Gallic acid is found in plant tissues in free form, as well as in the composition of complex esters and hydrolysed tannins. These phenolic compounds have significant antioxidant activity and protect plant cells from damage by free radicals. In the conditions of stress that occurs during the introduction of plants into in vitro culture, the vast majority of explants are characterised by an intensive synthesis of phenols, which quickly oxidise, polymerise, block the explants’ nutrition pathways, and cause tissue necrosis. The addition of gallic acid in millimolar concentrations to the nutrient medium reduces the risk of autointoxication of tissues by secondary metabolic products. The purpose of this study was to investigate the effect of exogenous gallic acid on organogenesis and phenolic synthesis of Salix alba and Corylus avellana plants in vitro. For this purpose, the study used methods of tissue and organ culture in vitro, spectrophotometric determination of total phenols and flavonoids in leaves, methods of dispersion and nonparametric analysis. It was established that gallic acid at a concentration of 1 mmol·l-1 in the composition of the DKW nutrient medium caused the awakening of dormant buds, stimulated the growth of shoots, and also promoted the branching of stems, the development and growth of lateral roots of Salix alba in vitro. It also inhibited the synthesis of phenols in Corylus avellana plants of the varieties ‘Tonda Romana’, ‘Tonda Gentile Dele Lange’, ‘Barcelona’, while contributing to an increase in the content of phenolic compounds in the leaves of the varieties ‘Tonda Di Giffoni’, ‘Mortarella’, and ‘Epsilon’. It was established that the varieties recommended for fruiting have a higher content of phenolic compounds (‘Tonda Gentile Dele Lange’ and ‘Tonda Di Giffoni’) compared to pollinator varieties (‘Mortarella’). Therefore, exogenous gallic acid at a concentration of 1 mmol·l-1 has the properties of a non-specific regulator of phenol synthesis in regenerating plants of hazel (Corylus avellana), which is relevant for plants with a high content of phenols, especially at the stage of their introduction into in vitro culture
development, hydroxybenzoic acid, organogenesis, phenolic compounds, flavonoids, nutrient medium
[1] Harborne, D. (1985). Introduction to ecological biochemistry. moscow: Mir.
[2] Chen, L.C., Wang, S.L., Wang, P., & Kong, C.H. (2014). Autoinhibition and soil allelochemical (cyclic dipeptide) levels in replanted Chinese fir (Cunninghamia lanceolata) plantations. Plant Soil, 374, 793-801.
[3] Dayan, F.E., & Duke, S.O. (2014). Natural compounds as next-generation herbicides. Plant Physiol, 166, 1090-1105.
[4] Lattanzio, V., Cardinali, A., Ruta, C., Fortunato, I.M., Lattanzio, V.M.T., Linsalata, V., & Cicco, N. (2009). Relationship of secondary metabolism to growth in oregano (Origanum vulgare L.) shoot cultures under nutritional stress. Environmental and Experimental Botany, 65, 54-62.
[5] Meinzer, F.C., Wisdom, C.S., Gonzalez-Coloma, A., Rundel, P.W., & Shultz, L.M. (1990). Effects of leaf resin on stomatal behaviour and gas exchange of Larrea tridentata (DC.). Cover of Functional Ecology, 4, 579-584. doi: 10.2307/2389325.
[6] Lattanzio, V., Lattanzio, V.M.T., & Cardinali, A. (2006). Role of phenolics in the resistance mechanisms of plants against fungal pathogens and insects. Phytochemistry: Advances in Research, 3, 23-67.
[7] Caretto, S., Linsalata, V., Colella, G., Mita, G., & Lattanzio, V. (2015). Carbon fluxes between primary metabolism and phenolic pathway in plant tissues under stress. International Journal of Molecular Sciences, 16, 26378-26394. doi: 10.3390/ijms161125967.
[8] El-Nagar, A., Elzaawely, A.A., Taha, N.A., & Nehela, Y. (2020). The antifungal activity of gallic acid and its derivatives against Alternaria solani, the causal agent of tomato early blight. Agronomy, 10(9), article number 1402. doi: 10.3390/agronomy10091402.
[9] Fiehn, O. (2002). Metabolomics – the link between genotypes and phenotypes. Plant Molecular Biology, 48, 155-171.
[10] Rhoades, D.F. (1979). Evolution of plant chemical defense against herbivores. In Herbivores: Their interaction with secondary plant metabolites (pp. 3-54). New York: Academic Press.
[11] Les, D.H., & Sheridan, D.J. (1990). Biochemical heterophylly and flavonoid evolution in North American Potamogeton (Potamogetonaceae). American Journal of Botany, 77, 453-465. doi: 10.1002/j.1537-2197.1990.tb13576.x.
[12] Pizzi, A., & Cameron, F.A. (1986). Flavonoid tannins – structural wood components for droughtresistance mechanisms of plants. Wood Science and Technology, 20, 119-124.
[13] Kimura, M., & Wada, H. (1989). Tannins in mangrove tree roots and their role in the root environment. Soil Science & Plant Nutrition, 35, 101-108. doi:10.1080/00380768.1989.10434741.
[14] Seigler, D.S. (1977). Primary roles for secondary compounds. Biochemical Systematics and Ecology, 5(3), 195-199. doi: 10.1016/0305-1978(77)90004-7.
[15] Tarchevsky, I.A. (2002). Signaling systems of plant cells. moscow: Nauka.
[16] Broun, P. (2005). Transcriptional control of flavonoid biosynthesis: A complex network of conserved regulators involved in multiple aspects of differentiation in Arabidopsis. Current Opinion in Plant Biology, 8(3), 272-279. doi: 10.1016/j.pbi.2005.03.006.
[17] Doberski, J. (1986). Simple phenolic compounds and the growth of plants: A short review. Journal of Biological Education, 20, 96-98. doi: 10.1080/00219266.1986.9654793.
[18] Graña, E., Costas-Gil, A., Longueira, S., Celeiro, M., Teijeira, M., Reigosa, M.J, & Sánchez-Moreiras, A.M. (2017). Auxin-like effects of the natural coumarin scopoletin on Arabidopsis cell structure and morphology. Journal of Plant Physiology, 218, 45-55. doi: 10.1016/j.jplph.2017.07.007.
[19] Brown, D.E., Rashotte, A.M., Murphy, A.S., Normanly, J., Tague, B.W., Peer, W.A., Taiz, L., Muday, G.K. (2001). Flavonoids act as negative regulators of auxin transport in vivo in Arabidopsis. Plant Physiol, 26(2), 924-535. doi: 10.1104/pp.126.2.524.
[20] Jacobs, M., & Rubery, P.H. (1988). Naturally occurring auxin transport regulators. Science, 241, 346-349. doi: 10.1126/science.241.4863.346.
[21] Subin, O.V., Melnychuk, M.D., Likhanov, A.F., & Klyachenko, O.L. (2016). Effect of salicylic acid on the organogenesis of garden strawberry plants (Fragaria ananassa Duch.) in vitro culture. Physiology of Plants and Genetics, 48(1), 26-33. doi:10.15407/frg2016.01.026.
[22] Likhanov, A.F., Sereda, O.V., Klyachenko, O.L., & Melnychuk, M.D. (2018). Influence of hydroxy-cinnamic and oxybenzoic acids on synthesis of plastid pigments and fenolic compounds in the leaves of common grape vine (Vitis vinifera) in vitro. Plant Physiology and Genetics, 50(4), 331-343. doi: 10.15407/frg2018.04.331.
[23] Oliinyk, O.O., Likhanov, A.F., & Melnychuk, M.D. (2017). Effect of oxycinnamic and oxybenzoic acids on metabolism and regeneration processes in explants of rose ethereal in vitro culture. Biological Systems, 9(1), 33-38.
[24] Bilous, S.Yu. (2012). Peculiarities of callusogenesis of Populus tremula L. in in vitro culture. Scientific Bulletin of NLTU of Ukraine, 22.10, 19-25.
[25] Chornobrov, O.Yu. (2020). Analysis of the application of biotechnology in obtaining high-quality planting material of plants of the Salicaceae Mirb family in vitro to create bioenergy plantations. Ukrainian Journal of Forestry and Wood Science, 11(4), 60-68. doi: 10.31548/forest2020.04.006.
[26] Chu, W., Kwan, C.Y., Chan, K.H., & Chong, C. (2004). An unconventional approach to studying the reaction kinetics of the Fenton’s oxidation of 2,4-dichlorophenoxyacetic acid. Chemosphere, 57, 1165-1171. doi: 10.1016/j.chemosphere.2004.07.047.
[27] Hynes, M.J., & Ó Coinceanainn, M. (2001). The kinetics and mechanisms of the reaction of iron(III) with gallic acid, gallic acid methyl ester and catechin. Journal of Inorganic Biochemistry, 85(2-3), 131-142. doi: 10.1016/s0162-0134(01)00205-7.
[28] Frešer, F., Hostnik, G., Tošović, J., & Bren, U. (2021). Dependence of the Fe(II)-gallic acid coordination compound formation constant on the pH. Foods, 10, article number 2689. doi: 10.3390/foods10112689.
[29] Bacchetta, L., Aramini, M., & Bernardini, C. (2008). In vitro propagation of traditional Italian Hazelnut cultivars as a tool for the valorization and conservation of local genetic resources. Hortscience, 43(2), 562-566. doi: 10.21273/HORTSCI.43.2.562.
[30] Driver, J., & Kuniyuki, A. (1984). In vitro propagation of Paradox walnut rootstock. HortScience, 19, 507-509.
[31] Mamdouh, D. (2021). Genetic stability, phenolic, flavonoid, ferulic acid contents, and antioxidant activity of micropropagated Lycium schweinfurthii plants. Plants, 10(10), article number 2089. doi: 10.3390/plants10102089.
[32] Wang, J., Wang, Y., Wang, F., & Jiang, J. (2008). Behavior of tannins in germanium recovery by tannin process. Hydrometallurgy, 93(3-4), 140-142. doi: 10.1016/j.hydromet.2008.03.006.
[33] Fazary, A.E., Taha, M., & Ju, Y. (2009). Iron complexation studies of gallic acid. Journal of Chemical & Engineering Data, 54, 35-42. doi: 10.1021/je800441u.
[34] Liu, F., He, X., Chen, H., Zhang, J., Zhang, H., & Wang, Z. (2015). Gram-scale synthesis of coordination polymer nanodots with renal clearance properties for cancer theranostic applications. Nature Communications, 6(1), article number 8003. doi: 10.1038/ncomms9003.
[35] Garrison, W., Dale, A., & Saxena, P.K. (2013). Improved shoot multiplication and development in hybrid hazelnut nodal cultures by ethylenediamine di-2-hydroxy-phenylacetic acid (Fe-EDDHA). Canadian Journal of Plant Science, 93, 511-521. doi: 10.4141/CJPS2012-218.
[36] Hangarter, R.P., & Stasinopoulos, T.C. (1991). Effect of Fe-catalyzed photo oxidation of EDTA on root growth in plant culture media. Plant Physiol, 96, 843-847. doi: 10.1104/pp.96.3.843.
[37] Sandoval Prando, M.A., Chiavazza, P., Faggio, A., & Contessa, C. (2014). Effect of coconut water and growth regulator supplements on in vitro propagation of Corylus avellana L. Scientia Horticulturae, 171, 91-94. doi: 10.1016/j.scienta.2014.03.052.
[38] Lan, P., Li, W., Wen, T.-N., Shiau, J.-Y., Wu, Y.-C., Lin, W., & Schmidt, W. (2011). iTRAQ protein profile analysis of Arabidopsis roots reveals new aspects critical for Fe homeostasis. Plant Physiol, 155, 821-834. doi: 10.1104/pp.110.169508.
[39] Powell, H., & Taylor, M. (1982). Interactions of iron(II) and iron(III) with gallic acid and its homologues – a potentiometric and spectrophotometric study. Australian Journal of Chemistry, 35, 739-756. doi: 10.1071/CH9820739.
[40] Strlic, M., Radovic, T., Kolar, J., & Pihlar, B. (2002). Anti- and prooxidative properties of gallic acid in Fenton-type systems. Journal of Agricultural and Food Chemistry, 50, 6313-6317. doi: 10.1021/jf025636j.
[41] Klem-Marciniak, E., Huculak-Mączka, M., Marecka, K., Hoffmann, K., & Hoffmann, J. (2021). Chemical stability of the fertilizer chelates Fe-EDDHA and Fe-EDDHSA over time. Molecules, 26, article number 1933. doi: 10.3390/molecules26071933.
[42] Yunta, F., García-Marco, S., Lucena, J.J., Gómez-Gallego, M., Alcázar, R., & Sierra, M.A. (2003). Chelating agents related to ethylenediamine Bis(2-hydroxyphenyl)acetic Acid (EDDHA): Synthesis, characterization, and equilibrium studies of the free ligands and their Mg2+, Ca2+, Cu2+, and Fe3+Chelates. Inorganic Chemistry, 42(17), 5412-5421. doi: 10.1021/ic034333j.
[43] Tabelini, C.H.B., Lima, J.P.P., & Aguiar, A. (2021). Gallic acid influence on azo dyes oxidation by Fenton processes. Environmental Technology, 3.475, 1-11. doi: 10.1080/09593330.2021.1921855.
[44] Dong, H., Sans, C., Li, W., & Qiang, Z. (2016). Promoted discoloration of methyl orange in H2O2/ Fe(III) Fenton system: Effects of gallic acid on iron cycling. Separation and Purification Technology, 171, 144- 150. doi: 10.1016/j.seppur.2016.07.033.
[45] Christoforidis, K.C., Vasiliadou, I.A., Louloudi, M., & Deligiannakis, Y. (2018). Gallic acid mediated oxidation of pentachlorophenol by the Fenton reaction under mild oxidative conditions. Journal of Chemical Technology & Biotechnology, 93, 1601-1610. doi: 10. 1002/jctb.5529.
[46] Chesis, P.L., Levin, D.E., Smith, M.T., Ernster, L., & Ames, B.N. (1984). Mutagenicity of quinones: Pathways of metabolic activation and detoxification. Proceedings of the National Academy of Sciences, 81, 1696-1700. doi: 10.1073/pnas.81.6.1696.
[47] Moskalenko, N.I., Komarovska-Porokhniavets, O.Z., Iskiv, O.P., & Stadnytska, N.E. (2008). Biological and pharmacological aspects of quinones. Bulletin of the National Lviv Polytechnic University, 609, 124-130.
[48] Muzaffar, S., Ali, B., & Wani, N.A. (2012). Effect of catechol, gallic acid and pyrogallic acid on the germination, seedling growth and the level of endogenous phenolics in cucumber (Cucumis sativus L.). International Journal of Life Sciences Biotechnology and Pharma Research, 1(3), 50-55.
[49] Bienfait, H.F., Garcia-Mina, J., & Zamareño, A.M. (2004). Distribution and secondary effects of EDDHA in some vegetable species. Soil Science and Plant Nutrition, 50(7), 1103-1110. doi: 10.1080/00380768.2004.10408581.
[50] Singh, A., Gupta, R., & Pandey, R. (2017). Exogenous application of rutin and gallic acid regulate antioxidants and alleviate reactive oxygen generation in Oryza sativa L. Physiology and Molecular Biology of Plants, 23(2), 301-309. doi: 10.1007/s12298-017-0430-2.
[51] Ozfidan-Konakci, C., Yildiztugay, E., Yildiztugay, A., & Kucukoduk, M. (2019). Cold stress in soybean (Glycine max L.) roots: Exogenous gallic acid promotes water status and increases antioxidant activities. Botanica Serbica, 43, 59-71. doi: 10.2298/BOTSERB1901059O.
[52] Babaei, M., Shabani, L., & Hashemi-Sahraki, Sh. (2022). Improving the efects of salt stress by β-carotene and gallic acid using increasing antioxidant activity and regulating ion uptake in Lepidium sativum L. Botanical Studies, 63(1), article number 22. doi: 10.1186/s40529-022-00352-x.
[53] Senaratna, T., Merritt, D., Dixon, K., Bunn, E., Touchell, D., & Sivasithamparam, K. (2003). Benzoic acid may act as the functional group in salicylic acid and derivatives in the induction of multiple stress tolerance in plants. Plant Growth Regulation, 39, 77-81.
[54] Yetissin, F., & Kurt, F. (2020). Gallic acid (GA) alleviating copper (Cu) toxicity in maize (Zea mays L.) seedlings. International Journal of Phytoremediation, 22(4), 420-426. doi: 10.1080/15226514.2019.1667953.
[55] Farghaly, F.A., Salam, H.Kh., Hamada, A.M., & Radi, A.A. (2021) The role of benzoic acid, gallic acid and salicylic acid in protecting tomato callus cells from excessive boron stress. Scientia Horticulturae, 278, 1-11. doi: 10.1016/j.scienta.2020.109867.
[56] Reigosa, M.J., Souto, X.C., & Gonz, L. (1999). Effect of phenolic compounds on the germination of six weeds species. Plant Growth Regulation, 28, 83-88.