Isolation and characterization of antimicrobial compounds from Cotinus coggygria Scop. ethyl acetate extract

Yıl 2020, Cilt: 50 Sayı: 3, 272 - 276, 30.12.2020

Ali Şen Ayşe Seher Birteksöz Tan Şükran Kültür Leyla Bitiş

Öz

Background and Aims: Cotinus coggygria leaves are traditionally used in the treatment of various diseases, including their use for antifungal purposes. The aim of this study was to evaluate the antimicrobial activity of the extracts of C. coggygria and to discover compounds that may be responsible for the activity of the most active extract. Methods: The antimicrobial activities of extracts and compounds were assessed by the microbroth dilution technique. Major compounds of active extract were isolated using chromatographic methods and identified by spectroscopic methods. Results: Diethylether (CCD), ethyl acetate (CCEA), methanol (CCM), ethanol (CCE) and water (CCW) extracts of C. coggygria exhibited noticeable antifungal activities against Candida albicans with MIC values of 39, 4.9, 4.9, 4.9 and 9.8 μg/mL, respectively. Also, CCEA extract showed good antibacterial activity against Proteus mirabilis with an MIC value of 156 μg/mL. Two major compounds, gallic acid and methyl gallate, were isolated from CCEA, the most active extract. Gallic acid was found to be highly active against C. albicans and C. tropicalis with an MIC value of 9.8 µg/mL (for both fungi). In addition, gallic acid showed moderate antimicrobial activity against Staphylococcus aureus, S. epidermidis and C. parapsilosis with MIC values of 78, 156 and 156 µg/mL, respectively. Conclusion: This study is the first study to reveal the compounds responsible for the activity of CCEA extract with antifungal activity. These results suggest that gallic acid, along with other phenolic compounds, is responsible for the antifungal activity of CCEA. Also, it confirms the ethnobotanical use of C. coggygria for antifungal purposes.

Anahtar Kelimeler

Antimicrobial activity, Candida species, Cotinus coggygria, ethyl acetate extract, gallic acid, methyl gallate

Kaynakça

• • Aksoy, H., Sancar, M., Sen, A., Okuyan, B., Bitis, L., Uras F. ... İzzettin, F.V. (2016a). The effect of topical ethanol extract of Cotinus coggygria Scop. on cutaneous wound healing in rats. Natural Product Research, 30(4), 452–455.
• • Aksoy, H., Sen, A., Sancar, M., Sekerler, T., Akakin, D., Bitis, L. ... Izzettin F. V. (2016b). Ethanol extract of Cotinus coggygria leaves accelerates wound healing process in diabetic rats. Pharmaceutical Biology, 54(11), 2732–2736.
• • Alves, C. T., Ferreira, I. C. F. R., Barros, L., Silva, S., Azeredo, J., & Henriques, M. (2014). Antifungal activity of phenolic compounds identified in flowers from North Eastern Portugal against Candida species. Future Microbiology, 9(2), 139–146.
• • Banday, J. A., Mir, F. A., Farooq, S., Qurishi, M. A., Koul, S., & Razdan, T. K. (2012). Salicylic acid and methyl gallate from the roots of Conyza canedensis. International Journal of Chemical and Analytical Science, 3(2),1305–1308.
• • Clinical and Laboratory Standards Institute (2006). Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically: Approved Standard M7-A7. Wayne, USA.
• • Clinical ans Laboratory Standards Institute (2008). Reference Method for Broth Dilution Antifungal Susceptbility Testing of Yeasts; Approved Standart M27-A3. Wayne, USA.
• • Clinical and Laboratory Standarts Institute (2014). Performance standarts for antimicrobial susceptibility testing; 24th informational supplement. M 100-S24:CLSI. Wayne, USA.
• • Davis P. H. (1967). Flora of Turkey and the East Aegean Islands (pp. 543). Edinburgh, UK: Edinburgh University Press.
• • Demirci, B., Demirci, F., & Baser, K. H. C. (2003). Composition of the essential oil of Cotinus coggygria Scop. from Turkey. Flavour and Fragrance Journal, 18(1), 43–44.
• • Dulger, B., Hacioglu, N., & Bilen, S. (2009). Antimicrobial activity of Cotinus coggygria from Turkey. Asian Journal of Chemistry, 21(5), 4139–4140.
• • Hegnauer, R. (1964). Chemotaxonomie der Pflanzen. Basel und Stuttgart: Birkhauser Verlag.
• • Kültür, S. (2007). Medicinal plants used in Kirklareli province (Turkey). Journal of Ethnopharmacology, 111(2), 341–364.
• • Kultur, S., & Bitis, L. (2007). Anatomical and preliminary chemical studies on the leaves of Cotinus coggygria Scop. (Anacardiaceae). Journal of Faculty of Pharmacy of Istanbul, 39, 65–71.
• • Li, Z-J., Liu M., Dawuti G., Dou Q., Ma Y., Liu H-G., & Aiba S. (2017). Antifungal activity of gallic acid in vitro and in vivo. Phytotherapy Research, 31(7), 1039–1045.
• • Madikizela, B., Aderogba, M. A., Finnie, J. F., & Van Staden, J. (2014). Isolation and characterization of antimicrobial compounds from Terminalia phanerophlebia Engl. & Diels leaf extracts. Journal of Ethnopharmacology, 156, 228–234.
• • Matic, S., Stanic, S., Solujic, S., Milosevic, T., & Niciforovic N. (2011). Biological properties of the Cotinus coggygria methanol extract. Periodicum biologorum, 113(1), 87–92.
• • Marcetić M., Bozić D., Milenković, M., Malesević, N., Radulović, S., & Kovacević N. (2013). Antimicrobial, antioxidant and anti-inflammatory activity of young shoots of the smoke tree, Cotinus coggygria Scop. Phytotherapy Research, 27(11), 1658–1663.
• • Novakovic, M., Vuckovic, I., Janackovic, P., Sokovic, M., Filipovic, A., Tesevic, V., & Milosavljevic, S. 2007. Chemical composition, antibacterial and antifungal activity of the essential oils of Cotinus coggygria from Serbia. Journal of the Serbian Chemical Society, 72(11), 1045–1051.
• • Novakovic, M., Djordjevic, I., Todorovic, N., Trifunovic, S., Andjelkovic, B., Mandic, B., Jadranin, M., Vuckovic, I., Vajs, V., Milosavljevic, S., & Tesevic, V. 2019. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. Natural Product Research, 33(19), 2837–2844.
• • Özbek, H., Yuca, H., Gözcü, S., Dursunoğlu, B., Özenver, N., Güvenalp Z., Kazaz C., Önal, M., & Demirezer L.Ö. 2019. Phenolic compounds from Cotinus coggygria Scop. with alpha glucosidase inhibition. FABAD Journal of Pharmaceutical Sciences, 44(2), 127–132.
• • Saraiva, A. M., Castro, R. H. A., Cordeiro, R. P., Peixoto Sobrinho, T. J. S., Castro, V. T. N. A., Amorim, E. L. C., Xavier H. S., Pisciottano M. N. C. 2011. In vitro evaluation of antioxidant, antimicrobial and toxicity properties of extracts of Schinopsis brasiliensi Engl. (Anacardiaceae). African Journal of Pharmacy and Pharmacology, 5(14), 1724–1731.
• • Singh, M., Pandey, N., Agnihotri, V., Singh, K. K., & Pandey A. (2017). Antioxidant, antimicrobial activity and bioactive compounds of Bergenia ciliata Sternb.: A valuable medicinal herb of Sikkim Himalaya. Journal of Traditional and Complementary Medicine, 7(2), 152–157.
• • Tanchev, S. S., & Timberlake, C. F. (1969). Anthocyanins in leaves of Cotinus coggygria. Pyhtochemistry, 8(12), 2367–2369.
• • Tunç, K., Hoş, A., & Güneş, B. (2013). Investigation of antibacterial properties of Cotinus coggygria from Turkey. Polish Journal of Environmental Studies, 22(5), 1559–1561.
• • Xu, J., Zhao, Q., Wei, L., Yang, Y., Xu, R., Yu, N., & Zhao, Y. (2015). Phytochemical composition and antinociceptive activity of Bauhinia glauca subsp. hupehana in rats. PLoS one, 10(2), e0117801.
• • Westernburg, H. E., Lee, K. J., Lee, S. K., Fong, H. H. S., Bremen, R. B. V., Pezutto, J. M., & Kinghorn, A. D. 2000. Activity-guided isolation of antioxidative constituents of Cotinus coggygria. Journal of Natural Products, 63(12), 1696–1698.
• • Zhang, L., Ravipati, A. S., Koyyalamudi, S.R., Jeong, S. C., Reddy N., Bartlett J. ... Vicente F. (2013). Anti-fungal and anti-bacterial activities of ethanol extracts of selected traditional Chinese medicinal herbs. Asian Pacific Journal of Tropical Medicine, 6(9), 673–681.