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Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize

Yıl 2023, Cilt: 9 Sayı: 1, 89 - 95, 15.06.2023
https://doi.org/10.53516/ajfr.1257960

Öz

As a result of global warming and environmental pollution resulting from human activities such as industrialization, CO2 emissions, and mining, plants are exposed to more and more abiotic stress types day by day. As a natural consequence of this situation, yield losses and economic problems occur in agricultural plants. To contribute to the solution of these problems, firstly, ıt was present a simple synthetic strategy involving naphthalene-sulfonate hybrid derivatives mediated by triethylamine. It successfully obtained a sequence of four designed molecules. Biologıcal evaluation of hydrogen peroxide (H2O2) and thiobarbituric acid-reactive substances (TBARS) levels were measured in maize seedlings under abiotic stress for naphthalene-sulfonate hybrid constructions. It was observed that the 3a, 3b, 3c, and 3d derivatives reached the lowest H2O2 content at 0.5 mM, 0.75 mM, 0.25, and 0.25 mM concentrations, respectively. For all 3a, 3b, 3c, and 3d derivatives, the TBARS content was the lowest at concentrations between 0.25 mM and 0.5 mM, and there was no statistical difference between the two pre-treatments. In light of the findings, it was observed that all of the 3a, 3b, 3c, and 3d derivatives were effective at different levels in alleviating the adverse effects of abiotic stresses on plants. However, 0.25 mM concentration of the 3c derivative was determined to be the most effective in reducing both H2O2 and TBARS levels in maize seedlings under stress.

Teşekkür

Seeds of the Ada-523 maize variety were provided by Sakarya Maize Research Institute.

Kaynakça

  • Anwar, F., Saleem, U., Ahmad, B., Ashraf, M., Rehman, A. U., Froeyen, M., Ahmad, S., 2020. New naphthalene derivative for cost-effective ache inhibitors for alzheimer’s treatment: in silico identification, in vitro and in vivo validation. Computational Biology and Chemistry, 89, 107378.
  • Cai, Y., Cao, F., Cheng, W., Zhang, G., Wu, F., 2011. Modulation of exogenous glutathione in phytochelatins and photosynthetic performance against cd stress in the two rice genotypes differing in cd tolerance. Biological Trace Element Research, 143, 1159-1173.
  • Cao, F., Liu, L., Ibrahim, W., Cai, Y., Wu, F., 2013. Alleviating effects of exogenous glutathione, glycinebetaine, brassinosteroids and salicylic acid on cadmium toxicity in rice seedlings (Oryza sativa), Aggrotechnology, 2, 1000107.
  • Demiralay, M., 2022. Exogenous acetone o-(4-chlorophenylsulfonyl) oxime alleviates cd stress-induced photosynthetic damage and oxidative stress by regulating the antioxidant defense mechanism in Zea mays. Physiology and Molecular Biology of Plants, 28, 2069-2083.
  • El-Beltagi, H. S., Ahmad, I., Basit, A., Shehata, W. F., Hassan, U., Shah, S. T., Mohamed, H. I., 2022. Ascorbic acid enhances growth and yield of sweet peppers (Capsicum annum) by mitigating salinity stress. Gesunde Pflanzen, 74, 423-433.
  • Eltayeb, N. E., Şen, F., Lasri, J., Hussien, M. A., Elsilk, S. E., Babgi, B. A., Sert, Y., 2020. Hirshfeld surface analysis, spectroscopic, biological studies, and molecular docking of (4e)-4-((naphthalen-2-yl) methyleneamino)-1, 2-dihydro-2, 3-dimethyl-1-phenylpyrazol-5-one. Journal of Molecular Structure, 1202, 127315.
  • Evren, A. E., Yurttas, L., Yılmaz-Cankilic, M., 2020. Synthesis of novel n-(naphthalen-1-yl) propanamide derivatives and evaluation their antimicrobial activity. Phosphorus, Sulfur, and Silicon and the Related Elements, 195, 158-164.
  • Foyer, C.H., Lopez-Delgado, H., Dat, J.F., Scot, I.M., 1997. Hydrogen peroxide and glutathione associated mechanisms of acclimatory stress tolerance and signalling, Physiologia Plantarum, 100, 241-254.
  • Gechev, S.T., Breusegem, F.B., Stone, J.M., Denev, I., Laloi, C., 2006. Reactive oxygen species as signals that modulate plant stress responses and programmed cell death, BioEssays, 28, 1091–1101.
  • Ghosh, U. K., Islam, M. N., Siddiqui, M. N., Cao, X., Khan, M. A. R., 2022. Proline, a multifaceted signalling molecule in plant responses to abiotic stress: understanding the physiological mechanisms. Plant Biology, 24, 227-239.
  • Guo W.L., Chen R.G., Gong Z.H., Yin Y.X., Ahmed S.S., He Y.M., 2012. Exogenous abscisic acid increases antioxidant enzymes and related gene expression in pepper (Capsicum annuum) leaves subjected to chilling stress. Genetics and Molecular Research, 11, 4063-80.
  • Halliwell, B., Gutteridge, J.M.C., 1989. Free radicals in biology and medicine, Oxford, Clarendon Press. 1-25.
  • Handayani T., Watanabe K., 2020. The combination of drought and heat stress has a greater effect on potato plants than single stresses. Plant Soil Environ 66,175–182.
  • He L., Gao Z., Li L., 2009. Pretreatment of seed with h2o2 enhances drought tolerance of wheat (Triticum aestivum L.) seedlings, African Journal of Biotechnology, 8, 6151-6157.
  • Heath R.L., Packer L., 1968. Photoperoxidation in isolated chloroplast: I. Kinetics and stoichiometry of fatty acid peroxidation. Archives of Biochemistry and Biophysics 125,189–198.
  • Hussain H.A., Men S., Hussain S., Chen Y., Ali S., Zhang S., 2019. Interactive effects of drought and heat stresses on morpho-physiological attributes, yield, nutrient uptake and oxidative status in maize hybrids. Scientific Reports, 9, 1–12. Irigoyen, J.J., Emerich, D.W., Sachez-Diaz, M., 1992. Alfalfa leaf senescence induced by drought stress: photosynthesis, hydrogen peroxide metabolism, lipid peroxidation and ethylene evolution, Physiologia Plantarum, 84, 67-72.
  • Kadıoglu, A., Saruhan, N., Sağlam, A., Terzi, R., Acet, T., 2011. Exogenous salicylic acid alleviates effects of long-term drought stress and delays leaf rolling by inducing antioxidant system, Plant Growth Regulation, 64, 27–37.
  • Korkmaz, A., 2022. Synthesis, characterization, ADMET prediction, and molecular docking studies of novel coumarin sulfonate derivatives. Journal of the Institute of Science and Technology, 12, 918-932.
  • Korkmaz, A., Bursal, E., 2022a. Synthesis, biological activity and molecular docking studies of novel sulfonate derivatives bearing salicylaldehyde. Chemistry and Biodiversity, 19, e202200140.
  • Korkmaz, A., Bursal, E., 2022b. An in vitro and in silico study on the synthesis and characterization of novel bis(sulfonate) derivatives as tyrosinase and pancreatic lipase inhibitors. Journal of Molecular Structure, 1259, 132734.
  • Korkmaz, A., Bursal, E., 2022c. Benzothiazole sulfonate derivatives bearing azomethine: synthesis, characterization, enzyme inhibition, and molecular docking study. Journal of Molecular Structure, 1257, 132641.
  • Korkmaz, A., Rhyman, L., Ramasami, P., 2022a. Synthesis, characterization, DFT and molecular docking studies of acetone o-((2, 5-dichlorophenyl) sulfonyl) oxime. Physical Sciences Reviews. https://doi.org/10.1515/psr-2021-0230.
  • Korkmaz, A., Kurtay, G., Kaya, E., Bursal, E., 2022b. Design, synthesis, spectroscopic characterizations, in vitro pancreatic lipase as well as tyrosinase inhibition evaluations and in silico analysis of novel aryl sulfonate-naphthalene hybrids. Journal of Biomolecular Structure and Dynamics, 1-16. https://doi.org/10.1080/07391102.2022.2116600.
  • Li, C., Liang, B., Chang, C., Wei, Z., Zhou, S., Ma, F., 2016. Exogenous melatonin improved potassium content in malus under different stress conditions. Journal of Pineal Research, 61, 218-229.
  • Lim, Y. H., Oo, C. W., Koh, R. Y., Voon, G. L., Yew, M. Y., Yam, M. F., Loh, Y. C., 2020. Synthesis, characterization, and anti‐cancer activity of new chalcone derivatives containing naphthalene and fluorine moieties. Drug development research, 81, 994-1003.
  • Liu, S. L., Yang, R. J., Ma, M. D., Dan, F., Zhao, Y., Jiang, P., Wang, M. H., 2015. Effects of exogenous no on the growth, mineral nutrient content, antioxidant system, and ATPase activities of trifolium repens l. plants under cadmium stress. Acta Physiologiae Plantarum, 37, 1-16.
  • Makar, S., Saha, T., Singh, S. K., 2019. Naphthalene, a versatile platform in medicinal chemistry: sky-high perspective. European journal of medicinal chemistry, 161, 252-276.
  • Mittler, R., 2002. Oxidative stress, antioxidants and stress tolerance, Trends in Plant Science, 7(9), 405-410. Munne-Bosch, S., Jubany-Marı´, T., Alegre, L., 2001. Drought-induced senescence is characterized by a loss of antioxidant defences in chloroplasts, Plant Cell Environment, 24(12), 1319–1327.
  • Nagaraju, B., Kovvuri, J., Kumar, C. G., Routhu, S. R., Shareef, M. A., Kadagathur, M., Kamal, A., 2019. Synthesis and biological evaluation of pyrazole linked benzothiazole-β-naphthol derivatives as topoisomerase I inhibitors with DNA binding ability. Bioorganic & medicinal chemistry, 27(5), 708-720.
  • Pastori, G.M., Trippi, V.S., 1992. Oxidative stress induces high rate of glutathione reductase synthesis in a drought resistant maize strain, Plant and Cell Physiology, 33, 957-961.
  • Prasad, T., Anderson, M., Martin, B. Stewart, C., 1994. Evidence for chilling-induced oxidative stress in maize seedlings and a regulatory role for hydrogen peroxide, Plant Cell, 6(1), 65-74.
  • Shaddad M.A.K., 2010. Salt tolerance of crop plants. Journal of Stress Physiology and Biochemistry, 6(3), 64-90.
  • Shah, W., Ullah, S., Ali, S., Idrees, M., Khan, M. N., Ali, K, Younas, F., 2021. Effect of exogenous alpha-tocopherol on physio-biochemical attributes and agronomic performance of lentil (Lens culinaris Medik.) under drought stress. PloS one, 16, e0248200.
  • Shirinzadeh, H., Ghalia, M., Tascioglu, A., Adjali, F. I., Gunesacar, G., Gurer-Orhan, H., Suzen, S., 2020. Bioisosteric modification on melatonin: synthesis of new naphthalene derivatives, in vitro antioxidant activity and cytotoxicity studies. Brazilian Journal of Pharmaceutical Sciences, 56. e18124.
  • Singh, N., Pandey, J., Anireddy, J., 2019. Synthesis, characterization, computational analysis and antimicrobial assay of novel naphthyloxy and naphthylphenoxy derivatives. International Journal of Scientific & Technology Research, 8(10), 784-789.
  • Sivasankari, S., 2018. Synthesis, antimicrobial and antioxidant activities of some naphthalene-containing hydrazone derivatives. World News of Natural Sciences, 18(2), 124-132.
  • Smirnoff, N., 1993. The role of active oxygen in the response of plants to water deficit and desiccation, New Phytologist, 125(1), 27-58.
  • Sohag, A. A. M., Tahjib-Ul-Arif, M., Brestic, M., Afrin, S., Sakil, M. A., Hossain, M. T., Hossain, M. A., 2020. Exogenous salicylic acid and hydrogen peroxide attenuate drought stress in rice. Plant, Soil and Environment, 66, 7-13.
  • Thompson, J.E., Ledge, R.L. Barber, R.F., 1987. The role of free radicals in senescence and wounding, New Phytologist, 105(3), 317-344.
  • Velikova V., Yordanov I., Edreva A., 2000. Oxidative stress and some antioxidant systems in acid rain-treated bean plants: protective roles of exogenous polyamines. Plant Science 151(1), 59-66.
  • Yetişsin, F., Kardeş, İ., 2022. Could acetone o-(4-chlorophenylsulfonyl) oxime be a copper chelating and antioxidative molecule on maize seedlings?. International Journal of Phytoremediation, 24(7), 721-729.
  • Yetişsin, 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.

Naftalin-sülfonat hibrit yapılarının sentezi, karakterizasyonu ve mısırda abiyotik stres göstergelerine etkileri

Yıl 2023, Cilt: 9 Sayı: 1, 89 - 95, 15.06.2023
https://doi.org/10.53516/ajfr.1257960

Öz

Küresel ısınma ve sanayileşme, CO2 emisyonları, madencilik gibi insan faaliyetlerinden kaynaklanan çevre kirliliği sonucunda bitkiler her geçen gün daha fazla abiyotik stres türlerine maruz kalmaktadır. Bu durumun doğal bir sonucu olarak da tarımsal bitkilerde verim kayıpları ve ekonomik sorunlar ortaya çıkmaktadır. Bu problemlerin çözümüne katkı sağlamak için öncelikle trietilamin aracılı naftalin-sülfonat hibrit türevlerini içeren basit bir sentez stratejisi sunulmuştur. Başarıyla tasarlanmış dört molekül dizisi elde edildi. Naftalin-sülfonat hibrit yapıları için abiyotik stres altındaki mısır fidelerinde hidrojen peroksit (H2O2) ve tiyobarbitürik asit-reaktif maddesinin (TBARS) düzeyleri ölçülmüştür. 3a, 3b, 3c ve 3d türevlerinin sırasıyla 0,5 mM, 0,75 mM, 0,25 ve 0,25 mM konsantrasyonlarında en düşük H2O2 içeriğine ulaştığı gözlendi. 3a, 3b, 3c ve 3d türevleri için TBARS içeriği, 0,25 mM ile 0,5 mM arasındaki konsantrasyonlarda en düşük seviyedeydi ve iki uygulama arasında istatistiksel bir fark yoktu. Elde edilen bulgular ışığında 3a, 3b, 3c ve 3d türevlerinin tamamının bitkiler üzerindeki abiyotik streslerin olumsuz etkilerini azaltmada farklı düzeylerde etkili olduğu görülmüştür. Ancak stres altındaki mısır fidelerinde hem H2O2 hem de TBARS düzeylerini düşürmede 3c türevinin 0,25 mM konsantrasyonunun en etkili olduğu belirlenmiştir.

Kaynakça

  • Anwar, F., Saleem, U., Ahmad, B., Ashraf, M., Rehman, A. U., Froeyen, M., Ahmad, S., 2020. New naphthalene derivative for cost-effective ache inhibitors for alzheimer’s treatment: in silico identification, in vitro and in vivo validation. Computational Biology and Chemistry, 89, 107378.
  • Cai, Y., Cao, F., Cheng, W., Zhang, G., Wu, F., 2011. Modulation of exogenous glutathione in phytochelatins and photosynthetic performance against cd stress in the two rice genotypes differing in cd tolerance. Biological Trace Element Research, 143, 1159-1173.
  • Cao, F., Liu, L., Ibrahim, W., Cai, Y., Wu, F., 2013. Alleviating effects of exogenous glutathione, glycinebetaine, brassinosteroids and salicylic acid on cadmium toxicity in rice seedlings (Oryza sativa), Aggrotechnology, 2, 1000107.
  • Demiralay, M., 2022. Exogenous acetone o-(4-chlorophenylsulfonyl) oxime alleviates cd stress-induced photosynthetic damage and oxidative stress by regulating the antioxidant defense mechanism in Zea mays. Physiology and Molecular Biology of Plants, 28, 2069-2083.
  • El-Beltagi, H. S., Ahmad, I., Basit, A., Shehata, W. F., Hassan, U., Shah, S. T., Mohamed, H. I., 2022. Ascorbic acid enhances growth and yield of sweet peppers (Capsicum annum) by mitigating salinity stress. Gesunde Pflanzen, 74, 423-433.
  • Eltayeb, N. E., Şen, F., Lasri, J., Hussien, M. A., Elsilk, S. E., Babgi, B. A., Sert, Y., 2020. Hirshfeld surface analysis, spectroscopic, biological studies, and molecular docking of (4e)-4-((naphthalen-2-yl) methyleneamino)-1, 2-dihydro-2, 3-dimethyl-1-phenylpyrazol-5-one. Journal of Molecular Structure, 1202, 127315.
  • Evren, A. E., Yurttas, L., Yılmaz-Cankilic, M., 2020. Synthesis of novel n-(naphthalen-1-yl) propanamide derivatives and evaluation their antimicrobial activity. Phosphorus, Sulfur, and Silicon and the Related Elements, 195, 158-164.
  • Foyer, C.H., Lopez-Delgado, H., Dat, J.F., Scot, I.M., 1997. Hydrogen peroxide and glutathione associated mechanisms of acclimatory stress tolerance and signalling, Physiologia Plantarum, 100, 241-254.
  • Gechev, S.T., Breusegem, F.B., Stone, J.M., Denev, I., Laloi, C., 2006. Reactive oxygen species as signals that modulate plant stress responses and programmed cell death, BioEssays, 28, 1091–1101.
  • Ghosh, U. K., Islam, M. N., Siddiqui, M. N., Cao, X., Khan, M. A. R., 2022. Proline, a multifaceted signalling molecule in plant responses to abiotic stress: understanding the physiological mechanisms. Plant Biology, 24, 227-239.
  • Guo W.L., Chen R.G., Gong Z.H., Yin Y.X., Ahmed S.S., He Y.M., 2012. Exogenous abscisic acid increases antioxidant enzymes and related gene expression in pepper (Capsicum annuum) leaves subjected to chilling stress. Genetics and Molecular Research, 11, 4063-80.
  • Halliwell, B., Gutteridge, J.M.C., 1989. Free radicals in biology and medicine, Oxford, Clarendon Press. 1-25.
  • Handayani T., Watanabe K., 2020. The combination of drought and heat stress has a greater effect on potato plants than single stresses. Plant Soil Environ 66,175–182.
  • He L., Gao Z., Li L., 2009. Pretreatment of seed with h2o2 enhances drought tolerance of wheat (Triticum aestivum L.) seedlings, African Journal of Biotechnology, 8, 6151-6157.
  • Heath R.L., Packer L., 1968. Photoperoxidation in isolated chloroplast: I. Kinetics and stoichiometry of fatty acid peroxidation. Archives of Biochemistry and Biophysics 125,189–198.
  • Hussain H.A., Men S., Hussain S., Chen Y., Ali S., Zhang S., 2019. Interactive effects of drought and heat stresses on morpho-physiological attributes, yield, nutrient uptake and oxidative status in maize hybrids. Scientific Reports, 9, 1–12. Irigoyen, J.J., Emerich, D.W., Sachez-Diaz, M., 1992. Alfalfa leaf senescence induced by drought stress: photosynthesis, hydrogen peroxide metabolism, lipid peroxidation and ethylene evolution, Physiologia Plantarum, 84, 67-72.
  • Kadıoglu, A., Saruhan, N., Sağlam, A., Terzi, R., Acet, T., 2011. Exogenous salicylic acid alleviates effects of long-term drought stress and delays leaf rolling by inducing antioxidant system, Plant Growth Regulation, 64, 27–37.
  • Korkmaz, A., 2022. Synthesis, characterization, ADMET prediction, and molecular docking studies of novel coumarin sulfonate derivatives. Journal of the Institute of Science and Technology, 12, 918-932.
  • Korkmaz, A., Bursal, E., 2022a. Synthesis, biological activity and molecular docking studies of novel sulfonate derivatives bearing salicylaldehyde. Chemistry and Biodiversity, 19, e202200140.
  • Korkmaz, A., Bursal, E., 2022b. An in vitro and in silico study on the synthesis and characterization of novel bis(sulfonate) derivatives as tyrosinase and pancreatic lipase inhibitors. Journal of Molecular Structure, 1259, 132734.
  • Korkmaz, A., Bursal, E., 2022c. Benzothiazole sulfonate derivatives bearing azomethine: synthesis, characterization, enzyme inhibition, and molecular docking study. Journal of Molecular Structure, 1257, 132641.
  • Korkmaz, A., Rhyman, L., Ramasami, P., 2022a. Synthesis, characterization, DFT and molecular docking studies of acetone o-((2, 5-dichlorophenyl) sulfonyl) oxime. Physical Sciences Reviews. https://doi.org/10.1515/psr-2021-0230.
  • Korkmaz, A., Kurtay, G., Kaya, E., Bursal, E., 2022b. Design, synthesis, spectroscopic characterizations, in vitro pancreatic lipase as well as tyrosinase inhibition evaluations and in silico analysis of novel aryl sulfonate-naphthalene hybrids. Journal of Biomolecular Structure and Dynamics, 1-16. https://doi.org/10.1080/07391102.2022.2116600.
  • Li, C., Liang, B., Chang, C., Wei, Z., Zhou, S., Ma, F., 2016. Exogenous melatonin improved potassium content in malus under different stress conditions. Journal of Pineal Research, 61, 218-229.
  • Lim, Y. H., Oo, C. W., Koh, R. Y., Voon, G. L., Yew, M. Y., Yam, M. F., Loh, Y. C., 2020. Synthesis, characterization, and anti‐cancer activity of new chalcone derivatives containing naphthalene and fluorine moieties. Drug development research, 81, 994-1003.
  • Liu, S. L., Yang, R. J., Ma, M. D., Dan, F., Zhao, Y., Jiang, P., Wang, M. H., 2015. Effects of exogenous no on the growth, mineral nutrient content, antioxidant system, and ATPase activities of trifolium repens l. plants under cadmium stress. Acta Physiologiae Plantarum, 37, 1-16.
  • Makar, S., Saha, T., Singh, S. K., 2019. Naphthalene, a versatile platform in medicinal chemistry: sky-high perspective. European journal of medicinal chemistry, 161, 252-276.
  • Mittler, R., 2002. Oxidative stress, antioxidants and stress tolerance, Trends in Plant Science, 7(9), 405-410. Munne-Bosch, S., Jubany-Marı´, T., Alegre, L., 2001. Drought-induced senescence is characterized by a loss of antioxidant defences in chloroplasts, Plant Cell Environment, 24(12), 1319–1327.
  • Nagaraju, B., Kovvuri, J., Kumar, C. G., Routhu, S. R., Shareef, M. A., Kadagathur, M., Kamal, A., 2019. Synthesis and biological evaluation of pyrazole linked benzothiazole-β-naphthol derivatives as topoisomerase I inhibitors with DNA binding ability. Bioorganic & medicinal chemistry, 27(5), 708-720.
  • Pastori, G.M., Trippi, V.S., 1992. Oxidative stress induces high rate of glutathione reductase synthesis in a drought resistant maize strain, Plant and Cell Physiology, 33, 957-961.
  • Prasad, T., Anderson, M., Martin, B. Stewart, C., 1994. Evidence for chilling-induced oxidative stress in maize seedlings and a regulatory role for hydrogen peroxide, Plant Cell, 6(1), 65-74.
  • Shaddad M.A.K., 2010. Salt tolerance of crop plants. Journal of Stress Physiology and Biochemistry, 6(3), 64-90.
  • Shah, W., Ullah, S., Ali, S., Idrees, M., Khan, M. N., Ali, K, Younas, F., 2021. Effect of exogenous alpha-tocopherol on physio-biochemical attributes and agronomic performance of lentil (Lens culinaris Medik.) under drought stress. PloS one, 16, e0248200.
  • Shirinzadeh, H., Ghalia, M., Tascioglu, A., Adjali, F. I., Gunesacar, G., Gurer-Orhan, H., Suzen, S., 2020. Bioisosteric modification on melatonin: synthesis of new naphthalene derivatives, in vitro antioxidant activity and cytotoxicity studies. Brazilian Journal of Pharmaceutical Sciences, 56. e18124.
  • Singh, N., Pandey, J., Anireddy, J., 2019. Synthesis, characterization, computational analysis and antimicrobial assay of novel naphthyloxy and naphthylphenoxy derivatives. International Journal of Scientific & Technology Research, 8(10), 784-789.
  • Sivasankari, S., 2018. Synthesis, antimicrobial and antioxidant activities of some naphthalene-containing hydrazone derivatives. World News of Natural Sciences, 18(2), 124-132.
  • Smirnoff, N., 1993. The role of active oxygen in the response of plants to water deficit and desiccation, New Phytologist, 125(1), 27-58.
  • Sohag, A. A. M., Tahjib-Ul-Arif, M., Brestic, M., Afrin, S., Sakil, M. A., Hossain, M. T., Hossain, M. A., 2020. Exogenous salicylic acid and hydrogen peroxide attenuate drought stress in rice. Plant, Soil and Environment, 66, 7-13.
  • Thompson, J.E., Ledge, R.L. Barber, R.F., 1987. The role of free radicals in senescence and wounding, New Phytologist, 105(3), 317-344.
  • Velikova V., Yordanov I., Edreva A., 2000. Oxidative stress and some antioxidant systems in acid rain-treated bean plants: protective roles of exogenous polyamines. Plant Science 151(1), 59-66.
  • Yetişsin, F., Kardeş, İ., 2022. Could acetone o-(4-chlorophenylsulfonyl) oxime be a copper chelating and antioxidative molecule on maize seedlings?. International Journal of Phytoremediation, 24(7), 721-729.
  • Yetişsin, 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.
Toplam 42 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Fuat Yetişsin 0000-0001-6085-7610

Adem Korkmaz 0000-0002-0345-5794

Yayımlanma Tarihi 15 Haziran 2023
Gönderilme Tarihi 28 Şubat 2023
Yayımlandığı Sayı Yıl 2023 Cilt: 9 Sayı: 1

Kaynak Göster

APA Yetişsin, F., & Korkmaz, A. (2023). Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize. Anadolu Orman Araştırmaları Dergisi, 9(1), 89-95. https://doi.org/10.53516/ajfr.1257960
AMA Yetişsin F, Korkmaz A. Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize. AOAD. Haziran 2023;9(1):89-95. doi:10.53516/ajfr.1257960
Chicago Yetişsin, Fuat, ve Adem Korkmaz. “Synthesis and Characterization of Naphthalene-Sulfonate Hybrid Structures and Their Effects on Abiotic Stress Indicators in Maize”. Anadolu Orman Araştırmaları Dergisi 9, sy. 1 (Haziran 2023): 89-95. https://doi.org/10.53516/ajfr.1257960.
EndNote Yetişsin F, Korkmaz A (01 Haziran 2023) Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize. Anadolu Orman Araştırmaları Dergisi 9 1 89–95.
IEEE F. Yetişsin ve A. Korkmaz, “Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize”, AOAD, c. 9, sy. 1, ss. 89–95, 2023, doi: 10.53516/ajfr.1257960.
ISNAD Yetişsin, Fuat - Korkmaz, Adem. “Synthesis and Characterization of Naphthalene-Sulfonate Hybrid Structures and Their Effects on Abiotic Stress Indicators in Maize”. Anadolu Orman Araştırmaları Dergisi 9/1 (Haziran 2023), 89-95. https://doi.org/10.53516/ajfr.1257960.
JAMA Yetişsin F, Korkmaz A. Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize. AOAD. 2023;9:89–95.
MLA Yetişsin, Fuat ve Adem Korkmaz. “Synthesis and Characterization of Naphthalene-Sulfonate Hybrid Structures and Their Effects on Abiotic Stress Indicators in Maize”. Anadolu Orman Araştırmaları Dergisi, c. 9, sy. 1, 2023, ss. 89-95, doi:10.53516/ajfr.1257960.
Vancouver Yetişsin F, Korkmaz A. Synthesis and characterization of naphthalene-sulfonate hybrid structures and their effects on abiotic stress indicators in maize. AOAD. 2023;9(1):89-95.