Primary antimicrobial screening of novel [1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one derivatives
DOI:
https://doi.org/10.15587/2313-8416.2016.67685Ключевые слова:
[1, 2, 4]triazolo[4, 3-a]quinazolin-5(4H)-one, antimicrobial activity Escherihia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, Staphylococcus aureus, Candida albicans, Cryptococcus neoformansАннотация
Aim. The aim of the given study was to conduct primary antimicrobial screening of novel [1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one derivatives.
Methods. The set of 169 novel [1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one derivatives has been tested for activity against 5 bacteria: Escherihia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa and Staphylococcus aureus, and 2 fungi: Candida albicans and Cryptococcus neoformans. Primary antimicrobial screening has been conducted by whole cell growth inhibition assays, using the provided samples at a single concentration. Samples were tested in water – 0.3 % DMSO solutions with final sample concentrations 32 µg/ml (70-80 µMol).
Results. [1,2,4]Triazolo[4,3-a]quinazolin-5(4H)-ones 5{1}, 7{1}, 7{2}, 7{3} showed more than 80 % inhibition of Acinetobacter baumannii growth and compounds 7{4} showed more than 80 % inhibition of growth fungi Cryptococcus neoformans.
Conclusions. For the first time conducted antimicrobial screening of novel [1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones showed that compounds, which had no amide group exhibited no antimicrobial activity, but several [1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one derivatives containing amide group attached by carbon or sulfur-carbon chain possess antimicrobial activity against Acinetobacter baumannii or fungi Cryptococcus neoformans
Библиографические ссылки
Alagarsamy, V., Giridhar, R., Yadav, M. R. (2005). Synthesis and pharmacological investigation of novel 1-substituted-4-phenyl-1,2,4-triazolo[4,3-a]quinazolin-5(4H)-ones as a new class of H1-antihistaminic agents. Bioorganic & Medicinal Chemistry Letters, 15 (7), 1877–1880. doi: 10.1016/j.bmcl.2005.02.016
Alagarsamy, V., Giridhar, R., Yadav, M. R. (2006). Synthesis and pharmacological investigation of novel 1-substituted-4-(4-substituted phenyl)-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones as a new class of H1-antihistamine agents. Journal of Pharmacy and Pharmacology, 58 (9), 1249–1255. doi: 10.1211/jpp.58.9.0012
Alagarsamy, V., Meena, S., Ramaseshu, K. V., Solomon, V. R., Kumar, T. D. A. (2007). 4-Cyclohexyl-1-substituted-4H-[1,2,4]triazolo [4,3-a] quinazolin-5-ones: Novel Class of H 1 -antihistaminic Agents . Chemical Biology & Drug Design, 70 (2), 158–163. doi: 10.1111/j.1747-0285.2007.00544.x
Alagarsamy, V., Solomon, V. R., Murugan, M. (2007). Synthesis and pharmacological investigation of novel 4-benzyl-1-substituted-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones as new class of H1-antihistaminic agents. Bioorganic & Medicinal Chemistry, 15 (12), 4009–4015. doi: 10.1016/j.bmc.2007.04.001
Alagarsamy, V., Rupeshkumar, M., Kavitha, K., Meena, S., Shankar, D., Siddiqui, A. A., Rajesh, R. (2008). Synthesis and pharmacological investigation of novel 4-(2-methylphenyl)-1-substituted-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones as new class of H1-antihistaminic agents. European Journal of Medicinal Chemistry, 43 (11), 2331–2337. doi: 10.1016/j.ejmech.2007.10.001
Alagarsamy, V., Kavitha, K., Rupeshkumar, M., Solomon, V., Kumar, J., Kumar, D., Sharma, H. (2009). Synthesis and pharmacological investigation of novel 4-(3-ethylphenyl)-1-substituted-4H-[1,2,4]triazolo[4,3-a] quinazolin-5-ones as a new class of H1-antihistaminic agents. Acta Pharmaceutica, 59 (1). doi: 10.2478/v10007-009-0003-17. Alagarsamy, V., Sharma, H. K., Parthiban, P. et. al (2009). 4-(3-Methoxyphenyl)-1-substituted-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones: new class of H1-antihistaminic agents. Pharmazie, 64, 5–9.
Gobinath, M., Subramanian, N., Alagarsamy, V. (2015). Design, synthesis and H1-antihistaminic activity of novel 1-substituted-4-(3-chlorophenyl)-[1,2,4] triazolo [4,3-a] quinazolin-5(4H)-ones. Journal of Saudi Chemical Society, 19 (3), 282–286. doi: 10.1016/j.jscs.2012.02.006
Gobinath, M., Subramanian, N., Alagarsamy, V., Nivedhitha, S., Solomon, V. (2015). Synthesis of 1-Substituted-4-(Pyridin-4-yl) [1,2,4] Triazolo [4,3-a] Quinazolin-5(4H)-ones as a New Class of H1- Antihistaminic Agents. Tropical Journal of Pharmaceutical Research, 14 (2), 271. doi: 10.4314/tjpr.v14i2.12
Abdel Gawad, N. M., Georgey, H. H., Youssef, R. M., El Sayed, N. A. (2010). Design, synthesis, and anticonvulsant activity of novel quinazolinone analogues. Medicinal Chemistry Research, 20 (8), 1280–1286. doi: 10.1007/s00044-010-9465-4
Alagarsamy, V., Giridhar, R., Yadav, M., Revathi, R., Ruckmani, K., De Clercq, E. (2006). AntiHIV, antibacterial and antifungal activities of some novel 1,4-disubstituted-1,2,4-triazolo[4,3-a] quinazolin-5(4 h )-ones. Indian Journal of Pharmaceutical Sciences, 68 (4), 532. doi: 10.4103/0250-474x.27840
Gobinath, M., Subramanian, N., Alagarsamy, V. (2012). Anticancer and antitubercular study of some 1,4-disubstituted[1,2,4]-triazolo[4,3-a]quinazolin-5(4H)-ones. International Journal of Research in Pharmaceutical Sciences, 3 (1). 146–149.
Gaudilliere, B., Lavalette, R., Andrianjara, C. (2000). Nouvelles 1-aminotriazolo[4,3-a]quinazoline-5-ones inhibitrices de phosphodiesterases IV. Patent France 2792938.
Elansary, A. K., Kadry, H. H., Ahmed, E. M., Sonousi, A. S. M. (2011). Design, synthesis and in vitro PDE4 inhibition activity of certain quinazolinone derivatives for treatment of asthma. Medicinal Chemistry Research, 21 (11), 3327–3335. doi: 10.1007/s00044-011-9846-3
Danylchenko, S. Yu., Drushlyak, O. G., Kovalenko, S. S., Kovalenko, S.M., Maes, L. (2016). [1,2,4]Triazolo[4,3-a]quinazolin-5(4H)-one derivatives as antimalarial agents. Ukrainian biopharmaceutical journal, 1 (42), 78–83.
Danilchenko, S. Yu., Drushlyak, O. G., Kovalenko, S. M. (2014). Synthesis of substituted 2-hydrazinoquinazolin-4-ones as intermediates for heterocyclic compounds synthesis. Journal of Organic and Pharmaceutical Chemistry, 12 (3), 66–73.
Danylchenko, S. Yu., Drushlyak, O. G., Kovalenko, S. M. (2015). Synthesis, computer prediction of biological activity and acute toxicity of 1-Ar-4-R-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones. Journal of Organic and Pharmaceutical Chemistry, 13/3 (51), 38–45.
Danylchenko, S. Yu., Drushlyak, O. G., Kovalenko, S. M., Kovalenko, S. S. (2015). The patent application «The [1,2,4]Triazolo[4,3-a]quinazolin-5(4H)-one derivatives» № u201509803. on 09.10.2015.
Saleh, M. A., Abdel-Megeed, M. F., Abdo, M. A., Shkor, A.-B. M. (2003). Synthesis of Aldehydo Sugar (4-oxoquinazolin-2-yl)hydrazones and their transformation into 1-(alditol-1-yl)-1,2,4-triazolo-[4,3-a]quinazolin-5(4H)-ones. Journal of Heterocyclic Chemistry, 40 (1), 85–92. doi: 10.1002/jhet.5570400111
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Copyright (c) 2016 Svitlana Danylchenko, Oleksandr Drushlyak, Oleksandr Drushlyak, Svitlana Kovalenko, Svitlana Kovalenko, Sergiy Kovalenko, Sergiy Kovalenko, Alysha Elliott, Alysha Elliott, Johannes Zuegg, Johannes Zuegg
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