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Biological Evaluation and Computational Studies of Methoxy-flavones from Newly Isolated Radioresistant Micromonospora aurantiaca Strain TMC-15

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Abstract

This study aims to determine UV-B resistance and to investigate computational analysis and antioxidant potential of methoxy-flavones of Micromonospora aurantiaca TMC-15 isolated from Thal Desert, Pakistan. The cellular extract was purified through solid-phase extraction and UV–Vis spectrum analysis indicated absorption peaks at λmax 250 nm, 343 nm, and 380 nm that revealed the presence of methoxy-flavones named eupatilin and 5-hydroxyauranetin. The flavones were evaluated for their antioxidant as well as protein and lipid peroxidation inhibition potential using di(phenyl)-(2,4,6-trinitrophenyl) iminoazanium (DPPH), 2,4-dinitrophenyl hydrazine (DNPH), and thiobarbituric acid reactive substances (TBARS) assays, respectively. The methoxy-flavones were further studied for their docking affinity and interaction dynamics to determine their structural and energetic properties at the atomic level. The antioxidant potential, protein, and lipid oxidation inhibition and DNA damage preventive abilities were correlated as predicted by computational analysis. The eupatilin and 5-hydroxyauranetin binding potential to their targeted proteins 1N8Q and 1OG5 is − 4.1 and − 7.5 kcal/mol, respectively. Moreover, the eupatiline and 5-hydroxyauranetin complexes illustrate van der Waals contacts and strong hydrogen bonds to their respective enzymes target. Both in vitro studies and computational analysis results revealed that methoxy-flavones of Micromonospora aurantiaca TMC-15 can be used against radiation-mediated oxidative damages due to its kosmotrophic nature. The demonstration of good antioxidant activities not only protect DNA but also protein and lipid oxidation and therefore could be a good candidate in radioprotective drugs and as sunscreen due to its kosmotropic nature.

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References

  1. Abbasi, S., Raza, S., Azam, S. S., Liedl, K. R., & Fuchs, J. E. (2016). Interaction mechanisms of a melatonergic inhibitor in the melatonin synthesis pathway. Journal of Molecular Liquids, 221, 507–517.

    Article  CAS  Google Scholar 

  2. Beblo-Vranesevic, K., Galinski, E. A., Rachel, R., Huber, H., & Rettberg, P. (2017). Influence of osmotic stress on desiccation and irradiation tolerance of (hyper)-thermophilic Microorganisms. Archives of microbiology, 199(1), 17–28.

    Article  CAS  PubMed  Google Scholar 

  3. Berman, H. M., Westbrook, J., Feng, Z., Gilliland, G., Bhat, T. N., Weissig, H., Shindyalov, I. N., & Bourne, P. E. (2000). The protein data bank. Nucleic Acids Research, 28(1), 235–242.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  4. Brettin, T., Davis, J. J., Disz, T., Edwards, R. A., Gerdes, S., Olsen, G. J., Olson, R., Overbeek, R., Parrello, B., Pusch, G. D., & Shukla, M. (2015). RASTtk: A modular and extensible implementation of the RAST algorithm for building custom annotation pipelines and annotating batches of genomes. Scientific Report, 5, 8365.

    Article  Google Scholar 

  5. Carro, L., Castro, J. F., Razmilic, V., Nouioui, I., Pan, C., Igual, J. M., Jaspars, M., Goodfellow, M., Bull, A. T., Asenjo, J. A., & Klenk, H. P. (2019). Uncovering the potential of novel micromonosporae isolated from an extreme hyper-arid Atacama Desert soil. Scientific Report, 9(1), 1–6.

    CAS  Google Scholar 

  6. Carro, L., Golinska, P., Nouioui, I., Bull, A. T., Igual, J. M., Andrews, B. A., Klenk, H. P., & Goodfellow, M. (2019). Micromonospora acroterricola sp. nov., a novel actinobacterium isolated from a high altitude Atacama Desert soil. International Journal of Systematic and Evolutionary Microbiology, 69(11), 3426–36.

    Article  CAS  PubMed  Google Scholar 

  7. Case, D. A., Darden, T. A., Cheatham III, T. E., Simmerling, C.L., … Kollman, P.A. (2018). AMBER 18, University of California, San Francisco

  8. Costa, J. D., Ramos, R. D., Costa, K. D., Brasil, D. D., Silva, C. H., Ferreira, E. F., Borges, R. D., Campos, J. M., Macêdo, W. J., & Santos, C. B. (2018). An in silico study of the antioxidant ability for two caffeine analogs using molecular docking and quantum chemical methods. Molecules, 23(11), 2801.

    Article  PubMed  PubMed Central  Google Scholar 

  9. Ebrahimzadeh, M. A., Pourmorad, F., & Hafezi, S. (2008). Antioxidant activities of Iranian corn silk. Turkish Journal of Biology, 32(1), 43–49.

    CAS  Google Scholar 

  10. Fredrickson, J. K., Shu-mei, W. L., Gaidamakova, E. K., Matrosova, V. Y., Zhai, M., Sulloway, H. M., Scholten, J. C., Brown, M. G., Balkwill, D. L., & Daly, M. J. (2008). Protein oxidation: Key to bacterial desiccation resistance? The ISME Journal, 2(4), 393–403.

    Article  CAS  PubMed  Google Scholar 

  11. Galano, A., Vargas, R., & Martínez, A. (2010). Carotenoids can act as antioxidants by oxidizing the superoxide radical anion. Physical Chemistry Chemical Physics, 12(1), 193–200.

    Article  CAS  PubMed  Google Scholar 

  12. Hanasaki, Y., Ogawa, S., & Fukui, S. (1994). The correlation between active oxygens scavenging and antioxidative effects of flavonoids. Free Radical Biology and Medicine, 16(6), 845–850.

    Article  CAS  PubMed  Google Scholar 

  13. Heli, H., Mirtorabi, S., & Karimian, K. (2011). Advances in iron chelation: An update. Expert opinion on therapeutic patents, 21(6), 819–856.

    Article  CAS  PubMed  Google Scholar 

  14. Jiao, Y., Cody, G. D., Harding, A. K., Wilmes, P., Schrenk, M., Wheeler, K. E., Banfield, J. F., & Thelen, M. P. (2010). Characterization of extracellular polymeric substances from acidophilic microbial biofilms. Applied and Environmental Microbiology, 76(9), 2916–2922.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  15. Kitts, D. D., Wijewickreme, A. N., & Hu, C. (2000). Antioxidant properties of a North American ginseng extract. Molecular and Cellular Biochemistry, 203(1–2), 1.

    Article  CAS  PubMed  Google Scholar 

  16. Kolnagou, A., Kontoghiorghe, C. N., & Kontoghiorghes, G. J. (2014). Transition of Thalassaemia and Friedreich ataxia from fatal to chronic diseases. World Journal of Methodology, 4(4), 197.

    Article  PubMed  PubMed Central  Google Scholar 

  17. Krinsky, N. I., & Johnson, E. J. (2005). Carotenoid actions and their relation to health and disease. Molecular Aspects of Medicine, 26(6), 459–516.

    Article  CAS  PubMed  Google Scholar 

  18. Kumar, S., Stecher, G., Li, M., Knyaz, C., & Tamura, K. (2018). MEGA X: Molecular evolutionary genetics analysis across computing platforms. Molecular Biology Evolution, 35(6), 1547–1549.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. Lee, Y. K., Yuk, D. Y., Lee, J. W., Lee, S. Y., Ha, T. Y., Oh, K. W., Yun, Y. P., & Hong, J. T. (2009). (−)-Epigallocatechin-3-gallate prevents lipopolysaccharide-induced elevation of beta-amyloid generation and memory deficiency. Brain Research, 1250, 164–174.

    Article  CAS  PubMed  Google Scholar 

  20. Li, L., & Hong, K. (2016). Micromonospora ovatispora sp. nov. isolated from mangrove soil. International Journal of System and Evolutionary Microbiology, 66(2), 889–93.

    Article  CAS  Google Scholar 

  21. Li, S. J., Hua, Z. S., Huang, L. N., Li, J., Shi, S. H., Chen, L. X., Kuang, J. L., Liu, J., Hu, M., & Shu, W. S. (2014). Microbial communities evolve faster in extreme environments. Scientific Report, 4, 6205.

    Article  CAS  Google Scholar 

  22. Mattimore, V., & Battista, J. R. (1996). Radioresistance of Deinococcus radiodurans: Functions necessary to survive ionizing radiation are also necessary to survive prolonged desiccation. Journal of Bacteriology, 178(3), 633–637.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. Mehetre, G. T., Vinodh, J. S., Burkul, B. B., Desai, D., Santhakumari, B., Dharne, M. S., & Dastager, S. G. (2019). Bioactivities and molecular networking-based elucidation of metabolites of potent actinobacterial strains isolated from the Unkeshwar geothermal springs in India. RSC Advances, 9(17), 9850–9859.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  24. Miller, B. R., III., McGee, T. D., Jr., Swails, J. M., Homeyer, N., Gohlke, H., & Roitberg, A. E. (2012). MMPBSA. py: An efficient program for end-state free energy calculations. Journal of Chemical Theory and Computation, 8(9), 3314–21.

    Article  CAS  PubMed  Google Scholar 

  25. Morris, G. M., Huey, R., Lindstrom, W., Sanner, M. F., Belew, R. K., Goodsell, D. S., & Olson, A. J. (2009). AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. Journal of Computational Chemistry, 30(16), 2785–2791.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  26. Nair, C. K., Salvi, V., Kagiya, T. V., & Rajagopalan, R. (2004). Relevance of radioprotectors in radiotherapy: Studies with tocopherol monoglucoside. Journal of Environmental Pathology, Toxicology and Oncology, 23(2)

  27. Naz, S., Ahmad, S., Walton, S., & Abbasi, S. W. (2020). Multi-epitope based vaccine design against Sarcoptes scabiei paramyosin using immunoinformatics approach. Journal of Molecular Liquids, 319, 114105.

    Article  CAS  Google Scholar 

  28. Prazdnova, E. V., Dem’yanenko, S. V., Chistyakov, V. A., Lysenko, V. S., & Batyushin, M. M. (2014). Carotenoids-antioxidants of D. radiodurans stimulate regeneration in mice. Biology and Medicine, 6(3), 1.

    Google Scholar 

  29. Rainey, F. A., Ray, K., Ferreira, M., Gatz, B. Z., Nobre, M. F., Bagaley, D., Rash, B. A., Park, M. J., Earl, A. M., Shank, N. C., & Small, A. M. (2005). Extensive diversity of ionizing-radiation-resistant bacteria recovered from Sonoran Desert soil and description of nine new species of the genus Deinococcus obtained from a single soil sample. Applied and Environmental Microbiology, 71(9), 5225–5235.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  30. Roe, D. R., & Cheatham III, T. E. (2013). PTRAJ and CPPTRAJ: Software for processing and analysis of molecular dynamics trajectory data. Journal of Chemical Theory and Computation, 9(7), 3084–95.

    Article  CAS  PubMed  Google Scholar 

  31. Sajjad, W., Ahmad, M., Khan, S., Ilyas, S., Hasan, F., Celik, C., McPhail, K., & Shah, A. A. (2017). Radio-protective and antioxidative activities of astaxanthin from newly isolated radio-resistant bacterium Deinococcus sp. strain WMA-LM9. Annals of Microbiology, 67(7), 443–55.

    Article  CAS  Google Scholar 

  32. Sayed, A. M., Hassan, M. H., Alhadrami, H. A., Hassan, H. M., Goodfellow, M., & Rateb, M. E. (2020). Extreme environments: Microbiology leading to specialized metabolites. Journal of Applied Microbiology, 128(3), 630–657.

    Article  CAS  PubMed  Google Scholar 

  33. Singh, O. V., & Gabani, P. (2011). Extremophiles: Radiation resistance microbial reserves and therapeutic implications. Journal of Applied Microbiology, 110(4), 851–861.

    Article  CAS  PubMed  Google Scholar 

  34. Slade, D., & Radman, M. (2011). Oxidative stress resistance in Deinococcus radiodurans. Microbiology and Molecular Biology Reviews, 75(1), 133–191.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  35. Sobeh, M., Petruk, G., Osman, S., El Raey, M. A., Imbimbo, P., Monti, D. M., & Wink, M. (2019). Isolation of myricitrin and 3, 5-di-O-methyl gossypetin from syzygium samarangense and evaluation of their Involvement in protecting keratinocytes against oxidative stress via activation of the Nrf-2 pathway. Molecules, 24(9), 1839.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  36. Tanner, K., Molina-Menor, E., Latorre-Pérez, A., Vidal-Verdú, À., Vilanova, C., Peretó, J., & Porcar, M. (2020). Extremophilic microbial communities on photovoltaic panel surfaces: A two-year study. Microbial Biotechnology, 13(6), 1819–1830.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  37. Trujillo, M. E., Bacigalupe, R., Pujic, P., Igarashi, Y., Benito, P., Riesco, R., Médigue, C., & Normand, P. (2014). Genome features of the endophytic actinobacterium Micromonospora lupini strain Lupac 08: On the process of adaptation to an endophytic life style? PLoS One, 9(9), e108522.

    Article  PubMed  PubMed Central  Google Scholar 

  38. Waditee-Sirisattha, R., Kageyama, H., & Takabe, T. (2016). Halophilic microorganism resources and their applications in industrial and environmental biotechnology. AIMS Microbiology, 2(1), 42–54.

    Article  CAS  Google Scholar 

  39. Xia, Y., Chen, F., Du, Y., Liu, C., Bu, G., Xin, Y., & Liu, B. (2019). A modified SDS-based DNA extraction method from raw soybean. Bioscience Reports, 39(2)

  40. Yang, H., Dong, Y., Du, H., Shi, H., Peng, Y., & Li, X. (2011). Antioxidant compounds from propolis collected in Anhui, China. Molecules, 16(4), 3444–3455.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  41. Yu, L. Z., Luo, X. S., Liu, M., & Huang, Q. (2015). Diversity of ionizing radiation-resistant bacteria obtained from the Taklimakan Desert. Journal of Basic Microbiology, 55(1), 135–140.

    Article  CAS  PubMed  Google Scholar 

  42. Zhao, H., Fan, W., Dong, J., Lu, J., Chen, J., Shan, L., Lin, Y., & Kong, W. (2008). Evaluation of antioxidant activities and total phenolic contents of typical malting barley varieties. Food Chemistry, 107(1), 296–304.

    Article  CAS  Google Scholar 

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Funding

We acknowledge Higher Education Commission of Pakistan for the provision of funds to conduct this study.

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Author notes

  1. Wasim Sajjad and Mahnoor Nadeem have equal contribution in this manuscript.

Authors and Affiliations

  1. Department of Microbiology, Faculty of Biological Sciences, Quaid-I-Azam University, Islamabad, 45320, Pakistan

    Wasim Sajjad, Mahnoor Nadeem, Tayyaba Alam, Asim ur Rehman, Ghufranud Din, Samiullah Khan, Malik Badshah & Aamer Ali Shah

  2. Department of Biological Sciences, National University of Medical Sciences, Rawalpindi, 46000, Pakistan

    Wasim Sajjad & Sumra Wajid Abbasi

  3. Department of Health and Biological Sciences, Abasyn University, Peshawar, 25000, Pakistan

    Sajjad Ahmad

  4. Department of Medical Laboratory Technology, University of Haripur, Haripur, 22620, Pakistan

    Ghufranud Din

  5. Department of Biological Sciences, Faculty of Basic and Applied Sciences, International Islamic University, Islamabad, Pakistan

    Sarah Gul

  6. Department of Chemistry, Faculty of Natural Sciences, Quaid-I-Azam University, Islamabad, 45320, Pakistan

    Muhammad Farman

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Contributions

W. S., M. N., T. A., and A. A. S.: preparation of the overall research plan as well as protocols for various experiments; W. S., M. N., A. R.: performed experimental work in lab as per the pre-designed research plan; G. D., F. H., S. K., M. B., and S. G.: facilitated in interpretation of various bioassay and phylogenetic analysis in the current research project; S. W. A. and S. A.: contributed in docking and simulation analysis; M. F.: analysis of samples through LC–MS and interpretation of LC–MS data; W. S., M. N., A. R., A. A. S.: write up of the manuscript; A. A. S., F. H., S. K., M. B., S. G.: proofreading of the overall manuscript for English comprehension and typing mistakes.

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Correspondence to Aamer Ali Shah.

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Sajjad, W., Nadeem, M., Alam, T. et al. Biological Evaluation and Computational Studies of Methoxy-flavones from Newly Isolated Radioresistant Micromonospora aurantiaca Strain TMC-15. Appl Biochem Biotechnol 195, 4915–4935 (2023). https://doi.org/10.1007/s12010-023-04517-7

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