Synthesis and Antibacterial Study of Aspirin-Chalcone Derivatives
Abstract
The chemistry of aspirin and chalcone derivatives has been extensively studied and developed as one of thepharmaceutically important molecules. In this study, new aspirin-chalcone derivatives have been successfully
synthesized and characterized via FTIR, 1H and 13C NMR spectroscopy. The antibacterial activities of
synthesized compounds were investigated towards Escherichia coli ATCC 8739 via turbidimetric kinetic
method. The newly synthesized aspirin-chalcone derivatives, however showed poor antibacterial activity
against E. coli ATCC 8739 at the concentration of 50, 80 and 100 ppm. The effect of the molecular structure
of the synthesized compounds on the antibacterial activity is discussed.
References
Al-Bakri, A.G., Othman, G. & Bustanji, Y. J. (2009). The assessment of the antibacterial and antifungal activities of aspirin, EDTA and aspirin-EDTA combination and their effectiveness as antibioflim agents. Applied Microbiology, 107 (1), 280-296.
https://doi.org/10.1111/j.1365-2672.2009.04205.x
Arslan, H., Duran, N., Borekci, G., Ozer, C. K. & Akbay, C. (2009). Antimicrobial activity of some thiourea derivatives and their Nickel & Copper complexes. Molecules 10 (14), 519- 527.
https://doi.org/10.3390/molecules14010519
Calvino, V., Picallo, M., Lo' pez-Peinado, A., Martı'n-Aranda, R., & Dura' n-Valle, C. (2006). Ultrasound accelerated Claisen-Schmidt condensation: a green route to chalcones. Applied Surface Science, 252 (17), 6071-6074.
https://doi.org/10.1016/j.apsusc.2005.11.006
Climent, M., Corma, A., Iborra, S., & Velty, A. (2004). Activated hydrotalcites as catalysts for the synthesis of chalcones of pharmaceutical interest. Journal of Catalysis, 221 (2), 474-482.
https://doi.org/10.1016/j.jcat.2003.09.012
Fernandez, E.R., Manzano, J.L., Benito, J.J., Hermosa, R., Monte, E. & Criado, J.J. (2005). Thiourea, triazole and thiadiazine compounds and their metal complexes as antifungal agents. Journal of Inorganic Biochemistry, 99, 1559-1572.
https://doi.org/10.1016/j.jinorgbio.2005.05.004
Gul, H.I., Yerdelen K.O., Das, U., Gul, M., Pandit, B., Li, P.K. & Dimmock, J.R., (2008). Synthesis and Cytotoxicity of Novel 3-Aryl-1-(3-dibenzylaminomethyl-4-hydroxyphenyl)-propenones and Related Compounds. Chemical and Pharmaceutical Bulletin, 56, 1675-1681.
https://doi.org/10.1248/cpb.56.1675
Hsieh, H.K., Lee, T.H., Wang, J.P., Wang, J.J. & Lin, C.N. (1998). Synthesis and antiinflammatory
effect of chalcones and related compounds. Pharmaceutical Research, 15, 39-46.
Lechi,B., (1996). Blood Coagulation. Fibrinolysis, 7, 206-209.
https://doi.org/10.1097/00001721-199603000-00024
Ngaini, Z., Mohd Arif, M.A, Hussain, H., Er, S.M., Tang, D. & Abg Kamaluddin, D.H. (2012). Synthesis and antibacterial activity of acetobenzoyl thioureas with aryl and amino acid side chains. Phosphorus, Sulfur and Silicon, 187, 1-7.
https://doi.org/10.1080/10426507.2011.562398
Pappano, N.B., Centorbi, O.P. & Ferretti, F.H. (1994). Determination of the responsible molecular zone for the chalcones bacteriostatic activity. Revista de Microbiología. 25, 168-174
Petrov, O., Ivanova, Y. & Gerova, M., (2008). SOCl2/EtOH: Catalytic system for synthesis of chalcones. Catalysis Communications, 9, 315-316.
https://doi.org/10.1016/j.catcom.2007.06.013
Ram, V.J., Saxena, A.S., Srivastava, S. & Chandra, S. (2000). Oxygenated Chalcones and bischalcones as potential antimalarial agents. Bioorganic and Medicinal Chemistry Letter, 10 (19), 2159-2161.
https://doi.org/10.1016/S0960-894X(00)00409-1
Sato, M., Tsuchiya, H., Miyazaki, T., Fujiwara, S., Yamaguchi, R., Kureshiro, H., Iinuma, M. (1996). Antibacterial activity of hydroxychalcone against methicillin-resistant Staphylococcus aureus. International Journal of Antimicrobial Agent, 6, 227-231.
https://doi.org/10.1016/0924-8579(95)00065-8
Zheng, Z., Schwab, S., Grau, A. and Berger, C. (2007). Neutroprotection by early and delay treatment of acute stroke with high dose Aspirin. Brain Research, 1186, 275-280.
https://doi.org/10.1016/j.brainres.2007.10.029
Zhong, Z., Xing, R., Liu, S., Wang, L., Cai, S.B. & Li, P.C. (2008). Synthesis of acyl thiourea derivatives of chitosan and their antimicrobial activities in vitro. Carbohydrate Research, 334 (3), 566-570.
Copyright (c) 2016 Borneo Journal of Resource Science and Technology
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
Copyright Transfer Statement for Journal
1) In signing this statement, the author(s) grant UNIMAS Publisher an exclusive license to publish their original research papers. The author(s) also grant UNIMAS Publisher permission to reproduce, recreate, translate, extract or summarize, and to distribute and display in any forms, formats, and media. The author(s) can reuse their papers in their future printed work without first requiring permission from UNIMAS Publisher, provided that the author(s) acknowledge and reference publication in the Journal.
2) For open access articles, the author(s) agree that their articles published under UNIMAS Publisher are distributed under the terms of the CC-BY-NC-SA (Creative Commons Attribution-Non Commercial-Share Alike 4.0 International License) which permits unrestricted use, distribution, and reproduction in any medium, for non-commercial purposes, provided the original work of the author(s) is properly cited.
3) For subscription articles, the author(s) agree that UNIMAS Publisher holds copyright, or an exclusive license to publish. Readers or users may view, download, print, and copy the content, for academic purposes, subject to the following conditions of use: (a) any reuse of materials is subject to permission from UNIMAS Publisher; (b) archived materials may only be used for academic research; (c) archived materials may not be used for commercial purposes, which include but not limited to monetary compensation by means of sale, resale, license, transfer of copyright, loan, etc.; and (d) archived materials may not be re-published in any part, either in print or online.
4) The author(s) is/are responsible to ensure his or her or their submitted work is original and does not infringe any existing copyright, trademark, patent, statutory right, or propriety right of others. Corresponding author(s) has (have) obtained permission from all co-authors prior to submission to the journal. Upon submission of the manuscript, the author(s) agree that no similar work has been or will be submitted or published elsewhere in any language. If submitted manuscript includes materials from others, the authors have obtained the permission from the copyright owners.
5) In signing this statement, the author(s) declare(s) that the researches in which they have conducted are in compliance with the current laws of the respective country and UNIMAS Journal Publication Ethics Policy. Any experimentation or research involving human or the use of animal samples must obtain approval from Human or Animal Ethics Committee in their respective institutions. The author(s) agree and understand that UNIMAS Publisher is not responsible for any compensational claims or failure caused by the author(s) in fulfilling the above-mentioned requirements. The author(s) must accept the responsibility for releasing their materials upon request by Chief Editor or UNIMAS Publisher.
6) The author(s) should have participated sufficiently in the work and ensured the appropriateness of the content of the article. The author(s) should also agree that he or she has no commercial attachments (e.g. patent or license arrangement, equity interest, consultancies, etc.) that might pose any conflict of interest with the submitted manuscript. The author(s) also agree to make any relevant materials and data available upon request by the editor or UNIMAS Publisher.
