MONITORING OF HERBICIDE ALACHLOR-PLASMID DNA INTERACTION BY SPECTROSCOPY TECHNIQUES

Authors

  • Suraya Jabeen Department of Biochemistry, Jawaharlal Nehru Medical College, Faculty of Medicine, Aligarh Muslim University, Aligarh – 202 002, Uttar Pradesh (India)
  • Zarina Arif Department of Biochemistry, Jawaharlal Nehru Medical College, Faculty of Medicine, Aligarh Muslim University, Aligarh – 202 002, Uttar Pradesh (India)
  • Asim Badar Department of Biochemistry, Jawaharlal Nehru Medical College, Faculty of Medicine, Aligarh Muslim University, Aligarh – 202 002, Uttar Pradesh (India)
  • Khursheed Alam Department of Biochemistry, Jawaharlal Nehru Medical College, Faculty of Medicine, Aligarh Muslim University, Aligarh – 202 002, Uttar Pradesh (India)

DOI:

https://doi.org/10.48165/

Keywords:

Alachlor, cancer, DNA, guanine-DNA adduct

Abstract

Alachlor [2-chloro-2,6-diethyl-N-(methoxymethyl) acetamide] is a widely  applied herbicide, mainly used to control weeds. It is a substance of eco toxicological concern, labeled as suspected carcinogen. Alachlor is metabolized  by human cytochrome P-450 monooxygenase system. Alachlor or its metabolites  may cause cellular damage through oxidative modification of DNA and other  macromolecules. In present study, alachlor-induced changes in plasmid DNA were studied by UV, fluorescence, circular dichorism, agarose gel  electrophoresis, HPLC, and thermal denaturation. Of the four bases, guanine  was preferred by alachlor for adduct formation. The results suggest that  alachlor may cause impairment in the structure of DNA, affect its functions and  enter into pathological phase. Further, the workers engaged in its production or handling are at high the risk of damaging macromolecules and organs  (especially liver) vis-à-vis onset of diseases. Whether or not they may develop  cancer will largely depend on the load of alachlor absorbed/inhaled, its  interaction with DNA/gene accompanied or followed by activation of certain  proto-oncogenes andefective or poor repair system. 

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References

Agrawal, A.N.J.U. and Sharma, B. 2010. Pesticides induced oxidative stress in mammalian systems. International Journal of Biological and Medical Research, 1: 90-104.

Interaction between alachlor and plasmid DNA using spectroscopy 501

Ahmad, P., Rabbani, G., Dixit, K., Siddiqui, S.A. and Ali, A. 2016. Neo-epitopes on crotonaldehyde modified DNA preferably recognize circulating autoantibodies in cancer patients. Tumor Biology, 37: 1817-1824.

Barnes, J.L., Zubair, M., John, K., Poirier, M.C. and Martin, F.L. 2018. Carcinogens and DNA damage. Biochemical Society Transactions, 46: 1213-1224.

Boerth, D.W., Eder, E., Stanks, J.R., Wanek, P., Wacker, M., Gaulitz, S., Skypeck, D., Pandolfo, D. and Yashin, M. 2008. DNA adducts as biomarkers for oxidative and genotoxic stress from pesticides in crop plants. Journal of Agricultural and Food Chemistry, 56: 6751-6760.

Brohi, R.O., Khuhawar, M.Y. and Khuhawar, T.M.J. 2016. GC-FID determination of nucleobases guanine, adenine, cytosine, and thymine from DNA by precolumn derivatization with isobutyl chloroformate. Journal of Analytical Science and Technology, 7: 1-6.

Campos-Carrillo, A., Weitzel, J.N., Sahoo, P., Rockne, R., Mokhnatkin, J.V., Murtaza, M., Gray, S.W., Goetz, L., Goel, A., Schork, N. and Slavin, T.P. 2020. Circulating tumor DNA as an early cancer detection tool. Pharmacology and Therapeutics, 207: 107458. [DOI: 10.1016/j.pharmthera.2019.107458].

Charak, S., Jangir, D.K., Tyagi, G. and Mehrotra, R. 2011. Interaction studies of Epirubicin with DNA using spectroscopic techniques. Journal of Molecular Structure, 1000: 150-154. Das, S.K., Mukherjee, I. and Roy, A. 2016. Alachlor and metribuzin herbicide on N2-fixing bacteria in a sandy loam soil. International Journal of Bio-resource and Stress Management, 7: 334-338. Dixit, K., Ahmad, S., Shahab, U., Habib, S., Naim, M., Alam, K. and Ali, A. 2014. Human DNA damage by the synergistic action of 4‐aminobiphenyl and nitric oxide: An immunochemical study. Environmental Toxicology, 29: 568-576.

Dong, W., Chen, Q., Hou, Y., Li, S., Zhuang, K., Huang, F., Zhou, J., Li, Z., Wang, J., Fu, L. and Zhang, Z. 2015. Metabolic pathway involved in 2-methyl-6-ethylaniline degradation by Sphingobium sp. strain MEA3-1 and cloning of the novel flavin-dependent monooxygenase system meaBA. Applied and Environmental Microbiology, 81: 8254-8264.

Dwivedi, S., Saquib, Q., Al-Khedhairy, A.A. and Musarrat, J. 2012. Butachlor induced dissipation of mitochondrial membrane potential, oxidative DNA damage and necrosis in human peripheral blood mononuclear cells. Toxicology, 302: 77-87.

Gadagbui, B., Maier, A., Dourson, M., Parker, A., Willis, A., Christopher, J.P., Hicks, L., Ramasamy, S. and Roberts, S.M. 2010. Derived reference doses (RfDs) for the environmental degradates of the herbicides alachlor and acetochlor: Results of an independent expert panel deliberation. Regulatory Toxicology and Pharmacology, 57: 220-234.

Gil, F.N., Gonçalves, A.C., Jacinto, M.J., Becker, J.D. and Viegas, C.A. 2011. Transcriptional profiling in Saccharomyces cerevisiae relevant for predicting alachlor mechanisms of toxicity. Environmental Toxicology and Chemistry, 30: 2506-2518.

Habib, S., Ahmad, S., Dixit, K. and Ali, A. 2013. Peroxynitrite modified DNA may be an antigenic triggerforantibodiesinvariouscancersof gynecologicorigin. HumanImmunology, 74: 1239-1243. Hsieh, T.C., Chao, H.H. and Wu, J.M. 2020. Control of DNA structure and function by phytochemicals/DNA interaction: Resveratrol/piceatannol induces Cu2+-independent, cleavage

of supercoiled plasmid DNA. Free Radical Biology and Medicine, 147: 212-219. Jarabek, A.M., Pottenger, L.H., Andrews, L.S., Casciano, D., Embry, M.R., Kim, J.H., Preston, R.J., Reddy, M.V., Schoeny, R., Shuker, D. and Skare, J. 2009. Creating context for the use of DNA adduct data in cancer risk assessment: I. Data organization. Critical Reviews in Toxicology, 39: 659-678.

Langie, S.A., Koppen, G., Desaulniers, D., Al-Mulla, F., Al-Temaimi, R., Amedei, A., Azqueta, A., Bisson, W.H., Brown, D., Brunborg, G. and Charles, A.K. 2015. Causes of genome instability: The effect of low dose chemical exposures in modern society. Carcinogenesis, 36: S61-S88.

Li, H. and Lampe, J.N. 2019. Neonatal cytochrome P450 CYP3A7: A comprehensive review of its role in development, disease, and xenobiotic metabolism. Archives of Biochemistry and Biophysics, 673: 108078. [DOI:10.1016/j.abb.2019.108078].

Suraya Jabeen et al.

Lim, W., Randisi, F., Doye, J.P. and Louis, A.A. 2022. The interplay of supercoiling and thymine dimers in DNA. Nucleic Acids Research, 50: 2480-2492.

Mohanty, S.S. and Jena, H.M. 2019. A systemic assessment of the environmental impacts and remediation strategies for chloroacetanilide herbicides. Journal of Water Process Engineering, 31: 100860. [DOI:10.1016/j.jwpe.2019.100860].

Nykiel-Szymańska, J., Bernat, P. and Słaba, M. 2018. Potential of Trichoderma koningii to eliminate alachlor in the presence of copper ions. Ecotoxicology and Environmental Safety, 162: 1-9. Ojha, A., Yaduvanshi, S.K., Pant, S.C., Lomash, V. and Srivastava, N. 2013. Evaluation of DNA

damage and cytotoxicity induced by three commonly used organophosphate pesticides individually and in mixture, in rat tissues. Environmental Toxicology, 28: 543-552. Ross, J.A., Leavitt, S.A., Schmid, J.E. and Nelson, G.B. 2012. Quantitative changes in endogenous DNA adducts correlate with conazole in vivo mutagenicity and tumorigenicity. Mutagenesis, 27: 541-549.

Sakuma, C., Tomioka, Y., Li, C., Shibata, T., Nakagawa, M., Kurosawa, Y., Arakawa, T. and Akuta, T. 2021.Analysis of protein denaturation, aggregation andpost-translational modification by agarose native gel electrophoresis. International Journal of Biological Macromolecules, 172: 589-596.

Soleimani, N., Derakhshan, S. and Memariani, M. 2016. Plasmid profile analysis of aminoglycoside resistant Escherichia coli isolated from urinary tract infections. International Journal of Enteric Pathogens, 4: 1-7.

Soloneski, S. and Larramendy, M.L. 2010. Sister chromatid exchanges and chromosomal aberrations in Chinese hamster ovary (CHO-K1) cells treated with the insecticide pirimicarb. Journal of Hazardous Materials, 174: 410-415.

Stiborová, M., Arlt, V.M. and Schmeiser, H.H. 2017. DNA adducts formed by aristolochic acid are unique biomarkers of exposure and explain the initiation phase of upper urothelial cancer. International Journal of Molecular Sciences, 18: 2144. [DOI: 10.3390/ijms18102144].

Szewczyk, R., Soboń, A., Słaba, M. and Długoński, J. 2015. Mechanism study of alachlor biodegradation by Paecilomyces marquandii with proteomic and metabolomic methods. Journal of Hazardous Materials, 291: 52-64.

Tantry, I.Q., Waris, S., Habib, S., Khan, R.H., Mahmood, R. and Ali, A. 2018. Hypochlorous acid induced structural and conformational modifications in human DNA: A multi-spectroscopic study. International Journal of Biological Macromolecules, 106: 551-558.

Tripathi, P., Dixit, K., Mir, A.R., Habib, S., Alam, K. and Ali, A. 2014. Peroxynitrite modified DNA presents better epitopes for anti-DNA autoantibodies in diabetes type 1 patients. Cellular Immunology, 290: 30-38.

Tu, W., Niu, L., Liu, W. and Xu, C. 2013. Embryonic exposure to butachlor in zebrafish (Daniorerio): Endocrine disruption, developmental toxicity and immunotoxicity. Ecotoxicology and Environmental Safety, 89: 189-195.

Türkoğlu, Ş. 2012. Determination of genotoxic effects of chlorfenvinphos and fenbuconazole in Allium cepa root cells by mitotic activity, chromosome aberration, DNA content, and comet assay. Pesticide Biochemistry and Physiology, 103: 224-230.

Vieira, K.C.D.M.T., Couto, J.C., Zanetti, E., Junior, J.M.S. and Favareto, A.P.A. 2016. Maternal and fetal toxicity of Wistar rats exposed to herbicide metolachlor. Acta Scientiarum Biological Sciences, 38: 91-98.

Wang, Y., Lv,L., Yu, Y., Yang, G., Xu, Z.,Wang, Q. and Cai, L. 2017. Single and joint toxic effects of five selectedpesticideson the early life stages of zebrafish (Deniorerio). Chemosphere, 170:61-67. Xiang, Q., Xu, B., Ding, Y., Liu, X., Zhou, Y. and Ahmad, F. 2018. Oxidative stress response induced by butachlor in zebrafish embryo/larvae: The protective effect of vitamin C. Bulletin of Environmental Contamination and Toxicology, 100: 208-215.

Xu, H.D., Wang, J.S., Li, M.H., Liu, Y., Chen, T. and Jia, A.Q. 2015. 1H NMR based metabolomics approach to study the toxic effects of herbicide butachlor on goldfish (Carassius auratus). Aquatic Toxicology, 159: 69-80.

Published

2023-11-16

How to Cite

MONITORING OF HERBICIDE ALACHLOR-PLASMID DNA INTERACTION BY SPECTROSCOPY TECHNIQUES . (2023). Applied Biological Research, 24(4), 494–502. https://doi.org/10.48165/