Biomedicine and Chemical Sciences
2023, Volume 2, Issue 2 : 109-118 doi: https://doi.org/10.48112/bcs.v2i2.449
Research Article
Antibacterial and Antioxidant Activities of Syzygium Aromaticum Capparis Spinosa, and Some Novel Acylselenourea and Acylthourea Derivatives
Huda S. Farhan
 ,
Suzan A. Al-Azizz
 ,
Shaker A. N. Al-Jadaan
DOI : https://doi.org/10.48112/bcs.v2i2.449
Received
Jan. 22, 2023
Revised
Feb. 25, 2023
Accepted
Feb. 28, 2023
Published
April 1, 2023
Abstract

This study aims to tested  the antibacterial and antioxidant activities of two different plant extracts which were Syzygium aromaticum and Capparis spinosa, and five novel derivatives, i.e. [4-Nitro-N-((4-(N-(pyrimidin-2-yl) sulfamoyl) phenyl) carbamoselenoyl) Benz amide (1), 4-Methyl-N-((4-(N-(pyrimidin-2-yl) sulfamoyl) phenyl) carbamoselenoyl) Benz amide (2), 4-Methyl-N-((4-(N-(pyrimidin-2-yl) sulfamoyl phenyl) carbamothioyl) Benz amide (3), 4-Nitro-N-((4-nitrophenyl) carbamo selenoyl) Benz amide (4), N-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-1-carbonoselenoyl)-nitrobenzamide (5)] in six concentrations:1,5, 10,25, 50, and 100 ug/ml of plant extracts and in three concentrations. 500,750 ,1000ug/ml of novel synthesis compounds on gram-positive bacteria (Staphylococcus aureus) and gram-negative bacteria (Escherichia coli). The antibacterial activity was evaluated with antibiotics susceptible and resistant to microorganisms. The 2, 2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging technique was used to assess antioxidant activity. The findings showed that Syzygium aromaticum extract and synthesis compound 3 were more effective against Escherichia coli bacteria and less effective against Staphylococcus aureus bacteria, whereas Capparis spinosa extract and synthesis compounds (1, 2, 4, and 5) were more effective against Staphylococcus aureus bacteria and less effective against Escherichia coli bacteria. The oxidation of the synthesis compounds (1, 2, and 3) is effective at concentrations of 500, 750, and 1000 and ineffective at concentrations of 50, 100, and 250, while compound 4 is effective at concentrations of 100, 250, 500, 750, and 1000 and ineffective at concentrations of 50 only. Compound 5 was effective at all concentrations.

Keywords
Syzygium aromaticum
Capparis spinosa
Acylselenourea
Acylthiourea
Antibacterial
Antioxidant
REFERENCES
  1. Aldaly, Z. T. (2010). Antimicrobial activity of piperine purified from Piper nigrum. J. Basrah Res, 36, 54-61.
  2. Al-hejjaj, M. Y., Alhurba, Y. A., & Mohamad, S. A. (2010). Study of alkaloid extract from Citrullus colocynthis fruit and its antimicrobial activity screening. Journal of Basrah Researches (Sciences), 36(4), 42-47.
  3. Alsabri, S. G., Zetrini, A. E., Ermeli, N. B., Mohamed, S. B., Bensaber, S. M., Hermann, A., & Gbaj, A. (2012). Study of eight medicinal plants for antioxidant activities. Journal of Chemical and Pharmaceutical Research, 4(8), 4028-31.
  4. Al-Tememy, T. M. (2013). Antibacterial activity of Piper cubeba Linn. Fruit extracts against selected bacterial pathogens in Basrah City. Bas. JVetRes 2013; 12 (1).
  5. Benseghir-Boukhari, L. A., & Seridi, R. (2007). Le câprier, une espèce arbustive pour le développement rural durable en Algérie. Méditerranée. Revue géographique des pays méditerranéens/Journal of Mediterranean geography, (109), 101-105. https://doi.org/10.4000/mediterranee.117
  6. Bjelakovic, G., Nikolova, D., Gluud, L. L., Simonetti, R. G., & Gluud, C. (2007). Mortality in randomized trials of antioxidant supplements for primary and secondary prevention: systematic review and meta-analysis. Jama, 297(8), 842-857. https://doi.org/10.1001/jama.297.8.842
  7. Block, E., Bird, S., Tyson, J. F., Uden, P. C., Zhang, X., & Denoyer, E. (1998). The search for anticarcinogenic organoselenium compounds from natural sources. Phosphorus, Sulfur, and Silicon and the Related Elements, 136(1), 1-10. https://doi.org/10.1080/10426509808545931
  8. Bonina, F., Puglia, C., Ventura, D., Aquino, R., Tortora, S., Sacchi, A., ... & de Capariis, P. (2002). In vitro antioxidant and in vivo photoprotective effects of a lyophilized extract of Capparis spinosa L. buds. Journal of cosmetic science, 53(6), 321-336.
  9. Cava, R., Nowak, E., Taboada, A., & Marin-Iniesta, F. (2007). Antimicrobial activity of clove and cinnamon essential oils against Listeria monocytogenes in pasteurized milk. Journal of food protection, 70(12), 2757-2763. https://doi.org/10.4315/0362-028X-70.12.2757
  10. Chaieb, K., Hajlaoui, H., Zmantar, T., Kahla‐Nakbi, A. B., Rouabhia, M., Mahdouani, K., & Bakhrouf, A. (2007). The chemical composition and biological activity of clove essential oil, Eugenia caryophyllata (Syzigium aromaticum L. Myrtaceae): a short review. Phytotherapy Research: An International Journal Devoted to Pharmacological and Toxicological Evaluation of Natural Product Derivatives, 21(6), 501-506. https://doi.org/10.1002/ptr.2124
  11. Chen, Y. X., Liu, X. Y., Xiao, Z., Huang, Y. F., & Liu, B. (2016). Antioxidant activities of polysaccharides obtained from Chlorella pyrenoidosa via different ethanol concentrations. International journal of biological macromolecules, 91, 505-509. https://doi.org/10.1016/j.ijbiomac.2016.05.086
  12. Cos, P., Vlietinck, A. J., Berghe, D. V., & Maes, L. (2006). Anti-infective potential of natural products: How to develop a stronger in vitro ‘proof-of-concept’. Journal of ethnopharmacology, 106(3), 290-302. https://doi.org/10.1016/j.jep.2006.04.003
  13. Dai, J. P., Zhao, X. F., Zeng, J., Wan, Q. Y., Yang, J. C., Li, W. Z., ... & Li, K. S. (2013). Drug screening for autophagy inhibitors based on the dissociation of Beclin1-Bcl2 complex using BiFC technique and mechanism of eugenol on anti-influenza A virus activity. PloS one, 8(4), e61026. https://doi.org/10.1371/journal.pone.0061026
  14. Dorman, H. D., Figueiredo, A. C., Barroso, J. G., & Deans, S. G. (2000). In vitro evaluation of antioxidant activity of essential oils and their components. Flavour and Fragrance Journal, 15(1), 12-16. https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1%3C12::AID-FFJ858%3E3.0.CO;2-V
  15. Farhan, H. S., Al-Azizz, S. A., & Al-Jadaan, S. A. (2023). Antibacterial and Antioxidant Activities of Syzygium Aromaticum Capparis Spinosa, and Some Novel Acylselenourea and Acylthourea Derivatives. Biomedicine and Chemical Sciences, 2(2). https://doi.org/10.48112/bcs.v2i2.449
  16. Fu, Y., Zu, Y., Chen, L., Shi, X., Wang, Z., Sun, S., & Efferth, T. (2007). Antimicrobial activity of clove and rosemary essential oils alone and in combination. Phytotherapy research, 21(10), 989-994. https://doi.org/10.1002/ptr.2179
  17. Grabley, S., & Thiericke, R. (1999). Bioactive agents from natural sources: trends in discovery and application. Thermal Biosensors, Bioactivity, Bioaffinitty, 101-154. https://doi.org/10.1007/3-540-49811-7_4
  18. Kamatou, G. P., Vermaak, I., & Viljoen, A. M. (2012). Eugenol—from the remote Maluku Islands to the international market place: a review of a remarkable and versatile molecule. Molecules, 17(6), 6953-6981. https://doi.org/10.3390/molecules17066953
  19. Khudaier, B., N Jaber, N., & A Al-Edany, A. (2013). Antibacterial activity of Lawsonia inermis L. Leave extracts on Staphylococcus aureus isolates. Basrah Journal of Veterinary Research, 12(2), 256-266.
  20. Matan, N. (2012). Antimicrobial activity of edible film incorporated with essential oils to preserve dried fish (Decapterus maruadsi). International Food Research Journal, 19(4), 1733.
  21. May, S. W. (2002). Selenium-based pharmacological agents: an update. Expert Opinion on Investigational Drugs, 11(9), 1261-1269. https://doi.org/10.1517/13543784.11.9.1261
  22. May, S. W., Wang, L., Gill-Woznichak, M. M., Browner, R. F., Ogonowski, A. A., Smith, J. B., & Pollock, S. H. (1997). An orally active selenium-based antihypertensive agent with restricted CNS permeability. Journal of Pharmacology and Experimental Therapeutics, 283(2), 470-477.
  23. Molyneux, P. (2004). The use of the stable free radical diphenylpicrylhydrazyl (DPPH) for estimating antioxidant activity. Songklanakarin J. sci. technol, 26(2), 211-219.
  24. Mustafa, F. A. (2011). In vitro evaluation of Capparis spinosa against Lumbricus terrestris (Annelida). Parasitologists United Journal, 5(2), 199-202.
  25. Mytle, N., Anderson, G. L., Doyle, M. P., & Smith, M. A. (2006). Antimicrobial activity of clove (Syzgium aromaticum) oil in inhibiting Listeria monocytogenes on chicken frankfurters. Food control, 17(2), 102-107. https://doi.org/10.1016/j.foodcont.2004.09.008
  26. Nadhirah, N. N., Kamaruddin, M. A., & Ismail, M. N. (2020, May). Removal of Organic Constituents and Bacteria Count Disinfection from Fish Processing Wastewater by Using Ionic Cupric Copper. In IOP Conference Series: Materials Science and Engineering (Vol. 864, No. 1, p. 012023). IOP Publishing. https://doi.org/10.1088/1757-899X/864/1/012023
  27. Nam, H., & Kim, M. M. (2013). Eugenol with antioxidant activity inhibits MMP-9 related to metastasis in human fibrosarcoma cells. Food and chemical toxicology, 55, 106-112. https://doi.org/10.1016/j.fct.2012.12.050
  28. Ncube, N. S., Afolayan, A. J., & Okoh, A. I. (2008). Assessment techniques of antimicrobial properties of natural compounds of plant origin: current methods and future trends. African journal of biotechnology, 7(12). https://doi.org/10.5897/AJB07.613
  29. Neamah, N. F., & AL-Jadaan, S. A. (2020). Activity of a novel Selena-diazole derivative compound on primary neuron cells isolation from cortex and hippocampus of 18th day aged fetus of pregnant Wister rat. International Journal of Pharmaceutical Research, 12(4).
  30. Niamah, A. K., & Alali, H. A. (2016). Antibacterial and antioxidant activities of essential oils extracted from Iraqi coriander (Coriandrum sativum L.) seeds. International Journal of Scientific & Engineering Research, 7(2), 1511-1515.
  31. O'Bryan, C. A., Crandall, P. G., & Ricke, S. C. (2008). Organic poultry pathogen control from farm to fork. Foodborne Pathogens and Disease, 5(6), 709-720. https://doi.org/10.1089/fpd.2008.0091
  32. Parnham, M. J., Graf, E., Kolb, V. M., Seth, R., Sinha, S., Ruffolo, R. R., ... & Graf, E. (1991). Pharmacology of synthetic organic selenium compounds. Progress in Drug Research/Fortschritte der Arzneimittelforschung/Progrès des recherches pharmaceutiques, 9-47. https://doi.org/10.1007/978-3-0348-7136-5_1
  33. Radünz, M., da Trindade, M. L. M., Camargo, T. M., Radünz, A. L., Borges, C. D., Gandra, E. A., & Helbig, E. (2019). Antimicrobial and antioxidant activity of unencapsulated and encapsulated clove (Syzygium aromaticum, L.) essential oil. Food chemistry, 276, 180-186. https://doi.org/10.1016/j.foodchem.2018.09.173
  34. Rodrigo, M., Lazaro, M. J., Alvarruiz, A., & Giner, V. (1992). Composition of capers (Capparis spinosa): influence of cultivar, size and harvest date. Journal of food Science, 57(5), 1152-1154. https://doi.org/10.1111/j.1365-2621.1992.tb11286.x
  35. Saiwan, F., & Weheed Atwan, Z. (2010). The antibacterial activity of cold aqueous and pigment of Hibiscus Rosa Siensis extracts against gram positive and negative bacteria. Basrah Journal of Veterinary Research, 9(2), 109-118. http://dx.doi.org/10.33762/bvetr.2010.55054
  36. Shan, B., Cai, Y. Z., Sun, M., & Corke, H. (2005). Antioxidant capacity of 26 spice extracts and characterization of their phenolic constituents. Journal of agricultural and food chemistry, 53(20), 7749-7759. https://doi.org/10.1021/jf051513y
  37. Shareef, A. A. (2011). Evaluation of antibacterial activity of essential oils of Cinnamomum sp. and Boswellia sp. Journal of Basrah Researches (Sciences), 37(5), 60-71.
  38. Silvestri, J. D. F., Paroul, N., Czyewski, E., Lerin, L., Rotava, I., Cansian, R. L., ... & Treichel, H. (2010). Perfil da composição química e atividades antibacteriana e antioxidante do óleo essencial do cravo-da-índia (Eugenia caryophyllata Thunb.). Revista Ceres, 57, 589-594. https://doi.org/10.1590/S0034-737X2010000500004
  39. Siracusa, L., Kulisic-Bilusic, T., Politeo, O., Krause, I., Dejanovic, B., & Ruberto, G. (2011). Phenolic composition and antioxidant activity of aqueous infusions from Capparis spinosa L. and Crithmum maritimum L. before and after submission to a two-step in vitro digestion model. Journal of agricultural and food chemistry, 59(23), 12453-12459. https://doi.org/10.1021/jf203096q
  40. Swank, D. D., & Willett, R. D. (1965). The crystal structure of potassium selenocyanate. Inorganic Chemistry, 4(4), 499-501. https://doi.org/10.1021/ic50026a013
  41. Tlili, N., Nasri, N., Saadaoui, E., Khaldi, A., & Triki, S. (2009). Carotenoid and tocopherol composition of leaves, buds, and flowers of Capparis spinosa grown wild in Tunisia. Journal of Agricultural and Food Chemistry, 57(12), 5381-5385. https://doi.org/10.1021/jf900457p
  42. Vogel, A. I. (1974). Practical organic chemistry. Long Man Group Lted, London.
  43. Warnke, P. H., Becker, S. T., Podschun, R., Sivananthan, S., Springer, I. N., Russo, P. A., ... & Sherry, E. (2009). The battle against multi-resistant strains: Renaissance of antimicrobial essential oils as a promising force to fight hospital-acquired infections. Journal of Cranio-Maxillofacial Surgery, 37(7), 392-397. https://doi.org/10.1016/j.jcms.2009.03.017
  44. Wu, W. E. N. J. U. A. N., Murakami, K., Koketsu, M., Yamada, Y., & Saiki, I. (1999). Induction of apoptosis in human gastric adenocarcinoma cells by two novel organoselenium compounds, TS-2 and TS-6. Anticancer research, 19(6B), 5375-5381.
  45. Yadav, A. S., & Bhatnagar, D. (2007). Free radical scavenging activity, metal chelation and antioxidant power of some of the Indian spices. Biofactors, 31(3‐4), 219-227. https://doi.org/10.1002/biof.5520310309
  46. Yang, Y. C., Lee, S. H., Lee, W. J., Choi, D. H., & Ahn, Y. J. (2003). Ovicidal and adulticidal effects of Eugenia caryophyllata bud and leaf oil compounds on Pediculus capitis. Journal of agricultural and food chemistry, 51(17), 4884-4888. https://doi.org/10.1021/jf034225f
  47. Zengin, H., & Baysal, A. H. (2015). Antioxidant and antimicrobial activities of thyme and clove essential oils and application in minced beef. Journal of Food Processing and Preservation, 39(6), 1261-1271. https://doi.org/10.1111/jfpp.12344
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