02.097.
- Stepanović S, Antić N, Dakić I, Švabić-Vlahović M. In vitro antimicrobial activity of propolis and synergism between propolis and antimicrobial drugs. Microbiological Research, 2003; 158(4): 353-357. https://doi.org/10.1078/0944-5013-00215.
- Stiles J. Ocular infections. In Greene's Infectious Diseases of the Dog and Cat WB Saunders, 2021; 1688-1709. https://doi.org/10.1016/B978-0-323-50934-3.00128-2.
- Tang T X, Guo W Y, Xu Y, Zhang S M, Xu X J, Wang D M, Yang D P. Thin layer chromatographic identification of Chinese propolis using chemometric fingerprinting. Phytochemical Analysis, 2014; 25(3): 266-272. https://doi.org/10.1002/pca.2502.
- Weis W A, Ripari N, Conte F L, da Silva Honorio M, Sartori A A, Matucci RH, Sforcin J M. An overview about apitherapy and its clinical applications. Phytomedicine plus, 2022; 2(2): 100239. https://doi.org/10.1016/j.phyplu.2022.100239.
- Wieczorek PP, Hudz N, Yezerska O, Horčinová-Sedláčková V, Shanaida M, Korytniuk O, Jasicka-Misiak I. Chemical variability and pharmacological potential of propolis as a source for the development of new pharmaceutical products. Molecules, 2022; 27(5): 1600. https://doi.org/10.3390/molecules27051600.
- Xu M, Fan R, Fan X, Shao Y, Li X. Progress and challenges of anti-VEGF agents and their sustained-release strategies for retinal angiogenesis. Drug design, development and therapy, 2023; 3241-3262. https://doi.org/10.2147/DDDT.S383101.